摘要:
N-Phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinylureas of the general formula I ##STR1## wherein A is a radical of the formula --C.tbd.C--R,m is 1 or 2,Z is oxygen or sulfur,R is hydrogen; unsubstituted or substituted, branched or unbranched C.sub.1 -C.sub.9 alkyl; unsubstituted or substituted C.sub.3 -C.sub.9 cycloalkyl; unsubstituted or substituted phenyl; or an unsubstituted or substituted 5- or 6-membered aromatic heterocyclic ring,R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or a radical --Y--R.sub.5,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.1 -C.sub.4 haloalkyl, or a radical --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8,R.sub.3 and R.sub.4, each independently of the other, are hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, halogen, C.sub.2 -C.sub.5 alkoxyalkyl, --NR.sub.9 R.sub.10 or --O--CH.sub.2 --CH.sub.2 --NR.sub.9 R.sub.10,R.sub.5 and R.sub.6, each independently of the other, are C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl, C.sub.1 -C.sub.5 haloalkyl, C.sub.2 -C.sub.5 haloalkenyl or C.sub.2 -C.sub.6 alkoxyalkyl,R.sub.7 and R.sub.8, each independently of the other, are hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl,R.sub.9 is hydrogen, methyl or ethyl,R.sub.10 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, methoxymethyl, cyanomethyl, cyanoethyl, C.sub.3 -C.sub.5 alkenyl or C.sub.3 -C.sub.6 alkynyl, andY is oxygen, sulfur, a sulfinyl or sulfonyl bridgeand the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases, have good preemergence and postemergence selective herbicidal and growth regulating properties.
摘要:
N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, with alkali or alkaline-earth metal bases or with quaternary ammonium bases, have good pre- and post-emergence selective, herbicidal and growth-regulating properties.The symbols in this formula are as follows:A is a C.sub.3 -C.sub.6 -alkynyl group,E is the methine group or nitrogen,X is oxygen, sulfur or a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,m is the number one or two,R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl or C.sub.2 -C.sub.5 -alkenyl or a group --Y--R.sub.5,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.1 -C.sub.4 -haloalkyl, or a group --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8,R.sub.3 and R.sub.4 independently of one another are each hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, halogen or alkoxyalkyl having at most 4 carbon atoms,R.sub.5 and R.sub.6 are each C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl,R.sub.7 and R.sub.8 independently of one another are each hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl, andY is oxygen, sulfur or a sulfinyl or sulfonyl bridge.
摘要:
N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, with alkali or alkaline-earth metal bases or with quaternary ammonium bases, have good pre- and post-emergence selective, herbicidal and growth-regulating properties.The symbols in this formula are as follows:A is a C.sub.3 -C.sub.6 -alkynyl group,E is the methine group or nitrogen,X is oxygen, sulfur or a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,m is the number one or two,R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl or C.sub.2 -C.sub.5 -alkenyl or a group --Y--R.sub.5,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.1 -C.sub.4 -haloalkyl, or a group --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8,R.sub.3 and R.sub.4 independently of one another are each hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, halogen or alkoxyalkyl having at most 4 carbon atoms,R.sub.5 and R.sub.6 are each C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl,R.sub.7 and R.sub.8 independently of one another are each hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl, andY is oxygen, sulfur or a sulfinyl or sulfonyl bridge.
摘要:
N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, with alkali or alkaline-earth metal bases or with quaternary ammonium bases, have good pre- and post-emergence selective, herbicidal and growth-regulating properties.The symbols in this formula are as follows:A is a C.sub.3 -C.sub.6 -alkynyl group,E is the methine group or nitrogen,X is oxygen, sulfur or a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,m is the number one or two,R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl or C.sub.2 -C.sub.5 -alkenyl or a group --Y--R.sub.5,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.1 -C.sub.4 -haloalkyl, or a group --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8,R.sub.3 and R.sub.4 independently of one another are each hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, halogen or alkoxyalkyl having at most 4 carbon atoms,R.sub.5 and R.sub.6 are each C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl,R.sub.7 and R.sub.8 independently of one another are each hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl, andY is oxygen, sulfur or a sulfinyl or sulfonyl bridge.
摘要:
N-Pyridinylsulfonyl-N'-pyrimidinylureas and N-pyridinylsulfonyl-N'-triazinylureas of the formula ##STR1## wherein E is nitrogen or the methine bridge,Z is oxygen or sulfur,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 and R.sup.6 are each independently hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.3 -C.sub.6 dialkoxyalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.3 -C.sub.6 cycloalkyl or --NR.sup.12 R.sup.13,G is a ##STR2## R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, trifluoromethyl, trifluoromethoxy, difluoromethoxy, C.sub.1 -C.sub.4 alkyl carbonyl or --COOR.sup.14,R.sup.3 is a ##STR3## group, n is 0, 1 or 2,R.sup.8 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 haloalkyl, nitro, --COOR.sup.14, C.sub.1 -C.sub.4 haloalkoxy, --O--CR.sup.15 R.sup.16 --COOR.sup.14 or --O--CR.sup.15 R.sup.16 --CN,R.sup.9 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkoxyalkyl oder C.sub.2 -C.sub.4 alkoxyalkoxy,R.sup.10 and R.sup.11 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.12 and R.sup.13 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.14 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl, or is C.sub.1 -C.sub.4 alkyl which is substituted by C.sub.1 -C.sub.4 alkoxy, halogen or phenyl, andR.sup.15 and R.sup.16 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl, and the salts thereof have useful selective herbicidal properties for controlling weeds in crops of useful plants.
摘要:
N-Heterocyclosulfonyl-N'-pyrimidinylureas and N-heterocyclosulfonyl-N'-triazinylureas of the formula ##STR1## wherein E is nitrogen or the methine bridge,Z is oxygen or sulfur,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 and R.sup.6 are each independently hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.3 -C.sub.6 dialkoxyalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.3 -C.sub.6 cycloalkyl or --NR.sup.12 R.sup.13,G is a ##STR2## group R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -alkyl, C.sub.1 -C.sub.4 alkoxy, trifluoromethyl, trifluoromethoxy, difluoromethoxy, C.sub.1 -C.sub.4 alkyl carbonyl or --COOR.sup.14,R.sup.2 is a ##STR3## group, R.sup.3 is a ##STR4## Q is oxygen, sulfur or --NR.sup.7 --,A is oxygen, sulfur, --SO--, --SO.sub.2 -- or --(CR.sup.10 R.sup.11).sub.m --,m and n are 0, 1 or 2,R.sup.7 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, benzyl oder phenyl,R.sup.8 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 haloalkyl, nitro, --COOR.sup.14, C.sub.1 -C.sub.4 haloalkoxy, --O--CR.sup.15 R.sup.16 --COOR.sup.14 or --O--CR.sup.15 R.sup.16 --CN,R.sup.9 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkoxyalkyl oder C.sub.2 -C.sub.4 alkoxyalkoxy,R.sup.10 and R.sup.11 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.12 and R.sup.13 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.14 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl, or is C.sub.1 -C.sub.4 alkyl which is substituted by C.sub.1 -C.sub.4 alkoxy, halogen or phenyl, andR.sup.15 and R.sup.16 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,and the salts thereof have useful selective herbicidal properties for controlling weeds in crops of useful plants.
摘要:
N-Pyridinylsulfonyl-N'-pyrimidinylureas and N-pyridinylsulfonyl-N'-triazinylureas of the formula ##STR1## wherein E is nitrogen or the methine bridge,Z is oxygen or sulfur,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 and R.sup.6 are each independently hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.2 -C.sub.4 -alkylthio, C.sub.3 -C.sub.6 cycloalkyl or --NR.sup.12 R.sup.13,G is a ##STR2## R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, trifluoromethyl, trifluoromethoxy, difluoromethoxy, C.sub.1 -C.sub.4 alkyl carbonyl or --COOR.sup.14,R.sup.3 is a ##STR3## group, n is 0, 1 or 2,R.sup.8 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 haloalkyl, nitro, --COOR.sup.14, C.sub.1 -C.sub.4 haloalkoxy, --O--CR.sup.15 R.sup.16 --CN,R.sup.9 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkoxyalkyl oder C.sub.2 -C.sub.4 alkoxylkoxy,R.sup.10 and R.sup.11 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.12 and R.sup.13 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.14 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl, or is C.sub.1 -C.sub.4 alkyl which is substituted by C.sub.1 -C.sub.4 alkoxy, halogen or phenyl, andR.sup.15 and R.sup.16 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl, and the salts thereof have useful selective herbicidal properties for controlling weeds in crops of useful plants.
摘要:
N-Phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinylureas of the general formula I ##STR1## wherein A is a radical of the formula --C.tbd.C--R,m is 1 or 2,E is the methine group or nitrogen,Z is oxygen or sulfur,R is hydrogen; unsubstituted or substituted, branched or unbranched C.sub.1 -C.sub.9 alkyl; unsubstituted or substituted C.sub.3 -C.sub.9 cycloalkyl; unsubstituted or substituted phenyl; or an unsubstituted or substituted 5- or 6-membered aromatic heterocyclic ring,R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or a radical --Y--R.sub.5,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.1 -C.sub.4 haloalkyl, or a radical --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8,R.sub.3 and R.sub.4, each independently of the other, are hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, halogen, C.sub.2 -C.sub.5 alkoxyalkyl, --NR.sub.9 R.sub.10 or --O--CH.sub.2 --CH.sub.2 --NR.sub.9 R.sub.10,R.sub.5 and R.sub.6, each independently of the other, are C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl, C.sub.1 -C.sub.5 haloalkyl, C.sub.2 -C.sub.5 haloalkenyl or C.sub.2 -C.sub.6 alkoxyalkyl,R.sub.7 and R.sub.8, each independently of the other, are hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl,R.sub.9 is hydrogen, methyl or ethyl,R.sub.10 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, methoxymethyl, cyanomethyl, cyanoethyl, C.sub.3 -C.sub.5 alkenyl or C.sub.3 -C.sub.6 alkynyl, andY is oxygen, sulfur, a sulfinyl or sulfonyl bridgeand the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases, have good preemergence and postemergence selective herbicidal and growth regulating properties.
摘要:
N-Pyridinesulfonyl-N'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## in which R.sub.1 and R.sub.2 independently of one another are hydrogen, C.sub.1 -C.sub.8 alkyl or C.sub.3 -C.sub.8 cycloalkyl; C.sub.2 -C.sub.8 alkyl or C.sub.3 -C.sub.8 cycloalkyl substituted by halogen; C.sub.1 -C.sub.8 alkyl or C.sub.3 -C.sub.8 cycloalkyl substituted by --NR.sub.5 R.sub.6, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkyl-S(O).sub.n --; C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl substituted by C.sub.2 -C.sub.4 alkenyl, C.sub.5 -C.sub.6 cycloalkenyl, C.sub.2 -C.sub.6 alkynyl or C.sub.4 -C.sub.8 alkadienyl; or C.sub.2 -C.sub.4 alkenyl, C.sub.5 -C.sub.6 cycloalkenyl and C.sub.4 -C.sub.8 alkadienyl substituted by halogen; or R.sub.1 and R.sub.2 together are a 4-5-membered C.sub.4 -C.sub.10 alkylene chain which can be interrupted by oxygen, sulfur or N--R.sub.7 ; R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 - C.sub.4 alkylthio; C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio substituted by halogen; R.sub.4, R.sub.5, R.sub.6 and R.sub.7 independently of one another are hydrogen or C.sub.1 -C.sub.4 alkyl; n is 0, 1 or 2; X is C.sub.1 -C.sub.3 alkyl, or C.sub.1 -C.sub.3 alkyl which is substituted by 1 to 3 halogens; C.sub.1 -C.sub.3 alkoxy, or C.sub.1 -C.sub.3 alkoxy which is substituted by 1 to 3 halogens; Y is halogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkyl which is substituted by 1 to 3 halogens; C.sub.1 -C.sub.3 alkoxy, or C.sub.1 -C.sub.3 alkoxy which is substituted by 1 to 3 halogens; cyclopropyl, methylamino or dimethylamino; and E is nitrogen or the methine group, and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases have good selective herbicidal and growth-regulating properties when used pre- and post-emergence.
摘要:
(Cyclopropyl-triazinyl- and cyclopropyl-pyrimidinyl-)pyridylsulfonylureas of formula I ##STR1## wherein R and R.sub.1 are each independently of the other hydrogen or methyl;R.sub.2 is methyl, methoxy or ethoxy; andE is nitrogen or the methine group;and the salts of those compounds, have good selective herbicidal properties. The preparation of those compounds and the use thereof as herbicidal active ingredients are described.