Patent IL-130469-A (IL)
Title: Substituted pyrazol-3-yl benzazoles, compositions comprising them and their preparation
IPC: C07D417/10
Filed: 1997-12-01
Abstract: Substituted pyrazol-3-ylbenzazoles of the formula where: R1 is hydrogen, C1-C4-alkyl or C1-C4 - haloalkyl; R2 is cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4 - haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsufinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl or C1-C4-haloalkylsulfonyl; R3 is hydrogen, halogen, cyano, nitro, C1-C4-alkyl or C1-C4 - haloalkyl; R4 is hydrogen or halogen; R5 is hydrogen, halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy; 2732 י" ד בחשון התשס" ב - October 31, 2001 Z is a group -N=C(XR6) -O- or -N=C(XR6) -S- which may be bonded to a via the nitrogen, oxygen or sulfur; X is a chemical bond, oxygen, sulfur, -S(O)-, -SO2-, -NH- or -N(R7)-; R6 and R7 independently of one another are each C1-C6 - alkyl, C1-C6 - haloalkyl, cyano-C1-C4-alkyl, hydroxy-C1-C4-alkyl, C3-C6-alkenyl, cyano-C3-C6-alkenyl, C3-C6-haloalkenyl, C3-C6-alkynyl, cyano,-C3-C6-alkynyl, C3-C6-haloalkynyl, C1-C4-alkoxy-C1-C4-alkyl, C1-C4-haloalkoxy-C1-C4-alkyl, C3-C4-alkenyloxy-C1-C4- alkyl, C3-C4-alkynyloxy-C1-C4-alkyl, C3-C8-cycloalkyloxy-C1-C4-alkyl, amino-C1-C4-alkyl, C1-C4-alkylamino-C1-C4-alkyl, di(C1-C4-alkyl) amino-C1-C4-alkyl, C1-C4-alkylthio-C1-C4-alkyl, C1-C4-haloalkylthio- C1-C4-alkyl, C3-C4-alkenylthio-C1-C4-alkyl, C3-C4- alkynylthio-C1-C4-alkyl, C1-C4-alkylsulfinyl-C1-C4-alkyl, C1-C4-haloalkylsufinyl-C1-C4-alkyl, C3-C4-alkenyl- sulfinyl-C1-C4-alkyl, C3-C4-alkynylsulfinyl-C1-C4-alkyl, C1-C4-alkylsulfonyl-C1-C4-alkyl, C1-C4-haloalkyl- sulfonyl-C1-C4-alkyl, C3-C4-alkenylsulfonyl-C1-C4 - alkyl, C3-C4-alkynylsulfonyl-C1-C4 - alkyl, hydroxycarbonyl- C1-C4-alkyl, (C1-C4-alkoxy) carbonyl-C1-C4-alkyl which may carry a cyano or (C1-C4-alkoxy) carbonyl group, (C1-C4-alkylthio) carbonyl-C1-C4-alkyl, aminocarbonyl-C1-C4-alkyl, C1-C4-alkylamino- carbonyl-C1-C4 - alkyl, di(C1-C4-alkyl) aminocarbonyl- C1-C4-alkyl, di(C1-C4-alkyl) phosphonyl-C1-C4-alkyl, (C1-C4-alkoxy) imino-C1-C4-alkyl, (C3-C4-alkenyloxy) imino-C1-C4-alkyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, phenyl, phenyl-C1-C4-alkyl, 3- to 7-membered heterocyclyl or heterocyclyl-C1-C4-alkyl, where each cycloalkyl and each heterocyclyl ring may contain a carbonyl or thiocarbonyl ring member, and where each cycloalkyl, phenyl and heterocyclyl ring may be unsubstituted or carry one to four substituents selected in each case from the group consisting of cyano, nitro, amino, hydroxyl, carboxyl, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, (C1-C4-alkoxy) carbonyl, (C1-C4-alkyl) carbonyl, (C1-C4-haloalkyl) carbonyl, (C1-C4-alkyl) carbonyloxy, (C1-C4-haloakyl) carbonyloxy and di (C1-C4-alkyl) amino; if X is a chemical bond, oxygen, sulfur, -NH- or -N(R7)-, R6 may also be (C1-C4-alkyl) carbonyl, (C1-C4-haloalkyl) carbonyl, (C1-C4-alkoxy) carbonyl, C1-C4-alkylsulfonyl or C1-C4 - haloalkylsulfonyl; if X is a chemical bond, R6 may furthermore be hydrogen, cyano, mercapto, amino, halogen, -CH2-CH(halogen) - R8, -CH=CH-R8 or -CH=C(halogen)-R8, where R8 is hydroxycarbonyl, (C1-C4-alkoxy) carbonyl, (C1-C4-alkylthio) carbonyl, aminocarbonyl, C1-C4-alkylaminocarbonyl, di(C1-C4-alkyl) aminocarbonyl or di (C1-C4-alkyl) phosphonyl; or R6 and R7 together are a 1, 3-propylene, tetramethylene, pentamethylene or ethyleneoxyethylene chain which may in each case be unsubstituted or carry one to four C1-C4-alkyl groups or one or two (C1-C4-alkoxy) carbonyl groups, and the agriculturally useful salts of these compounds. 2733 י" ד בחשון התשס" ב - October 31, 2001