Insecticidal phthalamide derivatives

A phthalamide derivative of formula (I)

• wherein
• X represents hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, nitro, cyano, C1-C6-alkylsulfonyloxy, C1-C6-haloalkylsulfonyloxy, phenylsulfonyloxy, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6-alkylsulfonylamino, bis(C1-C6-alkylsulfonyl)amino, or C1-C6-alkoxy-carbonyl,
• n represents 1, 2, 3, or 4,
• Y represents hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, or cyano,
• m represents 1, 2, 3, or 4,
• R1 represents C1-C8-alkyl that is optionally mono- or polysubstituted by substituents selected from the group consisting of cyano, nitro, C1-C6-alkylaminosulfonyl, N,N-di(C1-C6-alkyl)aminosulfonyl, C1-C6-alkylsulfonylamino, N—C1-C6-alkylsulfonyl-N—C1-C6-alkylamino, C1-C6-alkyl-carbonylamino, halo-C1-C6-alkyl, N—C1-C6-alkyl-carbonyl-N—C1-C6-alkylamino, C1-C6-alkylthio-carbonylamino, N—C1-C6-alkylthiocarbonyl-N—C1-C6-alkylamino, C1-C6-alkoxyimino-C1-C6-alkyl, C1-C6-alkyl-aminocarbonyl, N,N-di(C1-C6-alkyl)aminocarbonyl, C1-C6-alkyl-aminothiocarbonyl, N,N-di(C1-C6-alkyl)-aminothiocarbonyl, C1-C6-alkoxy-carbonylamino, C1-C6-alkoxy-carbonyl-C1-C6-alkylamino, C1-C6-alkylamino-carbonyloxy, N,N-di(C1-C6-alkyl)amino-carbonyloxy, C1-C6-alkoxy-thiocarbonylamino, C1-C6-alkoxy-thiocarbonyl-C1-C6-alkylamino, C1-C6-alkylamino-thiocarbonyloxy, N,N-di(C1-C6-alkyl)amino-thiocarbonyloxy, C1-C6-alkylthio-carbonylamino, C1-C6-alkylthiocarbonyl-C1-C6-alkylamino, C1-C6-alkylamino-carbonylthio, N,N-di(C1-C6-alkyl)amino-carbonylthio, C1-C6-alkylthio-thiocarbonylamino, C1-C6-alkylthio-thiocarbonyl-C1-C6-alkylamino, C1-C6-alkylamino-thiocarbonylthio, N,N-di(C1-C6-alkyl)amino-thiocarbonylthio, C3-C6-cycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, and C1-C6-alkylsulfonyl-C1-C6-alkyl;
• or represents C3-C8-cycloalkyl that is optionally substituted by substituents selected from the group consisting of C1-C4-alkyl, C1-C4-alkylthio, and C1-C2-alkylthio-C1-C2-alkyl,
• R2 represents hydrogen or C1-C6-alkyl,
• R3 represents hydrogen or C1-C6-alkyl,
• A1 represents straight chain or branched chain C1-C8-alkylene, C1-C8-haloalkylene, C2-C8-alkenylene, C2-C8-haloalkenylene, C2-C8-alkynylene, C2-C8-haloalkynylene, C1-C8-alkylene-amino, C1-C8-alkylene(C1-C6-alkylamino), C1-C8-alkyleneoxy, or C1-C8-alkylenethio,
• r represents 0 or 1,
• A2 represents straight chain or branched chain C1-C8-alkylene, C1-C8-haloalkylene, C2-C8-alkenylene, C2-C8-haloalkenylene, C2-C8-alkynylene, or C2-C8-haloalkynylene,
• s represents 0 or 1,
• Q represents a 5- or 6-membered heterocyclic group containing 1 to 4 heteroatoms selected from 0 to 4 nitrogen atoms, 0 to 1 oxygen atom, and 0 to 1 sulphur atom, with the proviso that Q does not simultaneously contain an oxygen atom and a sulphur atom, wherein the heterocyclic group optionally has one to three
• one to three
• one
• or one
• as ring constituents and optionally is substituted with one or more identical or different substituents W1,
• W1 represents halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkyl, C1-C6-haloalkoxy, C1-C6-haloalkylthio, C1-C6-haloalkylsulfinyl, C1-C6-haloalkylsulfonyl, C3-C6-cycloalkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, or C1-C6-alkylsulfonyl-C1-C6-alkyl,
• E represents phenyl, biphenyl, naphthyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, thienyl, furyl, or pyrrolyl, each of which is optionally substituted with one or more identical or different substituents W2, and
• W2 represents halogen, nitro, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkyl, C1-C6-haloalkoxy, C1-C6-haloalkylthio, C1-C6-haloalkylsulfinyl, C1-C6-haloalkylsulfonyl, C3-C6-cycloalkyl, C1-C6-alkylthio-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, or C1-C6-alkylsulfonyl-C1-C6-alkyl, or two adjacent substituents W2 together represent C3-C5-alkylene, C3-C5-haloalkylene, oxy-C2-C4-alkylene, oxy-C2-C4-haloalkylene, C2-C4-alkyleneoxy, C2-C4-haloalkyleneoxy, C1-C3-alkylenedioxy, or C1-C3-haloalkylenedioxy.