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US 7,612,018 B2Granted
Insecticides
AssigneeSyngenta Crop Protection AG
InventorsAndre Jeanguenat, Anthony Cornelius O'Sullivan
Life of this patent
Estimating the term…
Abstract
Compounds of formula (I) wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts and all stereoisomers and tautomeric forms of the compounds of formula I can be used as agrochemical active ingredients and can be prepared in a manner known per se.
Claims8
A compound of formula I
- wherein
- n is 0 or 1;
- R1 is halogen, cyano, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkoxy, C1-C8haloalkoxy, C1-C8alkylthio, C1-C8haloalkylthio, C1-C8alkylsulfinyl, C1-C8haloalkylsulfinyl, C1-C8alkylsulfonyl, C1-C8haloalkylsulfonyl, C1-C8alkylsulfonyloxy, C1-C8haloalkylsulfonyloxy or —OSO2F;
- each of R2 and R3, which may be the same or different, represents hydrogen, halogen, cyano, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkoxy, C1-C8haloalkoxy, C1-C8alkylthio, C1-C8haloalkylthio, C1-C8alkylsulfinyl, C1-C8haloalkylsulfinyl, C1-C8alkylsulfonyl, C1-C8haloalkylsulfonyl, C1-C8alkylsulfonyloxy, C1-C8haloalkylsulfonyloxy, —OSO2F;
- or R2 together with R3 form a C2-C6alkylene or C3-C6alkenylene bridge which may be interrupted by nitrogene, oxygene and/or —C(O)—, or by —S(O)m—;
- and said bridge may be mono- or poly-substituted by C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C2-C6haloalkynyl, C1-C6alkoxy, C1-C6haloalkoxy, C3-C6alkenyloxy, C3-C6alkynyloxy, mercapto, amino, hydroxy, C1-C6alkylthio, C1-C6haloalkylthio, C3-C6alkenylthio, C3-C6haloalkenylthio, C3-C6alkynylthio, C1-C3alkoxy-C1-C3alkylthio, C1-C4alkylcarbonyl-C1-C3alkylthio, C1-C4alkoxycarbonyl-C1-C3alkylthio, cyano-C1-C3alkylthio, C1-C6alkylsulfinyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkylsulfonyl, aminosulfonyl, C1-C2alkylaminosulfonyl, N,N-di(C1-C2alkyl)aminosulfonyl, di(C1-C4alkyl)amino, halogen, cyano, nitro and/or phenyl, it being possible for the phenyl group in turn to be substituted by hydroxy, C1-C6alkylthio, C1-C6haloalkylthio, C3-C6alkenylthio, C3-C6haloalkenylthio, C3-C6alkynylthio, C1-C3alkoxy-C1-C3alkylthio, C1-C4alkylcarbonyl-C1-C3alkylthio, C1-C4alkoxycarbonyl-C1-C3alkylthio, cyano-C1-C3alkylthio, C1-C6alkylsulfinyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkylsulfonyl, aminosulfonyl, C1-C2alkylaminosulfonyl, N,N-di(C1-C2alkyl)aminosulfonyl, di(C1-C4alkyl)amino, halogen, cyano or nitro, and the substituents at the nitrogen atom in said bridge being other than halogen, and two oxygen atoms not being located next to one another;
- m is 0, 1 or 2;
- each of S1 and S2, which may be the same or different, represents hydrogen, halogen, cyano, nitro, C1-C8alkyl, C1-C8haloalkyl, C1-C8alkoxy, C1-C8haloalkoxy, C1-C8alkenyl, C2-C8haloalkenyl, C1-C8alkynyl, C2-C8haloalkynyl, C3-C6cycloalkyl, C3-C6halocycloalkyl, C1-C8alkylthio, C1-C8haloalkylthio, C1-C8alkylsulfinyl, C1-C8haloalkylsulfinyl, C1-C8alkylsulfonyl, C1-C8haloalkylsulfonyl, C1-C6alkylamino or di-(C1-C6alkyl)amino, whose C1-C6alkyl groups may be the same or different;
- S3 is cyano, C1-C6alkyl, halo-C1-C6alkyl, C1-C6alkoxy, halo-C1-C6alkoxy, halo-C1-C6alkoxyhalo-C1-C6alkoxy, C1-C8alkylthio, C1-C8haloalkylthio, C1-C8alkylsulfinyl, C1-C8haloalkylsulfinyl, C1-C8alkylsulfonyl or C1-C8haloalkylsulfonyl;
- or
- S3 is a three- to ten-membered monocyclic or fused bicyclic ring system which can be aromatic, partially saturated or fully saturated and can contain 1 to 4 hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, the ring system being bonded to the phenyl ring directly or via a —O—, —S—, C1-C4alkylene, —CH═CH—, —C≡C—, —CH2O—, —CH2N(C1-C4alkyl)-, —CH2SO—, or —CH2SO2 group and it not being possible for each ring system to contain more than 2 oxygen atoms and not more than 2 sulfur atoms, and it being possible for the ring system itself to be mono-, di- or trisubstituted by C1-C6alkyl, C1-C6haloalkyl, C3-C6alkenyl, C3-C6haloalkenyl, C3-C6alkynyl, C3-C6haloalkynyl, C1-C6alkoxy, C1-C6haloalkoxy, C3-C6alkenyloxy, C3-C6alkynyloxy, mercapto, C1-C6alkylthio, C1-C6haloalkylthio, C3-C6alkenylthio, C3-C6haloalkenylthio, C3-C6alkynylthio, C2-C5alkoxyalkylthio, C3-C5acetylalkylthio, C3-C6alkoxycarbonylalkylthio, C2-C4cyanoalkylthio, C1-C6alkylsulfinyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkylsulfonyl, aminosulfonyl, C1-C2alkylaminosulfonyl, di-(C1-C2alkyl)aminosulfonyl, di-(C1-C4alkyl)amino, halogen, cyano, nitro, phenyl and benzylthio, it being possible for phenyl and benzylthio, in turn, to be substituted on the phenyl ring by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, halogen, cyano or nitro, and substituents on the nitrogen in the heterocyclic ring being other than halogen;
- each of R4 and R5, which may be the same or different, represents hydrogen, C1-C6alkyl, C3-C6alkenyl or C3-C6alkynyl;
- Y1 is a C1-C6alkylene, C2-C6alkenylene or C3-C6alkynylene chain which may be mono-, di- or trisubstituted by R9, where the unsaturated bonds of the chain are not attached directly to the sulfur atom;
- or is C3-C6cycloalkylene, which may be mono-, di- or trisubstituted by R10;
- R9 and R10 independently of one another are halogen, nitro, cyano, hydroxy, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, C1-C6alkoxycarbonyl, C1-C6alkylcarbonyl, C1-C6alkoxy-C1-C6alkyl, C1-C6alkoxy-C1-C6alkyl, C1-C6alkoxy, C1-C6halo-alkoxy, benzyl or phenyl, where phenyl and benzyl for their part may be mono- or polysubstituted by C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, halogen, cyano, hydroxyl or nitro;
- Y2 is a C1-C6alkylene, C2-C6alkenylene or C3-C6alkynylene chain which may be mono-, di- or trisubstituted by R11, where the unsaturated bonds of the chain are not attached directly to the sulfur atom;
- or is C3-C6cycloalkylene, which may be mono-, di- or trisubstituted by R12;
- R11 and R12 independently of one another are halogen, nitro, cyano, hydroxy, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, C1-C6alkoxycarbonyl, C1-C6alkylcarbonyl, C1-C6alkoxy-C1-C6alkyl, C1-C6alkoxy-C1-C6alkyl, C1-C6alkoxy, C1-C6halo-alkoxy, benzyl or phenyl, where phenyl and benzyl for their part may be mono-, di- or trisubstituted by C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, halogen, cyano, hydroxyl or nitro;
- Y3 is hydrogen or C1-C6alkyl;
- Z is hydrogen, C1-C6alkyl, C1-C6haloalkyl, C1-C6cycloalkyl, C1-C6halocycloalkyl, C1-C6alkylthio, C1-C6haloalkylthio or C1-C6alkoxy-C1-C6alkyl;
- or C1-C6alkyl, C1-C6haloalkyl, C1-C6cycloalkyl, C1-C6halocycloalkyl, C1-C6alkylthio, C1-C6haloalkylthio or C1-C6alkoxy-C1-C6alkyl substituted by C1-C6alkyl, C1-C6haloalkyl, C1-C6cycloalkyl, C1-C6halocycloalkyl, C1-C6alkoxy, or C1-C6haloalkoxy;
- or Z is —C(O)R6, —C(O)O—R7, —CONR13R14, —SO2R15 or —OP(OR16)(OR17)—OR18;
- R6 is C1-C6alkyl, C1-C6haloalkyl, C1-C6cycloalkyl, C1-C6halocycloalkyl, C1-C6alkylthio, C1-C6haloalkylthio, C1-C6alkoxycarbonyl, C1-C6alkylcarbonyl or C1-C6alkoxy-C1-C6alkyl;
- or
- C1-C6alkyl, C1-C6haloalkyl, C1-C6cycloalkyl, C1-C6halocycloalkyl, C1-C6alkylthio, C1-C6haloalkylthio, C1-C6alkoxycarbonyl, C1-C6alkylcarbonyl or C1-C6alkoxy-C1-C6alkyl substituted by C1-C6alkyl, C1-C6haloalkyl, C1-C6cycloalkyl, C1-C6halocycloalkyl, C1-C6alkoxy, or C1-C6haloalkoxy;
- R7, R13, R14, R15, R16, R17 and R18 independently of one another are C1-C6alkyl, C1-C6haloalkyl, C1-C6cycloalkyl or C1-C6halocycloalkyl;
- or C1-C6alkyl, C1-C6haloalkyl, C1-C6cycloalkyl or C1-C6halocycloalkyl substituted by C1-C6alkyl, C1-C6haloalkyl, C1-C6cycloalkyl, C1-C6halocycloalkyl, C1-C6alkoxy or C1-C6haloalkoxy;
- and
- agronomically acceptable salts/isomers/enantiomers/tautomers of those compounds.
26 more elements
Dependencies are inferred from the claim text.