Patent ID: 6258751
Filing Date: 2001-07-10
Classification: A01N,C07D

Abstract:
A compound represented by formula I ##STR42##whereinR.sub.1 is selected from H, F, Br, Cl, NO.sub.2 and CN;R.sub.2 is selected from F, Cl, Br, H and CN;R.sub.3 is selected from H and CN; and alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, cycloalkanyl, haloalkenyl, haloalkynyl, alkoxy, alkylthio, alkylsulfonylalkyl, alkylsulfinylalkyl, alkylsulfonylcycloalkyl, alkylsulfinylcycloalkyl, aryl, arylalkyl, heteroaryl and heteroarylalkyl, all of which may be further substituted;R.sub.4 and R.sub.5 are each independently selected from H, halo and CN; and alkyl, cycloalkyl, haloalkyl, alkoxy, alkylthio, alkylsulfonylalkyl, alkylsulfinylalkyl, alkylsulfonylcycloalkyl, alkylsulfinylcycloalkyl, CO.sub.2 R.sub.6, CONR.sub.6 R.sub.13, OR.sub.6, SR.sub.6, SO.sub.2 R.sub.6, NR.sub.6 R.sub.13, SO.sub.2 NR.sub.6 R.sub.13, aryl, arylalkyl, heteroaryl and heteroarylalkyl, all of which may be further substituted;R.sub.6 is selected from H, alkyl, cycloalkyl, alkoxy, alkylthio, alkylsulfonylalkyl, alkylsulfinylalkyl, alkylsulfinylcycloalkyl, alkylsulfinylcycloalkyl, aryl and arylalkyl, all of which may be further substituted;R.sub.7 is selected from H, alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, alkylsulfonylalkyl, alkylsulfinylalkyl, alkylsulfonylcycloalkyl, alkylsulfinylcycloalkyl and COR.sub.9, all of which may be further substituted;R.sub.8 is selected from alkyl, haloalkyl, cycloalkyl, cycloalkenyl, alkylsulfonylalkyl, alkylsulfinylalkyl, alkylsulfonylcycloalkyl, alkylsulfinylcycloalkyl, aryl and arylalkyl;R.sub.9 is selected from H, alkyl, alkylsulfonylalkyl, alkylsulfinylalkyl, alkylsulfonylcycloalkyl, alkylsulfinylcycloalkyl, alkenyl, alkynyl, haloalkyl and cycloalkyl, all of which may be further substituted;R.sub.10 is selected from H, halo, NH.sub.2, alkyl, alkylsulfonylalkyl, alkylsulfinylalkyl, alkylsulfonylcycloalkyl, alkylsulfinylcycloalkyl, haloalkyl, CN, CO.sub.2 (alkyl), CONH(alkyl), CON(alkyl).sub.2 wherein each alkyl may be the same or different, CH.sub.3 CN, CH.sub.2 CH.dbd.CH.sub.2, CH.sub.2 C.ident.CH, CH.sub.2 CO.sub.2 (alkyl), CH.sub.2 OCH.sub.3 and CH.sub.2 -1,2,4triazole, all of which may be further substituted;R.sub.11 is selected from H, CN, alkyl, haloalkyl and CO.sub.2 (alkyl);R.sub.12 is selected from H, alkyl, CO.sub.2 R.sub.6, CONR.sub.6 R.sub.13, OR.sub.6, SR.sub.6, SO.sub.2 R.sub.6, SO.sub.3 NR.sub.6 R.sub.13 and NR.sub.6 R.sub.13 ;R.sub.13 is H, alkyl, aryl or arylalkyl;A is N;B is N;Z is O, CH(R.sub.3), CO, CS, CONR.sub.12 or CSNR.sub.12 ;X is selected from O, S, NR.sub.12, CO.sub.2, OCH(R.sub.6)CO.sub.2, SCH(R.sub.6)CO.sub.2, CH.dbd.C(halo)CO.sub.2, CH.sub.2 CH(halo)CO.sub.2, CONH, OCH(R.sub.6)CONH, SCH(R.sub.6)CONH, CH.dbd.C(halo)CONH and CH.sub.2 CH(halo)CONH when Z is CH(R.sub.3);X is selected from CO, OCH(R.sub.6)CO, SCH(R.sub.6)CO, CH.dbd.C(halo)CO and CH.sub.2 CH(halo)CO when Z is O;X is selected from O, S, CO, OCH(R.sub.6), CH.dbd.C(halo), CH.sub.2 CH(halo), CONH, OCH(R.sub.6)CONH, SCH(R.sub.6)CONH, CH.dbd.C(halo)CONH, CH.sub.2 CH(halo)CONH and NR.sub.12 when Z is CO, CS, CONR.sub.12 or CSNR.sub.12 ; andQ is selected from NR.sub.7 COR.sub.8, Q2, Q3, Q4, Q5, Q6, Q7, Q8, Q9, Q10, Q11, Q12, Q13, Q14, Q15 and Q16 whereinQ2 is 5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one-1-yl,Q3 is 5,6,7,8-tetrahydro-1H,3H-[1, 3,4]thiadiazolo[3,5-a]pyridazineimin-1-yl,Q4 is 4,3,5,6,7-tetrahydroimidazo[1,5-a]pyridine-1,3(2H,5H)-dione-2yl,Q5 is 1,6,8-triazabicyclo[4,3,0]-nonane-7,9-dion-8-yl,Q6 is 5-(1-methyethylidene)-2,4oxazolidinedione-3-yl,Q7 is 5-(1,1-dimethylethyl)-1,3,4-oxadiazol-2(3H)-one-3-yl,Q8 is 4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-one-1-yl,Q9 is 2-methyl-1,2,4-oxadiazolidine-3,5-dione-4-yl,Q10 is 4-chloro-1-methyl-5-difluoromethoxy-1H-pyrazol-3-yl,Q11 is 4-bromo-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl,Q12 is 1-substituted-6-trifluoromethyl-2,4-pyrimidione-3-yl,Q13 is 1-substituted-6-trifluoromethyl-1,3,5-triazine-2,4-dione-1-yl,Q14 is 4,5-disubstituted-4,5-dihydro-1,2,4-triazine-3(2H)-one-2-yl,Q15 is 4-substituted-1,2,4-triazine-3,5(2H,4H)-dione-2-yl andQ16 is 5-methyl-6-oxo-4-(trifluoromethyl)-6H-pyridazin-1-yl; or the agronomically acceptable salts thereof.