# US 2019/0166840 A1 · Substituted pyrazolinyl derivatives, processes for their preparation and their use as herbicides and/or plant growth regulators

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- Number: US 2019/0166840 A1
- Document ID: US20190166840A1
- Status: Published application
- Kind: A1
- Application number: 16/324,482
- Filed: 2017-08-04
- Published: 2019-06-06
- Earliest claimed: 2016-08-11
- Assignees: Bayer CropScience AG
- Applicants: Bayer Cropscience Aktiengesellschaft
- Inventors: Jana FRANKE; Hendrik HELMKE; Jens FRACKENPOHL; Anu Bheemaiah MACHETTIRA; Hansjoerg DIETRICH; Christopher Hugh ROSINGER; Dirk SCHMUTZLER; Eimar GATZWEILER; Peter LUEMMEN
- Web page: https://patentgrep.com/patent/US20190166840A1

## CPC

- A01N 43/56: 1,2-Diazoles; Hydrogenated 1,2-diazoles
- C07D 401/14: containing three or more hetero rings
- C07D 403/04: directly linked by a ring-member-to-ring-member bond
- C07D 403/14: containing three or more hetero rings
- C07D 405/14: containing three or more hetero rings
- C07D 409/14: containing three or more hetero rings
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

Primarily, the present invention relates to certain substituted pyrazolinylpyrrolones and pyrazolinylhydantoins of the formula (I) defined below or salts thereof and to their use as herbicides, in particular for controlling broad-leaved weeds and/or weed grasses in crops of useful plants and/or as plant growth regulators for influencing the growth of crops of useful plants. Furthermore, the present invention relates to herbicidal and/or plant growth-regulating compositions comprising one or more compounds of formula (I) and to processes for preparing the compounds of the formula (I).

## Claims

### Claim 1

Compound of formula (I) and/or a salt thereof,
in which
X represents oxygen or sulfur,
A represents the grouping C—R1 or the grouping N—R9, where R1 in the grouping C—R1 and R9 in the grouping N—R9 each have the meanings according to the definition below and where, if A represents the grouping C—R1, the adjacent grouping C—R2 is attached via a double bond and where, if A represents the grouping N—R9, the adjacent grouping CHR2 is attached via a single bond,
R1 represents hydrogen, halogen, hydroxy, (C1-C8)-alkyl, (C1-C8)-haloalkyl, (C1-C8)-hydroxyalkyl, (C1-C8)-alkoxy, (C1-C8)-alkoxyalkyl, (C1-C8)-alkoxy-(C1-C8)-alkyloxy, (C1-C8)-alkylthio, (C1-C8)-haloalkoxy, (C1-C8)-haloalkylthio, (C3-C10)-cycloalkyl, aryl, heteroaryl, (C3-C8) cycloalkyl-(C1-C8)-alkyl, heterocyclyl, (C2-C8)-alkenyl, (C2-C8)-alkenyloxy, (C2-C8)-alkynyl, (C2-C8)-alkynyloxy, NR10R11, aryl-(C1-C8)-alkyl, heteroaryl-(C1-C8)-alkyl or heterocyclyl-(C1-C8)-alkyl,
R2 represents hydrogen, halogen, hydroxy, (C1-C8)-alkyl, (C1-C8)-haloalkyl, (C1-C8)-hydroxyalkyl, hydroxycarbonyl-(C1-C8)-alkyl, (C1-C8)-alkoxy, (C1-C8)-alkoxyalkyl, (C1-C8)-alkoxy-(C1-C8)-alkyloxy, (C1-C8)-alkylthio, (C1-C8)-haloalkoxy, (C1-C8)-haloalkylthio, (C3-C10)-cycloalkyl, aryl, heteroaryl, (C3-C8)-cycloalkyl-(C1-C8)-alkyl, heterocyclyl, (C2-C8)-alkenyl, (C2-C8)-alkenyloxy, (C2-C8)-alkynyl, (C2-C8)-alkynyloxy, NR10R11, aryl-(C1-C8)-alkyl, heteroaryl-(C1-C8)-alkyl, heterocyclyl-(C1-C8)-alkyl, (C1-C8)-cyanoalkyl, C(O)R12, C(O)OR12, C(O)NR10R11, SO2R13, (C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, (C2-C8)-alkenyloxycarbonyl-(C1-C8)-alkyl, aryl-(C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, heteroaryl-(C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, aryloxycarbonyl-(C1-C8)-alkyl, arylcarbonyl-(C1-C8)-alkyl, (C1-C8)-alkylcarbonyl-(C1-C8)-alkyl, heteroarylcarbonyl-(C1-C8)-alkyl or heterocyclylcarbonyl-(C1-C8)-alkyl,
or where R1 and R2 together with the two carbon atoms to which they are attached form a fully saturated or partially saturated ring which has 3 to 7 members in total, which is optionally interrupted by one to three heteroatoms from the group consisting of N, O and S and which is optionally substituted further,
R3 represents hydroxy, hydrothio, halogen, NR10R11, (C1-C8)-alkoxy, (C3-C10)-cycloalkyl-(C1-C8)-alkoxy, aryl-(C1-C8)-alkoxy, (C1-C8)-alkoxy-(C1-C8)-alkoxy, arylcarbonyloxy, (C1-C8)-alkylcarbonyloxy, aryl-(C1-C8)-alkylcarbonyloxy, heteroarylcarbonyloxy, (C3-C10)-cycloalkylcarbonyloxy, heterocyclylcarbonyloxy, (C1-C8)-haloalkyl-carbonyloxy, (C2-C8)-alkenylcarbonyloxy, OC(O)OR12, OC(O)SR12, OC(S)OR12, OC(S)SR12, OC(O)NR10R11, OC(S)NR10R11, OSO2R13, OSO2OR12 or OCHO,
R4 represents hydrogen, (C1-C8)-alkyl, (C1-C8)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C8)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C8)-alkyl, heteroaryl-(C1-C8)-alkyl, heterocyclyl-(C1-C8)-alkyl, (C2-C8)-alkenyl, (C2-C8)-alkynyl, (C2-C8)-haloalkenyl, (C2-C8) haloalkynyl, (C4-C10)-cycloalkenyl, aryl-(C2-C8)-alkenyl, heteroaryl-(C2-C8)-alkenyl, heterocyclyl-(C2-C8)-alkenyl, arylcarbonyl-(C1-C8)-alkyl, (C1-C8)-alkylcarbonyl-(C1-C8)-alkyl, heteroarylcarbonyl-(C1-C8)-alkyl, (C3-C10)-cycloalkylcarbonyl-(C1-C8)-alkyl, aryl-(C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, (C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, (C1-C8)-alkoxy-(C1-C8)-alkyl, (C1-C8)-haloalkoxy-(C1-C8)-alkyl, C(O)R12, SO2R13, CHO, R10R11N—(C1-C8)-alkyl or cyano-(C1-C8)-alkyl,
R5 represents hydrogen, (C1-C8)-alkyl, (C1-C8)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C8)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C8)-alkyl, heteroaryl-(C1-C8)-alkyl, heterocyclyl-(C1-C8)-alkyl, cyano, C(O)OR12, C(O)NR10R11, R12O(O)C—(C1-C8)-alkyl, R12O—(C1-C8)-alkyl, (C1-C8)-alkylcarbonyloxy-(C1-C8)-alkyl, (C3-C10)-cycloalkylcarbonyloxy-(C1-C8)-alkyl, arylcarbonyloxy-(C1-C8)-alkyl, heteroarylcarbonyloxy-(C1-C8)-alkyl or heterocyclylcarbonyloxy-(C1-C8)-alkyl,
R6 represents hydrogen, (C1-C8)-alkyl, (C1-C8)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C8)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C8)-alkyl, heteroaryl-(C1-C8)-alkyl or heterocyclyl-(C1-C8)-alkyl,
R7 and R8 are identical or different and independently of one another represent hydrogen, halogen or (C1-C8)-alkyl,
R9 represents hydrogen, hydroxy, (C1-C8)-alkyl, (C1-C8)-haloalkyl, (C1-C8)-hydroxyalkyl, hydroxycarbonyl-(C1-C8)-alkyl, (C1-C8)-alkoxy, (C1-C8)-alkoxy-(C1-C8)-alkyl, (C1-C8)-alkoxyalkyloxy, (C1-C8)-haloalkoxy, (C3—C o)-cycloalkyl, aryl, heteroaryl, (C3-C10)-cycloalkyl-(C1-C8)-alkyl, heterocyclyl, (C2-C8)-alkenyl, (C2-C8)-alkenyloxy, (C2-C8)-alkynyl, (C2-C8)-alkynyloxy, NR10R11, aryl-(C1-C8)-alkyl, heteroaryl-(C1-C8)-alkyl, heterocyclyl-(C1-C8)-alkyl, (C1—C8)-cyanoalkyl, C(O)R12, C(O)OR12, C(O)NR10R11, SO2R13, (C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, (C2-C8)-alkenyloxycarbonyl-(C1-C8)-alkyl, aryl-(C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, heteroaryl-(C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, aryloxycarbonyl-(C1-C8)-alkyl, arylcarbonyl-(C1-C8)-alkyl, (C1-C8)-alkylcarbonyl-(C1-C8)-alkyl, heteroarylcarbonyl-(C1-C8)-alkyl or heterocyclylcarbonyl-(C1-C8)-alkyl,
or where R2 and R9 together with the nitrogen atom or carbon atom to which they are respectively attached form a fully saturated or partially saturated ring which has 3 to 7 members in total, which is optionally interrupted by one to three heteroatoms from the group consisting of N, O and S and which is optionally substituted further,
R10 and R11 are identical or different and independently of one another represent hydrogen, (C1-C8)-alkyl, (C2-C8)-alkenyl, (C2-C8)-alkynyl, (C1-C8)-cyanoalkyl, (C1-C10)-haloalkyl, (C2-C8)-haloalkenyl, (C2-C8)-haloalkynyl, (C3-C10)-cycloalkyl, (C4-C10)-cycloalkenyl, (C1-C8)-alkoxy-(C1-C8)-alkyl, (C1-C8)-haloalkoxy-(C1-C8)-alkyl, (C1-C8)-alkylthio-(C1-C8)-alkyl, (C1-C8)-haloalkylthio-(C1-C8)-alkyl, (C1-C8)-alkoxy-(C1-C8)-haloalkyl, aryl, aryl-(C1-C8)-alkyl, heteroaryl, heteroaryl-(C1-C8)-alkyl, (C3-C10)-cycloalkyl-(C1-C8)-alkyl, (C4-C10)-cycloalkenyl-(C1-C8)-alkyl, C(O)R12, SO2R13, heterocyclyl, (C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, (C1-C8)-alkoxycarbonyl, aryl-(C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, aryl-(C1-C8)-alkoxycarbonyl, heteroaryl-(C1-C8)-alkoxycarbonyl, (C2-C8)-alkenyloxycarbonyl, (C2-C8)-alkynyloxycarbonyl or heterocyclyl-(C1-C8)-alkyl,
R12 represents (C1-C8)-alkyl, (C2-C8)-alkenyl, (C2-C8)-alkynyl, (C1-C8)-cyanoalkyl, (C1-C10)-haloalkyl, (C2-C8)-haloalkenyl, (C2-C8)-haloalkynyl, (C3-C10)-cycloalkyl, (C4-C10)-cycloalkenyl, (C1-C8)-alkoxy-(C1-C8)-alkyl, (C1-C8)-alkoxy-(C1-C8)-haloalkyl, aryl, aryl-(C1-C8)-alkyl, heteroaryl, heteroaryl-(C1-C8)-alkyl, (C3-C10)-cycloalkyl-(C1-C8)-alkyl, (C4-C10)-cycloalkenyl-(C1-C8)-alkyl, (C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, (C2-C8)-alkenyloxycarbonyl-(C1-C8)-alkyl, aryl-(C1-C8)-alkoxycarbonyl-(C1-C8)-alkyl, hydroxycarbonyl-(C1-C8)-alkyl, heterocyclyl or heterocyclyl-(C1-C8)-alkyl,
R13 represents (C1-C8)-alkyl, (C2-C8)-alkenyl, (C2-C8)-alkynyl, (C1-C8)-cyanoalkyl, (C1-C10)-haloalkyl, (C2-C8)-haloalkenyl, (C2-C8)-haloalkynyl, (C3-C10)-cycloalkyl, (C4-C10)-cycloalkenyl, (C1-C8)-alkoxy-(C1-C8)-alkyl, (C1-C8)-alkoxy-(C1-C8)-haloalkyl, aryl, aryl-(C1-C8)-alkyl, heteroaryl, heteroaryl-(C1-C8)-alkyl, heterocyclyl-(C1-C8)-alkyl, (C3-C10)-cycloalkyl-(C1-C8)-alkyl, (C4-C10)-cycloalkenyl-(C1-C8)-alkyl or NR10R11,
R14 represents hydrogen or (C1-C8)-alkyl,
or where R3 and R14 together with the carbon atom to which they are attached form a carbonyl group,
where the cyclic structural elements of the radicals mentioned respectively in R1, R2, R3, R4, R5, R6, R9, R10, R11, R12 and R13 and the rings formed by R1 and R2 or R2 and R9, having 3 to 7 members in total, are in each case unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, hydroxy, cyano, NR10R11, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylsulfoxy, (C1-C4)-alkylsulfone, (C1-C4)-haloalkylthio, (C1-C4)-haloalkylsulfoxy, (C1-C4)-haloalkylsulfone, (C1-C4)-alkoxy-carbonyl, (C1-C4)-haloalkoxy-carbonyl, (C1-C4)-alkylcarboxy, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C4)-alkoxy-carbonyl-(C1-C4)-alkyl, hydroxycarbonyl, hydroxycarbonyl-(C1-C4)-alkyl, R10R11N-carbonyl, and where the structural elements cycloalkyl, cycloalkenyl and heterocyclyl have n oxo groups, where n=0, 1 or 2.

### Claim 2 (depends on 1)

Compound of formula (I) and/or salt thereof according to claim 1, wherein
X represents oxygen or sulfur,
A represents the grouping C—R1 or the grouping N—R9, where R1 in the grouping C—R1 and R9 in the grouping N—R9 each have the meanings according to the definition below and where, if A represents the grouping C—R1, the adjacent grouping C—R2 is attached via a double bond and where, if A represents the grouping N—R9, the adjacent grouping CHR2 is attached via a single bond,
R1 represents hydrogen, halogen, hydroxy, (C1-C7)-alkyl, (C1-C7)-haloalkyl, (C1-C7)-hydroxyalkyl, (C1-C7)-alkoxy, (C1-C7)-alkoxyalkyl, (C1-C7)-alkoxy-(C1-C7)-alkyloxy, (C1-C7)-haloalkoxy, (C3-C10)-cycloalkyl, (C2-C7)-alkenyl, (C2-C7)-alkenyloxy, (C2-C7)-alkynyl or (C2-C7)-alkynyloxy,
R2 represents hydrogen, halogen, hydroxy, (C1-C7)-alkyl, (C1-C7)-haloalkyl, (C1-C7)-hydroxyalkyl, (C1-C7)-alkoxy, (C1-C7)-alkoxyalkyl, (C1-C7)-alkoxy-(C1-C7)-alkyloxy, (C1-C7)-haloalkoxy, (C3-C10)-cycloalkyl, (C2-C7)-alkenyl, (C2-C7)-alkenyloxy, (C2-C7)-alkynyl, (C2-C7)-alkynyloxy or NR10R11,
or where R1 and R2 together with the two carbon atoms to which they are attached form a fully saturated or partially saturated ring which has 3 to 7 members in total, which is optionally interrupted by one to three heteroatoms from the group consisting of N, O and S and which is optionally substituted further,
R3 represents hydroxy, hydrothio, halogen, NR10R11, (C1-C7)-alkoxy, (C3-C10)-cycloalkyl-(C1-C7)-alkoxy, aryl-(C1-C7)-alkoxy, (C1-C7)-alkoxy-(C1-C7)-alkoxy, arylcarbonyloxy, (C1-C7)-alkylcarbonyloxy, aryl-(C1-C7)-alkylcarbonyloxy, heteroarylcarbonyloxy, (C3-C10)-cycloalkylcarbonyloxy, heterocyclylcarbonyloxy, (C1-C7)-haloalkylcarbonyloxy, (C2-C7)-alkenylcarbonyloxy, OC(O)OR12, OC(O)SR12, OC(S)OR12, OC(S)SR12, OC(O)NR10R11, OC(S)NR10R11, OSO2R13, OSO2OR12 or OCHO,
R4 represents hydrogen, (C1-C7)-alkyl, (C1-C7)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C7)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C7)-alkyl, heteroaryl-(C1-C7)-alkyl, heterocyclyl-(C1-C7)-alkyl, (C2-C7)-alkenyl, (C2-C7)-alkynyl, (C2-C7)-haloalkenyl, (C2-C7)-haloalkynyl, (C4-C8)-cycloalkenyl, aryl-(C2-C7)-alkenyl, heteroaryl-(C2-C7)-alkenyl, heterocyclyl-(C2-C7)-alkenyl, arylcarbonyl-(C1-C7)-alkyl, (C1-C7)-alkylcarbonyl-(C1-C7)-alkyl, heteroarylcarbonyl-(C1-C7)-alkyl, (C3-C10)-cycloalkylcarbonyl-(C1-C7)-alkyl, aryl-(C1-C7)-alkoxycarbonyl-(C1-C7)-alkyl, (C1-C7)-alkoxycarbonyl-(C1-C7)-alkyl, (C1-C7)-alkoxy-(C1-C7)-alkyl, (C1-C7)-haloalkoxy-(C1-C7)-alkyl, C(O)R12, SO2R13, CHO, R10R11N—(C1-C8)-alkyl or cyano-(C1-C8)-alkyl,
R5 represents hydrogen, (C1-C7)-alkyl, (C1-C7)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C7)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C7)-alkyl, heteroaryl-(C1-C7)-alkyl, heterocyclyl-(C1-C7)-alkyl, cyano, C(O)OR12, C(O)NR10R11, R12O(O)C—(C1-C7)-alkyl, R12O—(C1-C7)-alkyl, (C1-C7)-alkylcarbonyloxy-(C1-C7)-alkyl, (C3-C10)-cycloalkylcarbonyloxy-(C1-C7)-alkyl, arylcarbonyloxy-(C1-C7)-alkyl, heteroarylcarbonyloxy-(C1-C7)-alkyl or heterocyclylcarbonyloxy-(C1-C7)-alkyl,
R6 represents hydrogen, (C1-C7)-alkyl, (C1-C7)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C7)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C7)-alkyl, heteroaryl-(C1-C7)-alkyl or heterocyclyl-(C1-C7)-alkyl,
R7 and R8 are identical or different and independently of one another represent hydrogen, halogen or (C1-C7)-alkyl,
R9 represents hydrogen, hydroxy, (C1-C7)-alkyl, (C1-C7)-haloalkyl, (C1-C7)-alkoxy, (C1-C7)-alkoxy-(C1-C7)-alkyl, (C3-C10)-cycloalkyl, (C2-C7)-alkenyl, (C2-C7)-alkynyl or (C1-C7)-cyanoalkyl,
or where R2 and R9 together with the nitrogen atom or carbon atom to which they are respectively attached form a fully saturated or partially saturated ring which has 3 to 7 members in total, which is optionally interrupted by one to three heteroatoms from the group consisting of N, O and S and which is optionally substituted further,
R10 and R11 are identical or different and independently of one another represent hydrogen, (C1-C7)-alkyl, (C2-C7)-alkenyl, (C2-C7)-alkynyl, (C1-C7)-cyanoalkyl, (C1-C8)-haloalkyl, (C2-C7)-haloalkenyl, (C2-C7)-haloalkynyl, (C3-C10)-cycloalkyl, (C4-C8)-cycloalkenyl, (C1-C7)-alkoxy-(C1-C7)-alkyl, (C1-C7)-haloalkoxy-(C1-C7)-alkyl, (C1-C7)-alkylthio-(C1-C7)-alkyl, (C1-C7)-haloalkylthio-(C1-C7)-alkyl, (C1-C7)-alkoxy-(C1-C7)-haloalkyl, aryl, aryl-(C1-C7)-alkyl, heteroaryl, heteroaryl-(C1-C7)-alkyl, (C3-C10)-cycloalkyl-(C1-C7)-alkyl, (C4-C8)-cycloalkenyl-(C1-C7)-alkyl, C(O)R12, SO2R13, heterocyclyl, (C1-C7)-alkoxycarbonyl-(C1-C7)-alkyl, (C1-C7)-alkoxycarbonyl, aryl-(C1-C7)-alkoxycarbonyl-(C1-C7)-alkyl, aryl-(C1-C7)-alkoxycarbonyl, heteroaryl-(C1-C7)-alkoxycarbonyl, (C2-C7)-alkenyloxycarbonyl, (C2-C7)-alkynyloxycarbonyl or heterocyclyl-(C1-C7)-alkyl,
R12 represents (C1-C7)-alkyl, (C2-C7)-alkenyl, (C2-C7)-alkynyl, (C1-C7)-cyanoalkyl, (C1-C8)-haloalkyl, (C2-C7)-haloalkenyl, (C2-C7)-haloalkynyl, (C3-C10)-cycloalkyl, (C4-C8)-cycloalkenyl, (C1-C7)-alkoxy-(C1-C7)-alkyl, (C1-C7)-alkoxy-(C1-C7)-haloalkyl, aryl, aryl-(C1-C7)-alkyl, heteroaryl, heteroaryl-(C1-C7)-alkyl, (C3-C10)-cycloalkyl-(C1-C7)-alkyl, (C4-C8)-cycloalkenyl-(C1-C7)-alkyl, (C1-C7)-alkoxycarbonyl-(C1-C7)-alkyl, (C2-C7)-alkenyloxycarbonyl-(C1-C7)-alkyl, aryl-(C1-C7)-alkoxycarbonyl-(C1-C7)-alkyl, hydroxycarbonyl-(C1-C7)-alkyl, heterocyclyl or heterocyclyl-(C1-C7)-alkyl,
R13 represents (C1-C7)-alkyl, (C2-C7)-alkenyl, (C2-C7)-alkynyl, (C1-C7)-cyanoalkyl, (C1-C8)-haloalkyl, (C2-C7)-haloalkenyl, (C2-C7)-haloalkynyl, (C3-C10)-cycloalkyl, (C4-C8)-cycloalkenyl, (C1-C7)-alkoxy-(C1-C7)-alkyl, (C1-C7)-alkoxy-(C1-C7)-haloalkyl, aryl, aryl-(C1-C7)-alkyl, heteroaryl, heteroaryl-(C1-C7)-alkyl, heterocyclyl-(C1-C7)-alkyl, (C3-C10)-cycloalkyl-(C1-C7)-alkyl, (C4-C8)-cycloalkenyl-(C1-C7)-alkyl or NR10R11,
R14 represents hydrogen or (C1-C4)-alkyl,
or where R3 and R14 together with the carbon atom to which they are attached form a carbonyl group,
where the cyclic structural elements of the radicals mentioned respectively in R1, R2, R3, R4, R5, R6, R9, R10, R11, R12 and R13 and the rings formed by R1 and R2 or R2 and R9, having 3 to 7 members in total, are in each case unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, hydroxy, cyano, NR10R11, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylsulfoxy, (C1-C4)-alkylsulfone, (C1-C4)-haloalkylthio, (C1-C4)-haloalkylsulfoxy, (C1-C4)-haloalkylsulfone, (C1-C4)-alkoxy-carbonyl, (C1-C4)-haloalkoxy-carbonyl, (C1-C4)-alkylcarboxy, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C4)-alkoxy-carbonyl-(C1-C4)-alkyl, hydroxycarbonyl, hydroxycarbonyl-(C1-C4)-alkyl, R10R11N-carbonyl, and where the structural elements cycloalkyl, cycloalkenyl and heterocyclyl have n oxo groups, where n=0, 1 or 2.

### Claim 3 (depends on 1)

Compound of formula (I) and/or salt thereof according to claim 1, wherein
X represents oxygen,
A represents the grouping C—R1 or the grouping N—R9, where R1 in the grouping C—R1 and R9 in the grouping N—R9 each have the meanings according to the definition below and where, if A represents the grouping C—R1, the adjacent grouping C—R2 is attached via a double bond and where, if A represents the grouping N—R9, the adjacent grouping CHR2 is attached via a single bond,
R1 represents hydrogen, halogen, hydroxy, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy, (C1-C6)-alkoxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyloxy, (C1-C6)-haloalkoxy, (C3-C10)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkenyloxy, (C2-C6)-alkynyl or (C2-C6)-alkynyloxy,
R2 represents hydrogen, halogen, hydroxy, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy, (C1-C6)-alkoxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyloxy, (C1-C6)-haloalkoxy, (C3-C10)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkenyloxy, (C2-C6)-alkynyl, (C2-C6)-alkynyloxy or NR10R11,
or where R1 and R2 together with the two carbon atoms to which they are attached form a fully saturated or partially saturated ring which has 3 to 7 members in total, which is optionally interrupted by one to three heteroatoms from the group consisting of N, O and S and which is optionally substituted further,
R3 represents hydroxy, hydrothio, halogen, (C1-C6)-alkoxy, (C3-C10)-cycloalkyl-(C1-C6)-alkoxy, aryl-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C6)-alkoxy, arylcarbonyloxy, (C1-C6)-alkylcarbonyloxy, aryl-(C1-C6)-alkylcarbonyloxy, heteroarylcarbonyloxy, (C3-C10)-cycloalkylcarbonyloxy, heterocyclylcarbonyloxy, (C1-C6)-haloalkyl-carbonyloxy, (C2-C6)-alkenylcarbonyloxy, OC(O)OR12 or OSO2R13,
R4 represents hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C6)-alkyl, heteroaryl-(C1-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkenyl, (C2-C6)-haloalkynyl, (C4-C8)-cycloalkenyl, aryl-(C2-C6)-alkenyl, heteroaryl-(C2-C6)-alkenyl, heterocyclyl-(C2-C6)-alkenyl, arylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, heteroarylcarbonyl-(C1-C6)-alkyl, (C3-C10)-cycloalkylcarbonyl-(C1-C6)-alkyl, aryl-(C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, C(O)R12, SO2R13, CHO, R10R11N—(C1-C8)-alkyl or cyano-(C1-C8)-alkyl,
R5 represents hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C6)-alkyl, heteroaryl-(C1-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl, cyano, C(O)OR12, C(O)NR10R11, R12O(O)C—(C1-C6)-alkyl, R12O—(C1-C6)-alkyl, (C1-C6)-alkylcarbonyloxy-(C1-C6)-alkyl, (C3-C10)-cycloalkylcarbonyloxy-(C1-C6)-alkyl, arylcarbonyloxy-(C1-C6)-alkyl, heteroarylcarbonyloxy-(C1-C6)-alkyl or heterocyclylcarbonyloxy-(C1-C6)-alkyl,
R6 represents hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C6)-alkyl, heteroaryl-(C1-C6)-alkyl or heterocyclyl-(C1-C6)-alkyl,
R7 and R8 are identical or different and independently of one another represent hydrogen, halogen or (C1-C6)-alkyl,
R9 represents hydrogen, hydroxy, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C3-C10)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl or (C1-C6)-cyanoalkyl,
or where R2 and R9 together with the nitrogen atom or carbon atom to which they are respectively attached form a fully saturated or partially saturated ring which has 3 to 7 members in total, which is optionally interrupted by one to three heteroatoms from the group consisting of N, O and S and which is optionally substituted further,
R10 and R11 are identical or different and independently of one another represent hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C1-C6)-cyanoalkyl, (C1-C7)-haloalkyl, (C2-C6)-haloalkenyl, (C2-C6)-haloalkynyl, (C3-C10)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-haloalkylthio-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-haloalkyl, aryl, aryl-(C1-C6)-alkyl, heteroaryl, heteroaryl-(C1-C6)-alkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl, (C4-C7)-cycloalkenyl-(C1-C6)-alkyl, C(O)R12, SO2R13, heterocyclyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl, aryl-(C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, aryl-(C1-C6)-alkoxycarbonyl, heteroaryl-(C1-C6)-alkoxycarbonyl, (C2-C6)-alkenyloxycarbonyl, (C2-C6)-alkynyloxycarbonyl or heterocyclyl-(C1-C6)-alkyl,
R12 represents (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C1-C6)-cyanoalkyl, (C1-C7)-haloalkyl, (C2-C6)-haloalkenyl, (C2-C6)-haloalkynyl, (C3-C10)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-haloalkyl, aryl, aryl-(C1-C6)-alkyl, heteroaryl, heteroaryl-(C1-C6)-alkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl, (C4-C7)-cycloalkenyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C2-C6)-alkenyloxycarbonyl-(C1-C6)-alkyl, aryl-(C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, hydroxycarbonyl-(C1-C6)-alkyl, heterocyclyl or heterocyclyl-(C1-C6)-alkyl,
R13 represents (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C1-C6)-cyanoalkyl, (C1-C7)-haloalkyl, (C2-C6)-haloalkenyl, (C2-C6)-haloalkynyl, (C3-C10)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-haloalkyl, aryl, aryl-(C1-C6)-alkyl, heteroaryl, heteroaryl-(C1-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl, (C4-C7)-cycloalkenyl-(C1-C6)-alkyl or NR10R11,
R14 represents hydrogen,
or where R3 and R14 together with the carbon atom to which they are attached form a carbonyl group,
where the cyclic structural elements of the radicals mentioned respectively in R1, R2, R3, R4, R5, R6, R9, R10, R11, R12 and R13 and the rings formed by R1 and R2 or R2 and R9, having 3 to 7 members in total, are in each case unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, hydroxy, cyano, NR10R11, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylsulfoxy, (C1-C4)-alkylsulfone, (C1-C4)-haloalkylthio, (C1-C4)-haloalkylsulfoxy, (C1-C4)-haloalkylsulfone, (C1-C4)-alkoxy-carbonyl, (C1-C4)-haloalkoxy-carbonyl, (C1-C4)-alkylcarboxy, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C4)-alkoxy-carbonyl-(C1-C4)-alkyl, hydroxycarbonyl, hydroxycarbonyl-(C1-C4)-alkyl, R10R11N-carbonyl, and where the structural elements cycloalkyl, cycloalkenyl and heterocyclyl have n oxo groups, where n=0, 1 or 2.

### Claim 4 (depends on 1)

Compound of formula (I) and/or salt thereof according to claim 1, wherein
X represents oxygen,
A represents the grouping C—R1 or the grouping N—R9, where R1 in the grouping C—R1 and R9 in the grouping N—R9 each have the meanings according to the definition below and where, if A represents the grouping C—R1, the adjacent grouping C—R2 is attached via a double bond and where, if A represents the grouping N—R9, the adjacent grouping CHR2 is attached via a single bond,
R1 represents hydrogen, halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-hydroxyalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy or (C3-C8)-cycloalkyl,
R2 represents hydrogen, halogen, hydroxy, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-hydroxyalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy or (C3-C8)-cycloalkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C2-C4)-alkynyloxy or NR10R11,
or where R1 and R2 together with the two carbon atoms to which they are attached form a fully saturated or partially saturated ring which has 3 to 7 members in total, which is optionally interrupted by one to three heteroatoms from the group consisting of N, O and S and which is optionally substituted further,
R3 represents hydroxy, halogen, (C1-C4)-alkoxy, (C3-C10)-cycloalkyl-(C1-C4)-alkoxy, aryl-(C1-C4)-alkoxy, arylcarbonyloxy, (C1-C4)-alkylcarbonyloxy, aryl-(C1-C4)-alkylcarbonyloxy, heteroarylcarbonyloxy, (C3-C8)-cycloalkylcarbonyloxy, heterocyclylcarbonyloxy, (C1-C4)-haloalkyl-carbonyloxy, (C2-C4)-alkenylcarbonyloxy, OC(O)OR12 or OSO2R13,
R4 represents hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C6)-alkyl, heteroaryl-(C1-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkenyl, (C2-C6)-haloalkynyl, (C4-C8)-cycloalkenyl, aryl-(C2-C6)-alkenyl, heteroaryl-(C2-C6)-alkenyl, heterocyclyl-(C2-C6)-alkenyl, arylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, heteroarylcarbonyl-(C1-C6)-alkyl, (C3-C10)-cycloalkylcarbonyl-(C1-C6)-alkyl, aryl-(C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, C(O)R12, SO2R13, CHO, R10R11N—(C1-C8)-alkyl or cyano-(C1-C8)-alkyl,
R5 represents hydrogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C4)-alkyl, heteroaryl-(C1-C4)-alkyl, heterocyclyl-(C1-C4)-alkyl, cyano, C(O)OR12, C(O)NR10R11, R12O(O)C—(C1-C4)-alkyl, R12O—(C1-C4)-alkyl, (C1-C4)-alkylcarbonyloxy-(C1-C4)-alkyl, (C3-C8)-cycloalkylcarbonyloxy-(C1-C4)-alkyl, arylcarbonyloxy-(C1-C4)-alkyl, heteroarylcarbonyloxy-(C1-C4)-alkyl or heterocyclylcarbonyloxy-(C1-C4)-alkyl,
R6 represents hydrogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C3-C8)-cycloalkyl or (C3-C8)-cycloalkyl-(C1-C4)-alkyl,
R7 and R8 are identical or different and independently of one another represent hydrogen, halogen or (C1-C4)-alkyl,
R9 represents hydrogen, hydroxy, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C3-C8)-cycloalkyl, (C2-C4)-alkenyl or (C2-C4)-alkynyl,
or where R2 and R9 together with the nitrogen atom or carbon atom to which they are respectively attached form a fully saturated ring which has 3 to 7 members in total, which is optionally interrupted by one heteroatom from the group consisting of N, O and S and which is optionally substituted further,
R10 and R11 are identical or different and independently of one another represent hydrogen, (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-haloalkoxy-(C1-C4)-alkyl, (C1-C4)-alkylthio-(C1-C4)-alkyl, (C1-C4)-haloalkylthio-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl, C(O)R12, SO2R13, heterocyclyl, (C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl, aryl-(C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, aryl-(C1-C4)-alkoxycarbonyl, heteroaryl-(C1-C4)-alkoxycarbonyl, (C2-C4)-alkenyloxycarbonyl, (C2-C4)-alkynyloxycarbonyl or heterocyclyl-(C1-C4)-alkyl,
R12 represents (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, (C2-C4)-alkenyloxycarbonyl-(C1-C4)-alkyl, aryl-(C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, hydroxycarbonyl-(C1-C4)-alkyl, heterocyclyl or heterocyclyl-(C1-C4)-alkyl,
R13 represents (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, heterocyclyl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl or NR10R11,
R14 represents hydrogen,
or where R3 and R14 together with the carbon atom to which they are attached form a carbonyl group,
where the cyclic structural elements of the radicals mentioned respectively in R1, R2, R3, R4, R5, R6, R9, R10, R11, R12 and R13 and the rings formed by R1 and R2 or R2 and R9, having 3 to 7 members in total, are in each case unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, hydroxy, cyano, NR10R11, (C1-C4)-alkyl, (C1—C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylsulfoxy, (C1-C4)-alkylsulfone, (C1-C4)-haloalkylthio, (C1-C4)-haloalkylsulfoxy, (C1-C4)-haloalkylsulfone, (C1-C4)-alkoxy-carbonyl, (C1-C4)-haloalkoxy-carbonyl, (C1-C4)-alkylcarboxy, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C4)-alkoxy-carbonyl-(C1-C4)-alkyl, hydroxycarbonyl, hydroxycarbonyl-(C1-C4)-alkyl, R10R11N-carbonyl, and where the structural elements cycloalkyl, cycloalkenyl and heterocyclyl have n oxo groups, where n=0, 1 or 2.

### Claim 5 (depends on 1)

Compound of formula (I) and/or salt thereof according to claim 1, wherein
X represents oxygen,
A represents the grouping C—R1 or the grouping N—R9, where R1 in the grouping C—R1 and R9 in the grouping N—R9 each have the meanings according to the definition below and where, if A represents the grouping C—R1, the adjacent grouping C—R2 is attached via a double bond and where, if A represents the grouping N—R9, the adjacent grouping CHR2 is attached via a single bond,
R1 represents hydrogen, halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy or (C5-C7)-cycloalkyl,
R2 represents hydrogen, halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy or (C5-C7)-cycloalkyl,
R3 represents hydroxy, arylcarbonyloxy, (C1-C4)-alkylcarbonyloxy, aryl-(C1-C4)-alkylcarbonyloxy, (C1-C4)-haloalkyl-carbonyloxy, OC(O)OR12 or OSO2R13,
R4 represents hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C6)-alkyl, heteroaryl-(C1-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkenyl, (C2-C6) haloalkynyl, (C4-C8)-cycloalkenyl, aryl-(C2-C6)-alkenyl, heteroaryl-(C2-C6)-alkenyl, heterocyclyl-(C2-C6)-alkenyl, arylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, heteroarylcarbonyl-(C1-C6)-alkyl, (C3-C10)-cycloalkylcarbonyl-(C1-C6)-alkyl, aryl-(C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, C(O)R12, SO2R13, CHO, R10R11N—(C1-C8)-alkyl or cyano-(C1-C8)-alkyl,
R5 represents hydrogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C5-C8)-cycloalkyl, aryl, heteroaryl, heterocyclyl, C(O)OR12, C(O)NR10R11 or R12O(O)C—(C1-C4)-alkyl,
R6 represents hydrogen, (C1-C4)-alkyl or (C1-C4)-haloalkyl,
R7 and R8 are identical or different and independently of one another represent hydrogen, halogen or (C1-C4)-alkyl,
R9 represents hydrogen, hydroxy, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy or (C3-C6)-cycloalkyl,
or where R2 and R9 together with the nitrogen atom or carbon atom to which they are respectively attached form a preferably fully saturated ring which has 3 to 7 members in total, which is optionally interrupted by one heteroatom from the group consisting of N and O and which is optionally substituted further,
R10 and R11 are identical or different and independently of one another represent hydrogen, (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-haloalkoxy-(C1-C4)-alkyl, (C1-C4)-alkylthio-(C1-C4)-alkyl, (C1-C4)-haloalkylthio-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl, C(O)R12, SO2R13, heterocyclyl, (C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl, aryl-(C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, aryl-(C1-C4)-alkoxycarbonyl, heteroaryl-(C1-C4)-alkoxycarbonyl, (C2-C4)-alkenyloxycarbonyl, (C2-C4)-alkynyloxycarbonyl or heterocyclyl-(C1-C4)-alkyl,
R12 represents (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, (C2-C4)-alkenyloxycarbonyl-(C1-C4)-alkyl, aryl-(C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, hydroxycarbonyl-(C1-C4)-alkyl, heterocyclyl or heterocyclyl-(C1-C4)-alkyl,
R13 represents (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, heterocyclyl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7) cycloalkenyl-(C1-C4)-alkyl or NR10R11,
R14 represents hydrogen,
or where R3 and R14 together with the carbon atom to which they are attached form a carbonyl group,
where the cyclic structural elements of the radicals mentioned respectively in R1, R2, R3, R4, R5, R6, R9, R10, R11, R12 and R13 and the ring formed by R2 and R9, having 3 to 7 members in total, are in each case unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, hydroxy, cyano, NR10R11, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylsulfoxy, (C1-C4)-alkylsulfone, (C1-C4)-haloalkylthio, (C1-C4)-haloalkylsulfoxy, (C1-C4)-haloalkylsulfone, (C1-C4)-alkoxy-carbonyl, (C1-C4)-haloalkoxy-carbonyl, (C1-C4)-alkylcarboxy, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C4)-alkoxy-carbonyl-(C1-C4)-alkyl, hydroxycarbonyl, hydroxycarbonyl-(C1-C4)-alkyl,
R10R11N-carbonyl, and where the structural elements cycloalkyl, cycloalkenyl and heterocyclyl have n oxo groups, where n=0, 1 or 2.

### Claim 6 (depends on 1)

Compound of formula (I) and/or salt thereof according to claim 1, wherein
X represents oxygen,
A represents the grouping C—R1 or the grouping N—R9, where R1 in the grouping C—R1 and R9 in the grouping N—R9 each have the meanings according to the definition below and where, if A represents the grouping C—R1, the adjacent grouping C—R2 is attached via a double bond and where, if A represents the grouping N—R9, the adjacent grouping CHR2 is attached via a single bond,
R1 represents hydrogen, halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy or (C5-C7)-cycloalkyl,
R2 represents hydrogen, halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy or (C5-C7)-cycloalkyl,
R3 represents hydroxy, arylcarbonyloxy, (C1-C4)-alkylcarbonyloxy, (C1-C4)-haloalkyl-carbonyloxy, OC(O)O—(C1-C4)-alkyl, OSO2—(C1-C4)-alkyl or OSO2-aryl,
R4 represents hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C6)-alkyl, heteroaryl-(C1-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkenyl, (C2-C6) haloalkynyl, (C4-C8)-cycloalkenyl, aryl-(C2-C6)-alkenyl, heteroaryl-(C2-C6)-alkenyl, heterocyclyl-(C2-C6)-alkenyl, arylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, heteroarylcarbonyl-(C1-C6)-alkyl, (C3-C10)-cycloalkylcarbonyl-(C1-C6)-alkyl, aryl-(C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, C(O)R12, SO2R13, CHO, R10R11N—(C1-C8)-alkyl or cyano-(C1-C8)-alkyl,
R5 represents hydrogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, aryl, heteroaryl, C(O)O—(C1—C4)-alkyl or (C1-C4)-alkyl-O(O)C—(C1-C4)-alkyl,
R6 represents hydrogen or (C1-C4)-alkyl,
R7 and R8 are identical or different and independently of one another represent hydrogen, bromine, chlorine or (C1-C3)-alkyl,
R9 represents hydrogen, hydroxy, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy or (C3-C6)-cycloalkyl,
or where R2 and R9 together with the nitrogen atom or carbon atom to which they are respectively attached form a fully saturated ring which has 4 to 6 members in total, which is optionally interrupted by one heteroatom from the group consisting of N and O and which is optionally substituted further,
R10 and R11 are identical or different and independently of one another represent hydrogen, (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-haloalkoxy-(C1-C4)-alkyl, (C1-C4)-alkylthio-(C1-C4)-alkyl, (C1-C4)-haloalkylthio-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl, C(O)R12, SO2R13, heterocyclyl, (C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl, aryl-(C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, aryl-(C1-C4)-alkoxycarbonyl, heteroaryl-(C1-C4)-alkoxycarbonyl, (C2-C4)-alkenyloxycarbonyl, (C2-C4)-alkynyloxycarbonyl or heterocyclyl-(C1-C4)-alkyl,
R12 represents (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, (C2-C4)-alkenyloxycarbonyl-(C1-C4)-alkyl, aryl-(C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, hydroxycarbonyl-(C1-C4)-alkyl, heterocyclyl or heterocyclyl-(C1-C4)-alkyl,
R13 represents (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, heterocyclyl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7) cycloalkenyl-(C1-C4)-alkyl or NR10R11,
R14 represents hydrogen,
or where R3 and R14 together with the carbon atom to which they are attached form a carbonyl group,
where the cyclic structural elements of the radicals mentioned respectively in R1, R2, R3, R4, R5, R9, R10, R11, R12 and R13 and the ring formed by R2 and R9, having 4 to 6 members in total, are in each case unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, hydroxy, cyano, NR10R11, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylsulfoxy, (C1-C4)-alkylsulfone, (C1-C4)-haloalkylthio, (C1-C4)-haloalkylsulfoxy, (C1-C4)-haloalkylsulfone, (C1-C4)-alkoxy-carbonyl, (C1-C4)-haloalkoxy-carbonyl, (C1-C4)-alkylcarboxy, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C4)-alkoxy-carbonyl-(C1-C4)-alkyl, hydroxycarbonyl, hydroxycarbonyl-(C1-C4)-alkyl, R10R11N-carbonyl, and where the structural elements cycloalkyl, cycloalkenyl and heterocyclyl have n oxo groups, where n=0, 1 or 2.

### Claim 7 (depends on 1)

Compound of formula (I) and/or salt thereof according to claim 1, wherein
X represents oxygen,
A represents the grouping C—R1 or the grouping N—R9, where R1 in the grouping C—R1 and R9 in the grouping N—R9 each have the meanings according to the definition below and where, if A represents the grouping C—R1, the adjacent grouping C—R2 is attached via a double bond and where, if A represents the grouping N—R9, the adjacent grouping CHR2 is attached via a single bond,
R1 represents hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-alkoxy or (C5-C7)-cycloalkyl,
R2 represents hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-alkoxy or (C5-C7)-cycloalkyl,
R3 represents hydroxy, arylcarbonyloxy, (C1-C4)-alkylcarbonyloxy, OC(O)O—(C1-C4)-alkyl or OSO2—(C1-C4)-alkyl,
R4 represents hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C6)-alkyl, heteroaryl-(C1-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkenyl, (C2-C6) haloalkynyl, (C4-C8)-cycloalkenyl, aryl-(C2-C6)-alkenyl, heteroaryl-(C2-C6)-alkenyl, heterocyclyl-(C2-C6)-alkenyl, arylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, heteroarylcarbonyl-(C1-C6)-alkyl, (C3-C10)-cycloalkylcarbonyl-(C1-C6)-alkyl, aryl-(C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, C(O)R12, SO2R13, CHO, R10R11N—(C1-C8)-alkyl or cyano-(C1—C8)-alkyl,
R5 represents hydrogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, phenyl, N-heteroaryl, C(O)O—(C1-C4)-alkyl or (C1-C4)-alkyl-O(O)C—(C1-C4)-alkyl,
R6 represents hydrogen or (C1-C3)-alkyl,
R7 represents hydrogen, bromine, chlorine or (C1-C3)-alkyl,
R8 represents hydrogen, bromine or chlorine,
R9 represents (C1-C4)-alkyl or (C1-C4)-alkoxy,
or where R2 and R9 together with the nitrogen atom or carbon atom to which they are respectively attached form a fully saturated ring which has 5 or 6 members in total, which is optionally interrupted by one heteroatom from the group consisting of N and O and which is optionally substituted further,
R10 and R11 are identical or different and independently of one another represent hydrogen, (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-haloalkoxy-(C1-C4)-alkyl, (C1-C4)-alkylthio-(C1-C4)-alkyl, (C1-C4)-haloalkylthio-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl, C(O)R12, SO2R13, heterocyclyl, (C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl, aryl-(C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, aryl-(C1-C4)-alkoxycarbonyl, heteroaryl-(C1-C4)-alkoxycarbonyl, (C2-C4)-alkenyloxycarbonyl, (C2-C4)-alkynyloxycarbonyl or heterocyclyl-(C1-C4)-alkyl,
R12 represents (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, (C2-C4)-alkenyloxycarbonyl-(C1-C4)-alkyl, aryl-(C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, hydroxycarbonyl-(C1-C4)-alkyl, heterocyclyl or heterocyclyl-(C1-C4)-alkyl,
R13 represents (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, heterocyclyl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl or NR10R11,
R14 represents hydrogen,
or where R3 and R14 together with the carbon atom to which they are attached form a carbonyl group,
where the cyclic structural elements of the radicals mentioned respectively in R4, R5, R10, R1, R12 and R13 and the ring formed by R2 and R9, having 5 or 6 members in total, are in each case unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, hydroxy, cyano, NR10R11, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylsulfoxy, (C1-C4)-alkylsulfone, (C1-C4)-haloalkylthio, (C1-C4)-haloalkylsulfoxy, (C1-C4)-haloalkylsulfone, (C1-C4)-alkoxy-carbonyl, (C1-C4)-haloalkoxy-carbonyl, (C1-C4)-alkylcarboxy, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C4)-alkoxy-carbonyl-(C1-C4)-alkyl, hydroxycarbonyl, hydroxycarbonyl-(C1-C4)-alkyl, R10R11N-carbonyl, and where the structural elements cycloalkyl, cycloalkenyl and heterocyclyl have n oxo groups, where n=0, 1 or 2.

### Claim 8 (depends on 1)

Compound of formula (I) and/or salt thereof according to claim 1, wherein
X represents oxygen,
A represents the grouping C—R1 or the grouping N—R9, where R1 in the grouping C—R1 and R9 in the grouping N—R9 each have the meanings according to the definition below and where, if A represents the grouping C—R1, the adjacent grouping C—R2 is attached via a double bond and where, if A represents the grouping N—R9, the adjacent grouping CHR2 is attached via a single bond,
R1 represents hydrogen, methyl, chlorine, bromine, methoxy or cyclohexyl,
R2 represents hydrogen, methyl, chlorine, bromine, methoxy or cyclohexyl,
R3 represents hydroxy, OC(O)CH3 (acetoxy), OC(O)CH2CH3 (propionyloxy), OC(O)OCH3 (methylcarbonato), or OSO2CH3 (mesylate) and simultaneously R14 represents hydrogen,
or R3 and R14 together with the carbon atom to which they are attached form a carbonyl group,
R4 represents hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl, aryl, heteroaryl, heterocyclyl, aryl-(C1-C6)-alkyl, heteroaryl-(C1-C6)-alkyl, heterocyclyl-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkenyl, (C2-C6)-haloalkynyl, (C4-C8)-cycloalkenyl, aryl-(C2-C6)-alkenyl, heteroaryl-(C2-C6)-alkenyl, heterocyclyl-(C2-C6)-alkenyl, arylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, heteroarylcarbonyl-(C1-C6)-alkyl, (C3-C10)-cycloalkylcarbonyl-(C1-C6)-alkyl, aryl-(C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, C(O)R12, SO2R13, CHO, R10R11N—(C1-C8)-alkyl or cyano-(C1-C8)-alkyl,
R5 represents hydrogen, methyl, trifluoromethyl, CO2CH3, CH2CO2CH3, CH2OC(O)CH3, optionally substituted phenyl (and here preferably chlorophenyl or methoxyphenyl) or pyridinyl (and here preferably pyridin-2-yl),
R6 represents hydrogen or methyl,
R7 represents hydrogen, bromine, chlorine or methyl,
R8 represents hydrogen, bromine or chlorine,
R9 represents methyl, ethyl, isopropyl or methoxy, where R2 preferably simultaneously represents hydrogen or methyl,
or R2 and R9 together with the nitrogen atom or carbon atom to which they are attached form a fully saturated ring which has a total of 5 members and which is optionally interrupted by a further heteroatom from the group consisting of N and O, preferably by O,
R10 and R11 are identical or different and independently of one another represent hydrogen, (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-haloalkoxy-(C1-C4)-alkyl, (C1-C4)-alkylthio-(C1-C4)-alkyl, (C1-C4)-haloalkylthio-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl, C(O)R12, SO2R13, heterocyclyl, (C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl, aryl-(C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, aryl-(C1-C4)-alkoxycarbonyl, heteroaryl-(C1-C4)-alkoxycarbonyl, (C2-C4)-alkenyloxycarbonyl, (C2-C4)-alkynyloxycarbonyl or heterocyclyl-(C1-C4)-alkyl,
R12 represents (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, (C2-C4)-alkenyloxycarbonyl-(C1-C4)-alkyl, aryl-(C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, hydroxycarbonyl-(C1-C4)-alkyl, heterocyclyl or heterocyclyl-(C1-C4)-alkyl,
R13 represents (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C4)-cyanoalkyl, (C1-C4)-haloalkyl, (C2-C4)-haloalkenyl, (C2-C4)-haloalkynyl, (C3-C8)-cycloalkyl, (C4-C7)-cycloalkenyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, aryl, aryl-(C1-C4)-alkyl, heteroaryl, heteroaryl-(C1-C4)-alkyl, heterocyclyl-(C1-C4)-alkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl, (C4-C7)-cycloalkenyl-(C1-C4)-alkyl or NR10R11,
where the cyclic structural elements of the radicals mentioned respectively in R4, R5, R10, R11, R12 and R13 and the ring formed by R2 and R9, having 5 members in total, are in each case unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, hydroxy, cyano, NR10R11, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkylthio, (C1-C4)-alkylsulfoxy, (C1-C4)-alkylsulfone, (C1-C4)-haloalkylthio, (C1-C4)-haloalkylsulfoxy, (C1-C4)-haloalkylsulfone, (C1-C4)-alkoxy-carbonyl, (C1-C4)-haloalkoxy-carbonyl, (C1-C4)-alkylcarboxy, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C4)-alkoxy-carbonyl-(C1-C4)-alkyl, hydroxycarbonyl, hydroxycarbonyl-(C1-C4)-alkyl, R10R11N-carbonyl, and where the structural elements cycloalkyl, cycloalkenyl and heterocyclyl have n oxo groups, where n=0, 1 or 2.

### Claim 9 (depends on 1)

One or more compound of formula (I) and/or salts thereof, as defined in claim 1,
as a herbicide and/or plant growth regulator, preferably in crops of useful plants and/or ornamental plants.

### Claim 10 (depends on 1)

Herbicidal and/or plant growth-regulating composition, wherein the composition comprises one or more compounds of the formula (I) and/or salts thereof as defined in claim 1,
and one or more further substances selected from groups (i) and/or (ii):
(i) one or more further agrochemically active substances, optionally selected from the group consisting of insecticides, acaricides, nematicides, further herbicides, fungicides, safeners, fertilizers and/or further growth regulators,
(ii) one or more formulation auxiliaries customary in crop protection.

### Claim 11

Method for controlling one or more harmful plants and/or for regulating the growth of one or more plants, comprising applying an effective amount
of one or more compounds of the formula (I) and/or salts thereof,
or a composition thereof,
to the plants, seeds of plants, the soil in which or on which the plants can grow or an area under cultivation.

### Claim 12 (depends on 1)

Process for preparing a compound of the formula (I) as defined in claim 1 or a salt thereof, said process comprising converting
a compound of formula (II) into a compound of formula (IIIa),
or
converting a compound of formula (II) into a compound of formula (XX)

### Claim 13 (depends on 12)

Process for preparing a compound of formula (I) or a salt thereof according to claim 12, said process comprising
Converting a compound of formula (II) into a compound of formula (IIIa), and a reaction is carried out with a compound of the formula (XVII) in the presence of a suitable solvent and using a suitable acid or base, or
via a two-step synthesis where initially the compound of the formula (XVIII) is formed and subsequently cyclization takes place,
or
a compound of formula (II) is converted into a compound of formula (XX) which is then converted further in a cyclization reaction into a compound of formula (Ic),
