Patent ID: 6313344
Filing Date: 2001-11-06
Classification: A01N,C07C,C07D,C07F

Abstract:
A compound of formula ##STR56##whereineither X is CH or N, Y is OR.sub.1 and Z is O, orX is N, Y is NHR.sub.8 and Z is O, S or S(.dbd.O);R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sub.8 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sub.2 is H, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 alkoxymethyl, C.sub.1 -C.sub.4 alkoxy, halo-C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, halo C-C.sub.4 alkylthio or CN;R.sub.3 and R.sub.4 are each independently of the other H, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, OH, CN, NO.sub.2, a (C.sub.1 -C.sub.4 alkyl).sub.3 --Si group, the alkyl groups being the same or different, halogen, (C.sub.1 -C.sub.4 alkyl)S(.dbd.O).sub.m, (halo-C.sub.1 -C.sub.4 alkyl)S(.dbd.O).sub.m, halo-C.sub.1 -C.sub.4 alkyl or halo-C.sub.1 -C.sub.4 alkoxy;m is 0, 1 or 2;R.sub.5 independently of any other is halogen, C.sub.1 -C.sub.6 -alkyl, halo-C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 -cycloalkyl, halo-C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 alkoxy, halo-C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 -alkylthio, halo-C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 alkylsulfinyl, halo-C.sub.1 -C.sub.6 alkylsulfinyl, C.sub.1 -C.sub.6 alkylsulfonyl, halo-C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.1 -C.sub.6 alkylsulfonyloxy, halo-C.sub.1 -C.sub.6 alkylsulfonyloxy, C.sub.1 -C.sub.6 alkoxy-C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkoxy-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylthio-C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkylthio-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylsulfinyl-C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkylsulfinyl-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylsulfonyl-C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkylsulfonyl-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylcarbonyl, halo-C.sub.1 -C.sub.6 alkylcarbonyl, C.sub.1 -C.sub.6 alkoxycarbonyl, halo-C.sub.1 -C.sub.6 alkoxycarbonyl, C.sub.1 -C.sub.6 alkylaminocarbonyl, C.sub.1 -C.sub.4 alkoxyiminomethyl, di(C.sub.1 -C.sub.6 alkyl)aminocarbonyl, the alkyl groups being the same or different; C.sub.1 -C.sub.6 alkylaminothiocarbonyl, di(C.sub.1 -C.sub.6 alkylaminothiocarbonyl, the alkyl groups being the same or different; C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino, the alkyl groups being the same or different; NO.sub.2, CN, SF.sub.5, thioamido, thiocyanatomethyl, trimethylsilyl; C.sub.1 -C.sub.4 alkylenedioxy or --CH.dbd.CH--CH.dbd.CH- each of which is unsubstituted or, depending on its substitution possibilities, mono- to tetra-substituted, the substituents of the C.sub.1 -C.sub.4 alkylenedioxy or --CH.dbd.CH--CH.dbd.CH-- group being selected from the group consisting of C.sub.1 -C.sub.4 alkyl and halogen; aryl-Q, heterocyclyl , aryl-Q--C.sub.1 -C.sub.6 alkyl, aryl-Q--C.sub.2 C.sub.6 alkenyl, heterocyclyl-C.sub.1 -C.sub.6 alkyl or heterocyclyl-Q--C.sub.2 -C.sub.6 alkenyl, or aryl-Q--, heterocyclyl-Q--, aryl-Q--C.sub.1 -C.sub.6 alkyl, aryl-C.sub.2 -C.sub.6 alkenyl, heterocyclyl(C.sub.1 -C.sub.6 alkyl or heterocyclyl-Q--C.sub.2 -C.sub.2 alkenyl each of which is, depending on its substitution possibilities, mono- to penta-substituted in the aryl or heterocyclyl ring, the substituents being selected independently of one another from the group consisting of halogen, C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, halo-C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 alkoxy, halo-C.sub.1 -C.sub.6 alkoxy, CN, nitro and C.sub.1 -C.sub.6 alkoxycarbonyl; and, when n is greater than 1, the radicals R.sub.5 are the same or different;n is 0, 1, 2, 3 or, if either a or b is 0, the n may also be 4;Q is a direct bond, --CH(OH), --C(.dbd.O), --S--, --S(.dbd.O) or --S(.dbd.O).sub.2 ;R.sub.9 is methyl, fluoromethyl or difluoromethyl; eitherA is a direct bond, C.sub.1 -C.sub.10 alkylene, --C(.dbd.O)--, --C(.dbd.S)-- or halo-C.sub.1 -C.sub.10 alkylene andR.sub.7 is a radical R.sub.10 ; orA is C.sub.1 -C.sub.10 alkylene, --C(.dbd.O)--, --C(.dbd.S) or halo-C.sub.1 -C.sub.10 alkylene andR.sub.7 is --CN, OR.sub.10, N(R.sub.10).sub.2, the radicals R.sub.10 being the same or different, --SR.sub.10, --S(.dbd.O)R.sub.10 or --S(.dbd.O).sub.2 R.sub.10 ;R.sub.10 is H, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.8 alkenyl, C.sub.2 C.sub.8 alkynyl or C.sub.3 -C.sub.6 cycloalkyl, or C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.8 alkenyl, C.sub.2 -C.sub.8 alkynyl or C.sub.3 -C.sub.6 cycloalkyl each mono- or poly-substituted by substituents from the group consisting of halogen; --Si(C.sub.1 -C.sub.4 alkyl).sub.3, the alkyl groups being the same or different; C.sub.1 -C.sub.4 alkoxycarbonyl or an aryl or heterocyclyl group that is unsubstituted or mono- or poly-substituted by substituents selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl and halo-C.sub.1 -C.sub.4 alkyl; andD is O, S, --S(.dbd.O) or S(.dbd.O).sub.2 ;G is --CH(CH.sub.3)--;T--R.sub.6 is R.sub.6 ; --C(.dbd.N--O--A.sub.1 --R.sub.77)R.sub.8 ; --SiR.sub.14 (R.sub.15)--R.sub.6 ; --C(.dbd.O)--R.sub.6 ; --C(R.sub.16).dbd.C(R.sub.17)--R.sub.6 ; C.ident.C--R.sub.6 or --D--R.sub.6 ;R.sub.6 is C.sub.1 -C.sub.4 alkyl, aryl or heteroaryl; or aryl or heteroaryl each of whichis 0, 1, 2, 3, 4 or 5, the substituents R.sub.5 being independent of one another when s is greater than 1;A.sub.1 and R.sub.77 are as defined above for A and R.sub.7 ;a is 0 or 1;L is U--R.sub.18, P(O).sub.v R.sub.11 R.sub.12, P(S).sub.w R.sub.11 R.sub.12 or N(aryl)R.sub.13, the aryl radical being either unsubstituted or mono- to penta-substituted by substituents selected independently of one another from the group consisting of R.sub.5 ;v and ware 0 or 1;U--R.sub.18 is --C(.dbd.O)--C(.dbd.O)--R.sub.18 ; --C(OH)--C(OH)--R.sub.18 ; --C(.dbd.N--O--A.sub.1 --R.sub.7)--R.sub.18 ; ##STR57##p is from 0 to 4;R.sub.11 and R.sub.12 are each independently of the other C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, halo-C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 alkoxy, halo-C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylthio, halo-C.sub.1 -C.sub.6 alkylthio, aryl, heteroaryl, aryloxy, arylthio, heteroaryloxy or heteroarylthio; or aryl, heteroaryl, aryloxy, arylthio, heteroaryloxy or heteroarylthio each mono- to penta-substituted by R.sub.5, the substituents R.sub.5 being independent of one another;b is 0 or 1, but a and b are not simultaneously 0;R.sub.13 is hydrogen, C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, halo-C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 alkylsulfinyl, halo-C.sub.1 -C.sub.6 alkylsulfinyl, C.sub.1 -C.sub.6 alkylsulfonyl, halo-C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.1 -C.sub.6 alkoxy-C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkoxy-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylthio-C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkylthio-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylsulfinyl-C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkylsulfinyl-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylsulfonyl-C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkylsulfonyl-C.sub.1 -C.sub.6 alkyl, formyl, C.sub.1 -C.sub.6 alkylcarbonyl, C.sub.1 -C.sub.6 alkyl-C(.dbd.S)--, C.sub.1 -C.sub.6 alkylthio-C(.dbd.S)--, halo-C.sub.1 -C.sub.6 alkylcarbonyl, C.sub.1 -C.sub.6 alkoxycarbonyl, halo-C.sub.1 -C.sub.6 alkoxycarbonyl, C.sub.1 -C.sub.6 alkylaminocarbonyl, C.sub.1 -C.sub.4 -alkoxyiminomethyl, di(C.sub.1 -C.sub.6 alkyl)aminocarbonyl, the alkyl groups being the same or different; C.sub.1 -C.sub.6 alkylaminothiocarbonyl, di(C.sub.1 -C.sub.6 alkyl)aminothiocarbonyl, the alkyl groups being the same or different; C.sub.1 -C.sub.6 alkydicarbonyl, halo-C.sub.1 -C.sub.6 alkyldicarbonyl, C.sub.1 -C.sub.6 alkoxydicarbonyl, halo-C.sub.1 -C.sub.6 alkoxydicarbonyl, C.sub.1 -C.sub.6 alkylaminodicarbonyl, di(C.sub.1 -C.sub.6 alkyl)aminodicarbonyl, the alkyl groups being the same or different; C.sub.1 -C.sub.6 alkylaminodithiocarbonyl, di(C.sub.1 -C.sub.6 alkylaminodithiocarbonyl, the alkyl groups being the same or different; aryl, arylsulfinyl, aryl-C.sub.1 -C.sub.6 alkylsulfinyl, arylsulfonyl, aryl-C.sub.1 -C.sub.6 alkyl-sulfonyl, aryloxy-C.sub.1 -C.sub.6 alkyl, arylthio-C.sub.1 -C.sub.6 alkyl, aryl-C.sub.1 -C.sub.6 alkylsulfinyl-C.sub.1 -C.sub.6 alkyl, aryl-C.sub.1 -C.sub.6 alkylsulfonyl-C.sub.1 -C.sub.6 alkyl, arylcarbonyl, arylalkylcarbonyl, aryloxycarbonyl, arylalkoxycarbonyl, arylaminocarbonyl, aryloxyiminomethyl, di(aryl)aminocarbonyl, the aryl groups being the same or different arylaminothiocarbonyl, di(aryl)aminothiocarbonyl, the aryl groups being the same or different; aryldicarbonyl, aryl-C.sub.1 -C.sub.6 alkyldicarbonyl, aryloxydicarbonyl, aryl-C.sub.1 -C.sub.6 alkoxydicarbonyl, arylaminodicarbonyl, di(aryl)aminodicarbonyl, the aryl groups being the same or different; arylaminodithiocarbonyl, di(arylaminodithiocarbonyl, the aryl groups being the same or different; and the aryl groups in the afore-mentioned substituents being unsubstituted or mono- to penta-substituted by substituents R.sub.5, the substituents R.sub.5 being independent of one another, unsubstituted or substituted heteroaryl, unsubstituted or substituted heteroarylcarbonyl, unsubstituted or substituted heteroarylsulfinyl, or unsubstituted or substituted heteroarylsulfonyl;R.sub.14 and R.sub.15 are each independently of the other C.sub.1 C.sub.4 -alkyl;R.sub.16 and R.sub.17 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl or halogen andR.sub.18 is R.sub.6 ;and their possible E/Z isomers, mixtures of E/Z isomers and/or tautomers, in each case in free form or in salt form.