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US 2020/0392138 A1Published application
Pesticidally active mesoionic heterocyclic compounds
AssigneeSyngenta Participations AG
InventorsPierre Joseph Marcel JUNG, Raphael DUMEUNIER, Julien Daniel Henri GAGNEPAIN, André STOLLER, Stefano RENDINE
Life of this patent
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Abstract
A compound of formula I, (I), wherein the substituents are as defined in claim (1), and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides.
Claims16
A compound of formula I,
- wherein
- W is S or O;
- V is S or O;
- R1a and R1b are, independently, hydrogen, halogen, amino, hydroxyl, C1-C6alkyl, C1-C6 haloalkyl, C1-C6haloalkoxy, C1-C6 alkoxy, or cyano;
- R2 is hydrogen, halogen, hydroxyl, amino, cyano, C1-C6 alkyl, mono- or poly-substituted C1-C6 alkyl wherein the substituent is independently selected from the group consisting of halogen, hydroxyl, amino, cyano, nitro, C1-C6 haloalkoxy, C1-C6 alkoxy, triazole, pyrazole, imidazole and tetrazole, wherein said triazole, pyrazole, imidazole and tetrazole can be mono- or polysubstituted by substituents independently selected from the group consisting of halogen, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 haloalkyl and cyano;
- R3 is hydrogen or C1-C6 alkyl;
- R4 is hydrogen or a 5 or 6 membered heteroaromatic ring Y, optionally independently substituted with a substituent from the group selected from U, wherein Y is a ring selected from Y1 to Y29
- n is 0, 1, 2 or 3;
- Z is hydrogen, cyano, nitro, hydroxyl, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy or C1-C4 haloalkoxy;
- U is independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, amino, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 haloalkoxy-C1-C4 alkyl, C1-C4 alkoxy-C1-C4 alkyl, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl, and cyclopropyl;
- R5 is C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, or C1-C6 alkoxy;
- or
- R5 is phenyl, the ring system of either can be mono- or polysubstituted by substituents independently selected from halogen, C1-C4 alkyl, C1-C4haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy;
- and
- R6 is a 5 to 12 membered aromatic ring, which can be monocyclic or polycyclic, which ring system can be mono- or polysubstituted by substituents independently selected from the group U2;
- or
- R6 is a 3 to 12 membered heteroaromatic ring or saturated or partially saturated heterocyclic ring, each of which ring system can be monocyclic or polycyclic, which ring system can contain 1 to 4 hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, with the proviso that each ring system cannot contain more than 2 oxygen atoms or more than 2 sulfur atoms, wherein the nitrogen heteroatom can be substituted by Z and said 3 to 12-membered ring system can be mono- or polysubstituted by substituents independently selected from the group U2;
- or
- R6 is hydrogen, amino, halogen, cyano, C1-C6 haloalkoxy, C1-C6 alkoxy, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, benzyl optionally mono- or poly-substituted by a halogen (in case of polysubstitution, can be the same of different) or —C(O)R7. or
- R6 is C1-C6 alkyl, which is optionally mono- or polysubstituted by substituents independently selected from the group U3, or
- R6 is C3-C6 cycloalkyl, which is optionally mono- or polysubstituted by substituents independently selected from the group U;
- wherein
- U2 is halogen, nitro, cyano, amino, hydroxyl, —SCN, —CO2H, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 halocycloalkyl-C1-C4 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C4 alkoxy-C1-C4 alkyl, C1-C4 alkoxy-C1-C4 alkoxy, cyano-C1-C4 alkyl, cyano-C1-C4 haloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C1-C6 haloalkoxy, C1-C4 haloalkoxy-C1-C4 alkyl, C1-C6 alkylsulfanyl, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfanyl, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, C1-C6 haloalkylcarbonyl, C1-C6 haloalkoxycarbonyl, (C1-C6 alkyl)NH, (C1-C6 alkyl)2N, (C3-C6 cycloalkyl)NH, (C3-C6 cycloalkyl)2N, C1-C6 alkylcarbonylamino, C3-C6 cycloalkylcarbonylamino, C3-C6 haloalkylcarbonylamino, C3-C6 halocycloalkylcarbonylamino, C1-C6 alkylaminocarbonyl, C3-C6 cycloalkylaminocarbonyl, C1-C6 haloalkylaminocarbonyl, C3-C6 halocycloalkylaminocarbonyl, C3-C6 cycloalkylcarbonyl, C3-C6 halocycloalkylcarbonyl, —SF5 or —C(O)NH2;
- U3 is halogen, nitro, cyano, amino, hydroxyl, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C3-C6 cycloalkyl-C1-C4 alkyl, C3-C6 halocycloalkyl-C1-C4 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C4 alkoxy-C1-C4 alkyl, C1-C4 alkoxy-C1-C4 alkoxy, cyano-C1-C4 alkyl, cyano-C1-C4 haloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C1-C6 haloalkoxy, C1-C4 haloalkoxy-C1-C4 alkyl, C1-C6 alkylsulfanyl, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfanyl, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, C1-C6 haloalkylcarbonyl or C1-C6 haloalkoxycarbonyl;
- or
- U3 is a 5 to 6 membered aromatic ring, heteroaromatic ring, or saturated or partially saturated carbocyclic or heterocyclic ring (wherein the heteroatomatic and heterocyclic rings can contain 1 to 4 hetero atoms selected from the group consisting of nitrogen substituted or not, oxygen and sulfur, with the proviso that each ring system cannot contain more than 2 oxygen atoms or more than 2 sulfur atoms), wherein the said 5 to 6-membered ring system can be mono- or polysubstituted by substituents independently selected from the group U;
- and
- R7 is hydrogen, amino, halogen, cyano, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C4 haloalkoxy C1-C4 alkyl, C1-C6 alkoxy-C1-C6 alkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl or C2-C6 haloalkynyl;
- or
- R7 is a 5 to 6 membered aromatic ring, heteroaromatic ring, or saturated or partially saturated carbocyclic or heterocyclic (wherein the heteroatomatic and heterocyclic rings can can contain 1 to 4 hetero atoms selected from the group consisting of nitrogen substituted or not, oxygen and sulfur, with the proviso that each ring system cannot contain more than 2 oxygen atoms and more than 2 sulfur atoms), wherein the said 5 to 6-membered ring system can be mono- or polysubstituted by substituents independently selected from the group U;
- or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof
28 more elements
A compound of formulae IXa, IXb and IXc
- where R6 in each of IXa, IXb and IXc is 3,5-dichloro phenyl or 3-trifluormethylphenyl;
- X in each of IXa, IXb and IXc is a halogen atom (preferably chlorine;
- R in formula IXc is methyl, or ethyl, and X00 is a halogen atom, or an iso-urea-containing compound, such as 1,3-dicyclohexyl-isourea-2-yl;
- and acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides.
1 more element
Dependencies are inferred from the claim text.