# US 2019/0166837 A1 · Substituted 2-heterocyclylimidazolylcarboxamides as pesticides

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- Number: US 2019/0166837 A1
- Document ID: US20190166837A1
- Status: Published application
- Kind: A1
- Application number: 16/323,889
- Filed: 2017-08-04
- Published: 2019-06-06
- Earliest claimed: 2016-08-10
- Assignees: Bayer CropScience AG
- Applicants: Bayer Cropscience Aktiengesellschaft
- Inventors: Matthieu WILLOT; Reiner FISCHER; Markus HEIL; Johannes-Rudolf JANSEN; Kerstin ILG; Daniela PORTZ
- Web page: https://patentgrep.com/patent/US20190166837A1

## CPC

- A01N 43/50: 1,3-Diazoles; Hydrogenated 1,3-diazoles
- A01N 43/80: five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
- A01N 43/88: six-membered rings with three ring hetero atoms
- C07D 401/14: containing three or more hetero rings
- C07D 405/14: containing three or more hetero rings
- C07D 413/14: 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

The present invention relates to compounds of the general formula (I) in which Q, V, T, W, Y, X and A have the meanings given in the description—and to a process for preparation thereof and to the use thereof for controlling animal pests.

## Claims

### Claim 1

Compound of formula (I)
in which
Q is oxygen or sulphur,
V is a radical from the group of hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano,
W is a radical from the group of hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano,
Y is a radical from the group of hydrogen, optionally substituted alkyl, alkenyl and alkynyl, optionally substituted cycloalkyl which is optionally interrupted by heteroatoms, optionally substituted cycloalkylalkyl which is optionally interrupted by heteroatoms, arylalkyl, hetarylalkyl and cyano,
A is a radical from the group of hydrogen, optionally substituted alkyl, alkenyl and alkynyl, optionally substituted cycloalkyl and cycloalkylalkyl optionally interrupted by heteroatoms,
T is oxygen or an electron pair,
X is an optionally substituted, partly saturated heterocycle which is bonded via a carbon atom and may optionally be interrupted by one or two carbonyl groups,
And/or a salt thereof.

### Claim 2 (depends on 1)

Compound according to claim 1 in which
Q is oxygen or sulphur,
V is a radical from the group of hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy and cyano,
W is a radical from the group of hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy and cyano,
Y is a radical from the group of hydrogen, optionally independently mono- to poly-halogen-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n— and -cyano-substituted C1-C6-alkyl, C3-C6-alkenyl and C3-C6-alkynyl, optionally independently mono- to tetra-halogen-, —C1-C4-alkyl-, C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted C3-C8-cycloalkyl, optionally independently singly or doubly O-, S(O)n- and NR1-interrupted, optionally independently mono- to tetra-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted, straight-chain or branched —C3-C8-cycloalkyl-C1-C4-alkyl, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted aryl-C1-C4-alkyl and hetaryl-C1-C4-alkyl,
A is a radical from the group of hydrogen, optionally independently mono- to poly-halogen-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n— and -cyano-substituted C1-C6-alkyl, C3-C6-alkenyl and C3-C6-alkynyl, optionally independently mono- or di-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted C3-C6-cycloalkyl which may optionally be interrupted by O, S(O)n, NR1, optionally independently mono- or di-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted, straight-chain or branched C3-C8-cycloalkyl-C1-C4-alkyl which may optionally be interrupted by O, S(O)n or NR1,
T is oxygen or an electron pair,
X is a partly saturated five- or six-membered heterocycle from the group of U-1 to U-44
L1 is a radical from the group of hydrogen, halogen, nitro, cyano, C(O)N(R2)(R3), C(G)R4, C(O)OR5, optionally independently mono- to poly-halogen-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n— and -cyano-substituted C1-C6-alkyl, C3-C6-alkenyl and C3-C6-alkynyl, optionally independently mono- to tetra-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted C3-C8-cycloalkyl, optionally independently singly or doubly O-, S(O)n- and NR1-interrupted, optionally independently mono- to tetra-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted, straight-chain or branched C3-C8-cycloalkyl-C1-C4-alkyl, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted aryl and hetaryl, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted aryl-C1-C4-alkyl and hetaryl-C1-C4-alkyl,
L2 is a radical from the group of hydrogen, optionally independently mono- to poly-halogen-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n— and -cyano-substituted C1-C6-alkyl, C3-C6-alkenyl and C3-C6-alkynyl, optionally independently mono- to tetra-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted C3-C8-cycloalkyl, optionally independently singly or doubly O-, S(O)n- and NR1-interrupted, optionally independently mono- to tetra-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted, straight-chain or branched C3-C8-cycloalkyl-C1-C4-alkyl, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted aryl-C1-C4-alkyl and hetaryl-C1-C4-alkyl,
G is O, N—CN or N—OR5,
R1 is a radical from the group of hydrogen, optionally independently mono- to tri-halogen-, —C1-C4-alkoxy- and —C1-C4-alkyl-S(O)n-substituted C1-C8-alkyl, C3-C8-alkenyl and C3-C8-alkynyl, optionally independently mono- or di-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted C3-C8-cycloalkyl and C3-C8-cycloalkyl-C1-C4-alkyl, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted aryl and hetaryl, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted, straight-chain or branched aryl-C1-C4-alkyl and hetaryl-C1-C4-alkyl,
R2 and R3 are independently a radical from the group of hydrogen, optionally independently mono- to penta-halogen-substituted and mono- or di-C1-C4-alkoxy- and —C1-C4-alkyl-S(O)n-substituted C1-C8-alkyl, C3-C8-alkenyl and C3-C8-alkynyl, optionally independently mono- or di-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted C3-C8-cycloalkyl, C5-C8-cycloalkenyl and C3-C8-cycloalkyl-C1-C4-alkyl, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted aryl and hetaryl, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted, straight-chain or branched aryl-C1-C4-alkyl and hetaryl-C1-C4-alkyl,
or
R2 and R3 together with the nitrogen atom to which they are bonded are a three- to eight-membered aliphatic ring which may optionally be substituted by C1-C2-alkyl, C1-C2-haloalkyl and C1-C2-alkoxy and optionally interrupted by O or S(O)n,
R4 is a radical from the group of hydrogen, optionally independently mono- to penta-halogen-substituted and mono- to di-C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n— and -cyano-substituted C1-C8-alkyl, C3-C8-alkenyl and C3-C8-alkynyl, optionally independently mono- or di-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted C3-C8-cycloalkyl and C3-C8-cycloalkenyl which may optionally be interrupted by O, S(O)n, CO or NR1, optionally independently mono- or di-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted, straight-chain or branched C3-C8-cycloalkyl-C1-C4-alkyl and C5-C8-cycloalkenyl-C1-C4-alkyl which may optionally be interrupted by O, S(O)n, CO or NR1, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted aryl and hetaryl, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted, straight-chain or branched aryl-C1-C4-alkyl and hetaryl-C1-C4-alkyl,
R5 is a radical from the group of hydrogen, optionally independently mono- to penta-halogen-substituted and mono- to di-C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n— and -cyano-substituted C1-C8-alkyl, C3-C8-alkenyl and C3-C8-alkynyl, optionally independently mono- or di-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy- and -cyano-substituted C3-C8-cycloalkyl and C3-C8-cycloalkenyl which may optionally be interrupted by O, S(O)n, CO, NR1, optionally independently mono- or di-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, -cyano-substituted, straight-chain or branched C3-C8-cycloalkyl-C1-C4-alkyl and C5-C8-cycloalkenyl-C1-C4-alkyl which may optionally be interrupted by O, S(O)n, CO, NR1, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted aryl and hetaryl, optionally independently mono- to tri-halogen-, —C1-C4-alkyl-, —C1-C4-haloalkyl-, —C1-C4-alkoxy-, —C1-C4-alkyl-S(O)n—, —C1-C4-haloalkoxy-, —C1-C4-haloalkyl-S(O)n—, -nitro- and -cyano-substituted, straight-chain or branched aryl-C1-C4-alkyl and hetaryl-C1-C4-alkyl,
m is a number from the group of 1 to 8, where, in the case that m≥2, the L1 radicals may optionally be independent of one another,
n is a number 0, 1 or 2,
and/or a salt thereof.

### Claim 3 (depends on 2)

Compound according to claim 2 in which
Q is oxygen or sulphur,
V is a radical from the group of hydrogen, fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy,
trifluoromethoxy and cyano,
W is a radical from the group of hydrogen, fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy,
trifluoromethoxy and cyano,
Y is a radical from the group of hydrogen, optionally independently mono- to penta-fluorine-, -chlorine-, -bromine-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n and -cyano-substituted C1-C4-alkyl, C3-C4-alkenyl and C3-C4-alkynyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -cyano-substituted C3-C6-cycloalkyl, optionally independently singly or doubly O-, S(O)n-, NR1-interrupted, optionally independently mono- to tetra-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -cyano-substituted, straight-chain or branched C3-C6-cycloalkyl-C1-C2-alkyl and cyano,
A is a radical from the group of hydrogen, optionally independently mono- to penta-fluorine-, -chlorine-, -bromine-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n— and -cyano-substituted C1-C6-alkyl, C3-C6-alkenyl and C3-C6-alkynyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -cyano-substituted C3-C6-cycloalkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -cyano-substituted, straight-chain or branched C3-C6-cycloalkyl-C1-C2-alkyl,
T is oxygen or an electron pair,
X is a partly saturated five- or six-membered heterocycle U-1, U-2, U-3, U-5, U-7, U-8, U-9, U-10, U-12, U-14, U-16, U-17, U-18, U-19, U-24, U-29, U-31 or U-33,
L1 is a radical from the group of hydrogen, halogen, nitro, cyano, C(O)N(R2)(R3), C(G)R4, C(O)OR5, optionally independently mono- to tri-fluorine-, -chlorine-, -bromine-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n— and -cyano-substituted C1-C6-alkyl, C3-C6-alkenyl and C3-C6-alkynyl, optionally independently mono- or di-fluorine-, chlorine-, bromine-, methyl-, ethyl-, trifluoromethyl-, methoxy-, ethoxy- and -cyano-substituted C3-C6-cycloalkyl, optionally independently mono- or di-fluorine-, chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy- and -cyano-substituted, straight-chain or branched C3-C6-cycloalkyl-C1-C2-alkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)n—, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, furanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, oxadiazolyl and thiadiazolyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)n—, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted, straight-chain or branched phenyl-C1-C2-alkyl, pyridyl-C1-C2-alkyl, pyrimidyl-C1-C2-alkyl, thiazolyl-C1-C2-alkyl and pyrazolyl-C1-C2-alkyl,
L2 is a radical from the group of hydrogen, optionally independently mono- to tri-fluorine-, -chlorine-, -bromine-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n— and -cyano-substituted C1-C6-alkyl, C3-C6-alkenyl and C3-C6-alkynyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy- and -cyano-substituted C3-C6-cycloalkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy- and -cyano-substituted, straight-chain or branched C3-C6-cycloalkyl-C1-C2-alkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)n—, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, furanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, oxadiazolyl and thiadiazolyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)n—, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted, straight-chain or branched phenyl-C1-C2-alkyl, pyridyl-C1-C2-alkyl, pyrimidyl-C1-C2-alkyl, thiazolyl-C1-C2-alkyl and pyrazolyl-C1-C2-alkyl,
G is O or N—OR5,
R1 is a radical from the group of hydrogen, optionally independently mono- to tri-fluorine-, -chlorine-, -bromine-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n— and -cyano-substituted C1-C6-alkyl, C3-C6-alkenyl and C3-C6-alkynyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy- and -cyano-substituted C3-C6-cycloalkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy- and -cyano-substituted, straight-chain or branched C3-C6-cycloalkyl-C1-C2-alkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)n—, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, furanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, oxadiazolyl and thiadiazolyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)n—, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted, straight-chain or branched phenyl-C1-C2-alkyl, pyridyl-C1-C2-alkyl, pyrimidyl-C1-C2-alkyl, thiazolyl-C1-C2-alkyl and pyrazolyl-C1-C2-alkyl,
R2 and R3 are independently a radical from the group of hydrogen, optionally independently mono- to penta-fluorine-, -chlorine- and -bromine-substituted and mono- to di-methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n— and -cyano-substituted C1-C6-alkyl, C3-C6-alkenyl and C3-C6-alkynyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy- and -cyano-substituted C3-C6-cycloalkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy- and -cyano-substituted, straight-chain or branched C3-C6-cycloalkyl-C1-C2-alkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)n—, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, furanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, oxadiazolyl and thiadiazolyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)n—, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted, straight-chain or branched phenyl-C1-C2-alkyl, pyridyl-C1-C2-alkyl, pyrimidyl-C1-C2-alkyl, thiazolyl-C1-C2-alkyl and pyrazolyl-C1-C2-alkyl,
or
R2 and R3 together with the nitrogen atom to which they are bonded are a three- to six-membered aliphatic ring which may optionally be substituted by C1-C2-alkyl, C1-C2-haloalkyl and C1-C2-alkoxy and optionally interrupted by O or S(O)n,
R4 is a radical from the group of hydrogen, optionally independently mono- to penta-fluorine-, -chlorine- and -bromine-substituted and mono- to di-methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n— and -cyano-substituted C1-C6-alkyl, C3-C6-alkenyl and C3-C6-alkynyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy- and -cyano-substituted C3-C6-cycloalkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy- and -cyano-substituted, straight-chain or branched C3-C6-cycloalkyl-C1-C2-alkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)n—, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, furanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, oxadiazolyl and thiadiazolyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)nn-, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted, straight-chain or branched phenyl-C1-C2-alkyl, pyridyl-C1-C2-alkyl, pyrimidyl-C1-C2-alkyl, thiazolyl-C1-C2-alkyl and pyrazolyl-C1-C2-alkyl,
R5 is a radical from the group of hydrogen, optionally independently mono- to penta-fluorine-, -chlorine- and -bromine-substituted and mono- to di-methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n— and -cyano-substituted C1-C6-alkyl, C3-C6-alkenyl and C3-C6-alkynyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy- and -cyano-substituted C3-C6-cycloalkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy-, -ethoxy- and -cyano-substituted, straight-chain or branched C3-C6-cycloalkyl-C1-C2-alkyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)n—, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, furanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, oxadiazolyl and thiadiazolyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methyl-S(O)n—, -ethyl-S(O)n—, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethyl-S(O)n—, -difluoroethyl-S(O)nn-, -trifluoroethyl-S(O)n—, -nitro- and -cyano-substituted, straight-chain or branched phenyl-C1-C2-alkyl, pyridyl-C1-C2-alkyl, pyrimidyl-C1-C2-alkyl, thiazolyl-C1-C2-alkyl and pyrazolyl-C1-C2-alkyl,
m is a number from the group of 1 to 6, where, in the case that m≥2, the L1 radicals may optionally be independent of one another,
n is a number 0, 1 or 2,
and/or a salt thereof.

### Claim 4 (depends on 2)

Compound according to claim 2 of formula (I-1)
where
V is a radical from the group of hydrogen, fluorine, chlorine, methyl and cyano,
W is a radical from the group of hydrogen, fluorine, chlorine, bromine, methyl, ethyl and cyano,
Y is a radical from the group of hydrogen, optionally independently mono- to tri-fluorine-, -methoxy-, -ethoxy- and -cyano-substituted methyl, ethyl, propyl, allyl and propargyl,
A is a radical from the group of hydrogen, optionally independently mono- to tri-fluorine-, -methoxy-, -ethoxy- and -cyano-substituted methyl, ethyl, propyl, allyl and propargyl,
T is an electron pair,
X is a partly saturated five- or six-membered heterocycle U-1, U-3, U-7, U-24 or U-33,
L1 is a radical from the group of hydrogen, fluorine, chlorine, bromine, cyano, C(O)N(R2)(R3), C(O)OR5, optionally independently mono- to penta-fluorine-, -chlorine- and -bromine-substituted and mono-methoxy-, -ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl-, -cyano-substituted methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, 2,2-dimethylpropyl, hexyl, neohexyl, allyl, methallyl, 2-butenyl, propargyl and 2-butynyl, optionally independently mono- or di-fluorine-, -chlorine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy- and -cyano-substituted cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, optionally independently mono- or di-fluorine-, -chlorine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy- and -cyano-substituted tetrahydrofuranyl, tetrahydropyranyl, pyrrolidyl, N-methylpyrrolidyl, piperidyl and N-methylpiperidyl, optionally independently mono- or di-fluorine-, -chlorine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy- and -cyano-substituted cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl and cyclohexylmethyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl-, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethylsulphanyl-, -trifluoromethylsulphinyl-, -trifluoromethylsulphonyl-, -difluoromethylsulphanyl-, -difluoromethylsulphinyl-, -difluoromethylsulphonyl-, -trifluoroethylsulphanyl-, -trifluoroethylsulphinyl-, -trifluoroethylsulphonyl-, -nitro- and -cyano-substituted phenyl, pyridyl, pyrimidyl, thienyl and thiazolyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl-, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethylsulphanyl-, -trifluoromethylsulphinyl-, -trifluoromethylsulphonyl-, -difluoromethylsulphanyl-, -difluoromethylsulphinyl-, -difluoromethylsulphonyl-, -trifluoroethylsulphanyl-, -trifluoroethylsulphinyl-, -trifluoroethylsulphonyl-, -nitro- and -cyano-substituted benzyl, pyridylmethyl, pyrimidylmethyl, thiazolylmethyl and pyrazolylmethyl,
L2 is a radical from the group of hydrogen, optionally independently mono- to penta-fluorine-, -chlorine- and -bromine-substituted and mono-methoxy-, -ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl-, -cyano-substituted methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, 2,2-dimethylpropyl, hexyl, neohexyl, allyl, methallyl, 2-butenyl, propargyl and 2-butynyl, optionally independently mono- or di-fluorine-, -chlorine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy- and -cyano-substituted cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, optionally independently mono- or di-fluorine-, -chlorine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy- and -cyano-substituted cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl and cyclohexylmethyl, optionally independently mono- or di-fluorine-, -chlorine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl-, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethylsulphanyl-, -trifluoromethylsulphinyl-, -trifluoromethylsulphonyl-, -difluoromethylsulphanyl-, -difluoromethylsulphinyl-, -difluoromethylsulphonyl-, -trifluoroethylsulphanyl-, -trifluoroethylsulphinyl-, -trifluoroethylsulphonyl-, -nitro- and -cyano-substituted phenyl, pyridyl, pyrimidyl, thienyl and thiazolyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl-, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethylsulphanyl-, -trifluoromethylsulphinyl-, -trifluoromethylsulphonyl-, -difluoromethylsulphanyl-, -difluoromethylsulphinyl-, -difluoromethylsulphonyl-, -trifluoroethylsulphanyl-, -trifluoroethylsulphinyl-, -trifluoroethylsulphonyl-, -nitro- and -cyano-substituted benzyl, pyridylmethyl, pyrimidylmethyl, thiazolylmethyl and pyrazolylmethyl,
R2 and R3 are independently a radical from the group of hydrogen, independently mono- to tri-fluorine-, -chlorine- and -bromine-substituted or mono-methoxy-, -ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl-, -cyano-substituted methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, 2,2-dimethylpropyl, hexyl, neohexyl, allyl, methallyl, 2-butenyl, propargyl and 2-butynyl, optionally independently mono- or di-fluorine-, -chlorine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy- and -cyano-substituted cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, optionally independently mono- or di-fluorine-, -chlorine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy- and -cyano-substituted cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl and cyclohexylmethyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl-, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethylsulphanyl-, -trifluoromethylsulphinyl-, -trifluoromethylsulphonyl-, -difluoromethylsulphanyl-, -difluoromethylsulphinyl-, -difluoromethylsulphonyl-, -trifluoroethylsulphanyl-, -trifluoroethylsulphinyl-, -trifluoroethylsulphonyl-, -nitro- and -cyano-substituted phenyl, pyridyl, pyrimidyl, thienyl and thiazolyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl-, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethylsulphanyl-, -trifluoromethylsulphinyl-, -trifluoromethylsulphonyl-, -difluoromethylsulphanyl-, -difluoromethylsulphinyl-, -difluoromethylsulphonyl-, -trifluoroethylsulphanyl-, -trifluoroethylsulphinyl-, -trifluoroethylsulphonyl-, -nitro- and -cyano-substituted benzyl, pyridylmethyl, pyrimidylmethyl, thiazolylmethyl and pyrazolylmethyl,
R5 is a radical from the group of hydrogen, independently mono- to tri-fluorine-, -chlorine- and -bromine-substituted and mono-methoxy-, ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl- or -cyano-substituted methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, 2,2-dimethylpropyl, hexyl, neohexyl, allyl, methallyl, 2-butenyl, propargyl and 2-butynyl, optionally independently mono- or di-fluorine-, -chlorine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy- and -cyano-substituted cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, optionally independently mono- or di-fluorine-, -chlorine-, -methyl-, -ethyl-, -trifluoromethyl-, -methoxy- and -cyano-substituted cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl and cyclohexylmethyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl-, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethylsulphanyl-, -trifluoromethylsulphinyl-, -trifluoromethylsulphonyl-, -difluoromethylsulphanyl-, -difluoromethylsulphinyl-, -difluoromethylsulphonyl-, -trifluoroethylsulphanyl-, -trifluoroethylsulphinyl-, -trifluoroethylsulphonyl-, -nitro- and -cyano-substituted phenyl, pyridyl, pyrimidyl, thienyl and thiazolyl, optionally independently mono- or di-fluorine-, -chlorine-, -bromine-, -methyl-, -ethyl-, -difluoromethyl-, -trifluoromethyl-, -methoxy-, -ethoxy-, -methylsulphanyl-, -ethylsulphanyl-, -methylsulphinyl-, -ethylsulphinyl-, -methylsulphonyl-, -ethylsulphonyl-, -difluoromethoxy-, -trifluoromethoxy-, -trifluoromethylsulphanyl-, -trifluoromethylsulphinyl-, -trifluoromethylsulphonyl-, -difluoromethylsulphanyl-, -difluoromethylsulphinyl-, -difluoromethylsulphonyl-, -trifluoroethylsulphanyl-, -trifluoroethylsulphinyl-, -trifluoroethylsulphonyl-, -nitro- and -cyano-substituted benzyl, pyridylmethyl, pyrimidylmethyl, thiazolylmethyl and pyrazolylmethyl,
m is a number from the group of 1 to 4, where, in the case that m≥2, the L1 radicals may optionally be independent of one another,
n is a number 0, 1 or 2,
and/or a salt thereof.

### Claim 5 (depends on 2)

Compound according to claim 2 of formula (I-1)
where
V is hydrogen,
W is hydrogen,
Y is methyl,
A is methyl or ethyl,
T is an electron pair,
X is a partly saturated five- or six-membered heterocycle U-1, U-3, U-7, U-24 or U-33,
L1 is a radical from the group of hydrogen, methyl, trifluoromethyl, ethyl, isopropyl, cyclopropyl, cyclopentyl, ethoxycarbonyl, dimethylaminocarbonyl, phenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2,3-dichlorophenyl, 2,4-dichlorophenyl, 2,5-dichlorophenyl, 2,6-dichlorophenyl, 3,4-dichlorophenyl, 3,5-dichlorophenyl, 2-cyanophenyl, 3-cyanophenyl, 4-cyanophenyl, 4-methylphenyl, 4-fluorophenyl, 4-trifluoromethylphenyl, 4-trifluoromethoxyphenyl, 4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenyl, 2,6-dichloro-4-(trifluoromethyl)phenyl, 4-nitrophenyl, 4-methoxyphenyl, 2-pyridinyl, 4-trifluoropyridin-2-yl, 3-pyridinyl and 4-pyridinyl,
L2 is a radical from the group of hydrogen and methyl,
m is a number 1 to 4,
and/or a salt thereof.

### Claim 6 (depends on 1)

Compound according to claim 1 as per any of formulae (I-1a), (I-1b), (I-1d), (I-1f) and (I-1o)

### Claim 7 (depends on 1)

Compound according to claim 1, where V is hydrogen, W is hydrogen, Y is (C1-C4)alkyl, A is (C1-C4)alkyl and T is an electron pair.

### Claim 8 (depends on 1)

Composition comprising at least one compound according to claim 1 and one or more customary extenders and/or surfactants, optionally for controlling one or more animal pests.

### Claim 9 (depends on 1)

Method for controlling one or more animal pests, comprising allowing at least one compound according to claim 1 or a composition thereof to act on the animal pests and/or a habitat thereof.

### Claim 10 (depends on 1)

At least one compound according to claim 1 or of a composition thereof for controlling one or more animal pests.

### Claim 11 (depends on 9)

Method according to claim 9, excluding surgical, therapeutic and diagnostic treatment of human and/or animal body.

### Claim 12 (depends on 1)

At least one compound according to claim 1 for protecting propagation material of one or more plants.

### Claim 13 (depends on 1)

Agrochemical formulation comprising at least one compound according to claim 1 in a biologically effective amount of between 0.00000001% and 98% by weight based on the weight of the agrochemical formulation, and one or more extenders and/or surfactants.

### Claim 14 (depends on 13)

Agrochemical formulation according to claim 13, additionally comprising a further active agrochemical ingredient.
