Patent ID: 6380134
Filing Date: 2002-04-30
Classification: C07D

Abstract:
A compound of the formula I â€ƒin which A &boxH;Nâ€” or R1 is hydrogen, fluorine, chlorine, bromine or methyl; R2 is C1-C4alkyl, C1-C4haloalkyl, halogen, R6Oâ€”, nitro, amino or cyano; R3 is halogen, nitro, amino, R4NHâ€”, R4R5Nâ€”, azido or CIS(O)2â€”; R4 and R5 independently of one another are C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8haloalkyl, C3-C8haloalkenyl, HCOâ€”, C1-C4alkylcarbonyl, C1-C4haloalkylcarbonyl, C1-C4alkylsulfonyl, C1-C4haloalkylsulfonyl, benzyl or benzyl which is mono- to trisubstituted on the phenyl ring by halogen, C1-C4alkyl or C1-C4haloalkyl; or R4 and R5 together with the N atom to which they are bonded form a saturated or unsaturated heterocyclic ring which contains O, N or S as further hetero atoms and which can be substituted by halogen, C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C4alkoxycarbonyl, C1-C3alkylS(O)n1â€”, nitro or cyano; or R3 is R6Oâ€”; R6 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8haloalkyl, cyano-C1-C8alkyl, C3-C8haloalkenyl, hydroxy-C1-C4alkyl, C1-C4alkoxy-C1-C4alkyl, C3-C6alkenyloxy-C1-C4alkyl, C3-C6alkynyloxy-C1-C4alkyl, C1-C4alkoxy-C1-C4alkoxy-C1-C4alkyl, C1-C4alkylthio-C1-C4alkyl, C1-C8alkylcarbonyl, C1-C8alkoxycarbonyl, C3-C8alkenyloxycarbonyl, benzyloxy-C1â€” or â€”C2alkyl, benzylcarbonyl, benzyloxycarbonyl, phenyl,phenyl-C2-C8alkyl, benzyl, pyridyl, pyrimidinyl, pyrazinyl or pyridazinyl, it being possible for these aromatic and heteroaromatic rings to be optionally mono- to trisubstituted by halogen, C1-C4alkyl or C1-C4haloalkyl; or R6 is R7X1C(O)â€”C1-C8alkyl- or X1 is oxygen, sulfur or R7 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8haloalkyl, C3-C8haloalkenyl, C1-C4alkoxy-C1-C4alkyl, C3-C6alkenyloxy-C1-C4alkyl, C1-C4alkylthio-C1-C4alkyl, phenyl, phenyl which is mono- to trisubstituted by halogen, C1-C4alkyl or C1-C4haloalkyl, or benzyl or benzyl which is mono- to trisubstituted on the phenyl ring by halogen, C1-C4alkyl or C1-C4haloalkyl; R8 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8haloalkyl or benzyl; or R3 is R9S(O)n1â€”; n, is 0, 1 or 2; R9 is C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8haloalkyl, carboxy-C1-C4alkyl, C1-C4alkoxycarbonyl-C1-C4alkyl, benzyloxycarbonyl-C1-C4alkyl, C1C4alkylthio-C(O)â€”C1-C4alkyl, C3-C5alkenyloxycarbonyl-C1-C4alkyl, C1-C4alkylaminocarbonyl-C1-C4alkyl, di-C1-C4alkylaminocarbonyl-C1-C4alkyl, C3-C5alkenylaminocarbonyl-C1-C4alkyl, C3-C8haloalkenyl, C1-C4alkoxy-C1-C4alkyl, C3-C6alkenyloxy-C1-C4alkyl, C1-C4alkylthio-C1-C4alkyl, phenyl, phenyl which is mono- to trisubstituted by halogen, C1-C4alkyl or C1-C4haloalkyl, or benzyl or benzyl which is mono- to trisubstituted on the phenyl ring by halogen, C1-C4alkyl or C1-C4haloalkyl, and, it n1 is 0, R9 is additionally hydrogen, C1-C8alkylcarbonyl, R10X2C(O)â€” or R10X2C(O)â€”C1â€” or â€”C2alkyl; X2 is oxygen, sulfur or R10 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C3-C6cycloalkyl, C1-C8haloalkyl, C3-C8haloalkenyl, C1-C4alkoxy-C1-C4alkyl, C3-C6alkenyloxy-C1-C4alkyl, C1-C4alkylthio-C1-C4alkyl, phenyl, phenyl which is mono- to trisubstituted by halogen, C1-C4alkyl or C1-C4haloalkyl, or benzyl or benzyl which is mono- to trisubstituted on the phenyl ring by halogen, C1-C4alkyl or C1-C4haloalkyl; R11 is hydrogen, C1-C8alkyl or C3-C8alkenyl; or R3 is R12R13NS(O)2â€”; R12 is hydrogen, C1-C8alkyl, C2-C8alkenyl, C3-C8alkynyl or C3-C6cycloalkyl; R13 is hydrogen, C1-C8alkyl, C3-C8alkenyl, C3-C8alkynyl, C1-C8haloalkyl, C1-C4alkoxy-C1-C4alkyl, C1-C4alkylcarbonyl, C1-C4haloalkylcarbonyl, benzyl, benzoyl, or benzyl or benzoyl which are mono- to trisubstituted on the phenyl ring by halogen, C1-C4alkyl or C1-C4haloalkyl; W is a group â€ƒor R14 is C1-C3alkyl, C1-C3haloalkyl or amino; R15 is C1-C3haloalkyl, C1-C3alkyl-S(O)n2â€”, C1-C3haloalkyl-S(O)n2â€” or cyano; or R15 and R14 together form a C3 or C4alkylene bridge which can be substituted by halogen, C1-C3haloalkyl or cyano; n2 is 0, 1 or 2; R16 is hydrogen, C1-C3alkyl, halogen, C1-C3haloalkyl or cyano; or R16 and R15 together form a C3- or C4alkylene bridge which can be substituted by halogen, C1-C3haloalkyl or cyano; R17 is hydrogen, C1-C3alkyl, halogen or cyano; R18 is C1-C3haloalkyl; or R18 and R17 together form a C3- or C4alkylene or C3- or C4alkenylene bridge, both of which can be substituted by halogen, C1-C3alkyl or C1-C3haloalkyl; R19 is hydrogen, C1-C3alkyl or halogen; or R19 and R18 together form a C3- or C4alkylene or C3- or C4alkenylene bridge, both of which can be substituted by halogen, C1-C3alkyl or C1-C3haloalkyl; R20 and R21 independently of one another are hydrogen or C1-C4alkyl; or R20 and R21 together are a group of R25 and R26 independently of one another are C1-C4alkyl; or R25 and R26 together form a C4- or C5alkylene bridge; R22 is hydrogen or C1-C3alkyl; or R22 and R21 together form a C3-C5alkylene bridge which can be interrupted by oxygen and substituted by halogen, C1-C4alkyl, C1-C3haloalkyl, C2-C4alkenyl, C1-C3alkylcarbonyloxy, C1-C3alkoxycarbonyl, C1-C3alkylsulfonyloxy, hydroxyl or &boxH;O; R23 and R24 independently of one another are hydrogen or C1-C3alkyl; or R23 and R24 together form a C2-C5alkylene bridge which can be interrupted by oxygen, sulfur, â€”C(O)â€” or â€”S(O)2â€”; and X3, X4, X5, X6, X7, X8 and X9 independently of one another are oxygen or sulfur, or an agrochemically tolerated salt or stereoisomer of such a compound of the formula I.