摘要:
N-phenyl-sulfonyl-N'-pyrimidinyl- and -triazinyl-ureas of formula I ##STR1## wherein R is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.1 -C.sub.4 haloalkyl, COO--R.sub.2 or A--R.sub.3 ;R.sub.2 is C.sub.1 -C.sub.5 alkyl;R.sub.3 is C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.4 alkoxyalkyl or C.sub.1 -C.sub.5 haloalkyl;X is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen; C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkoxy mono- to tri-substituted by halogen;A is oxygen, sulfur, SO or SO.sub.2 ;Y is halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen; C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkoxy mono- to tri-substituted by halogen; cyclopropyl, methylamino or dimethylamino;E is nitrogen or the methine group; andZ is fluorine or chlorine; and the salts of those with amines, alkali or alkaline earth metal bases or with quaternary ammonium bases have good pre- and post-emergence selective herbicidal and growth-regulating properties.
摘要:
The invention relates to N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N-triazinylures of the general formula ##STR1## wherein R.sub.1 is hydrogen, halogen, nitro, amino, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.4 haloalkyl or a --Q--R.sub.7, --CO--OR.sub.8 or --(CO).sub.n --NR.sub.9 R.sub.10 radical,R.sub.2 is 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 containing not more than 4 carbon atoms,R.sub.3 is C.sub.2 -C.sub.10 alkenyl which is substituted by one or more fluorine or bromine atoms or by one or more hydroxyl, cyano, nitro, --(Y).sub.m --CO--(Z).sub.n --R.sub.8, --SO.sub.2 --NR.sub.11 R.sub.12, --S(O).sub.P --C.sub.1 -C.sub.3 haloalkyl or --S(O).sub.n --C.sub.1 -C.sub.3 alkyl groups and which may additionally be substituted by one or more chlorine atoms,R.sub.4 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 haloalkoxy,R.sub.5 is hydrogen, halogen, --NR.sub.13 R.sub.14, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.2 haloalkoxy,R.sub.6 is hydrogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy,X is oxygen or sulfur, andE is nitrogen or the methine group, and R.sub.7 is C.sub.1 -C.sub.4 alkyl which is substituted by halogen or C.sub.1 -C.sub.3 alkoxy or is C.sub.3 -C.sub.5 alkenyl,R.sub.8 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl or C.sub.2 -C.sub.6 alkoxyalkyl, R.sub.9, R.sub.10, R.sub.11, R.sub.12, R.sub.13 and R.sub.14, each independently of the other, are hydrogen or C.sub.1 -C.sub.3 alkyl,Q is oxygen, sulfur, the sulfinyl or sulfonyl bridge,Y is oxygen, sulfur or --NR.sub.16 --, wherein R.sub.16 is hydrogen or C.sub.1 -C.sub.3 alkyl,Z is oxygen, sulfur or --NR.sub.17 --, wherein R.sub.17 is hydrogen or C.sub.1 -C.sub.3 alkyl, m and n are each 0 or 1, andp is 0, 1 or 2, and to the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases.These compounds have good pre- and postemergence selective herbicidal and growth regulating properties.
摘要:
The invention relates to N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N-triazinylureas of the general formula ##STR1## wherein R.sub.1 is hydrogen, halogen, nitro, amino, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.4 haloalkyl or a --Q--R.sub.7, --CO--OR.sub.8 or --(CO).sub.n --NR.sub.9 R.sub.10 radical,R.sub.2 is 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 containing not more than 4 carbon atoms,R.sub.3 is C.sub.2 -C.sub.10 alkenyl which is substituted by one or more fluorine or bromine atoms or by one or more hydroxyl, cyano, nitro, --(Y).sub.m --CO--(Z).sub.n --R.sub.8, --SO.sub.2 --NR.sub.11 R.sub.12, --S(O).sub.p --C.sub.1 -C.sub.3 haloalkyl or --S(O).sub.n --C.sub.1 -C.sub.3 alkyl groups and which may additionally be substituted by one or more chlorine atoms,R.sub.4 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 haloalkoxy,R.sub.5 is hydrogen, halogen, --NR.sub.13 R.sub.14, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.2 haloalkoxy,R.sub.6 is hydrogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy,X is oxygen or sulfur, andE is nitrogen or the methine group, andR.sub.7 is C.sub.1 -C.sub.4 alkyl which is substituted by halogen or C.sub.1 -C.sub.3 alkoxy or is C.sub.3 -C.sub.5 alkenyl,R.sub.8 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl or C.sub.2 -C.sub.6 alkoxyalkyl,R.sub.9, R.sub.10, R.sub.11, R.sub.12, R.sub.13 and R.sub.14, each independently of the other, are hydrogen or C.sub.1 -C.sub.3 alkyl,Q is oxygen, sulfur, the sulfinyl or sulfonyl bridge,Y is oxygen, sulfur or --NR.sub.16 --, wherein R.sub.16 is hydrogen or C.sub.1 -C.sub.3 alkyl,Z is oxygen, sulfur or --NR.sub.17 --, wherein R.sub.17 is hydrogen or C.sub.1 -C.sub.3 alkyl,m and n are each 0 or 1, andp is 0, 1 or 2, and to the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases.These compounds have good pre- and postemergence selective herbicidal and growth regulating properties.
摘要:
N-phenylsulfonyl-N'-triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal bases and alkaline earth metal bases or with quaternary ammonium bases, have good selective herbicidal and plant growth regulating properties when applied pre- and postemergence.In the formulaR.sub.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.5 alkenyl or C.sub.1 -C.sub.4 alkoxycarbonyl,R.sub.2 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy, each unsubstituted or substituted by 1 to 3 halogen atoms,R.sub.3 is halogen, hydrogen, --NR.sub.4 R.sub.5, C.sub.1 -C.sub.3 alkyl, unsubstituted or substituted by 1 to 3 halogen atoms or C.sub.1 -C.sub.4 alkoxy, or is C.sub.1 -C.sub.3 alkoxy, unsubstituted or substituted by methoxy, ethoxy, or 1 to 3 halogen atoms,R.sub.4 is hydrogen or methyl,R.sub.5 is hydrogen, C.sub.1 -C.sub.2 alkyl or methoxy,A is C.sub.1 -C.sub.4 alkylene or C.sub.2 -C.sub.4 alkenylene, each unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, andQ is cyano or --COB in which B is alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms; phenyl; phenyl substituted with cyano, nitro, halo, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, or haloalkyl of 1 to 3 carbon atoms; amino; alkylamino of 1 to 4 carbon atoms; or dialkylamino of 1 to 4 carbon atoms in each alkyl group.
摘要:
Novel substituted N-sulfonyl-N'-pyrimidinylureas or N-sulfonyl-N'-triazinylureas of the formula I ##STR1## have good pre- and postemergence selective herbicidal and growth regulating properties.In this formulaE is nitrogen or --CH.dbd.,the group ##STR2## is a phenyl, naphthyl, furyl, thiophenyl, pyrrole or pyridinyl radical which is substituted in accordance with the definitions ofR.sup.1 and R.sup.2,R.sup.3 and R.sup.4 are hydrogen, lower alkyl or lower alkoxy, or one of R.sup.3 and R.sup.4 may also be halogen, lower alkenyl, lower haloalkenyl, lower haloalkoxy, amino, lower alkylamino, --CH(OCH.sub.3).sub.2, a cyclized ketal group or a saturated 5- or 7-membered heterocycle which is bound through the nitrogen atom,R.sup.5 is hydrogen, lower alkyl, lower haloalkyl, or an unsubstituted or substituted phenyl, benzyl or naphthyl radical, andR.sup.6 is an alkyl, acyl or acylamido radical which is bound through sulfur or a sulfinyl or sulfonyl group and is as defined in the description, or is a 5- to 7-membered heterocyclic amino radical which is bound through the nitrogen atom.These compounds are particularly suitable for selectively controlling weeds in crops of cereals.
摘要:
N-(3,4-Dihydro-2,2-dioxo-1,2-benzoxathiin-8-ylsulfonyl)-N'-pyrimidinylureas, N-(3,4-dihydro-2,2-dioxo-1,2-benzoxathiin-8-ylsulfonyl)-N'-triazolylureas and N-(3,4-dihydro-2,2-dioxo-1,2-dioxo-1,2-benz-oxathiin-8-ylsulfonyl)-N'-triazinylureas of the formula ##STR1## wherein R.sup.1 is hydrogen, halogen, nitro, 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 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.2 -C.sub.5 alkoxyalkoxy,R.sup.2 and R.sup.3 are each independently of the other hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.4 is hydrogen, methyl or ethyl,W is oxygen or sulfur, andA is a radical ##STR2## in which formulae the substituents E.sup.1, E.sup.2, X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, X.sup.7, X.sup.8, Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, Y.sup.6 1, Y.sup.8, Y.sup.8 1, Z.sup.3 and Z.sup.5 are customary organic radicals, and the salts thereof with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases have good pre- and postemergence selective herbicidal and growth regulating properties.
摘要:
N-Phenylsulfonyl-N'-pyrimidinylureas and -N'-triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal bases and alkaline earth metal bases or with quaternary ammonium bases, have good selective herbicidal and plant growth regulating properties when applied pre- and postemergence.In the formulaR.sub.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.5 alkenyl or C.sub.1 -C.sub.4 alkoxycarbonyl,R.sub.2 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy, each unsubstituted or substituted by 1 to 3 halogen atoms,R.sub.3 is halogen, hydrogen, --NR.sub.4 R.sub.5, C.sub.1 -C.sub.3 alkyl, unsubstituted or substituted by 1 to 3 halogen atoms of C.sub.1 -C.sub.4 alkoxy, or is C.sub.1 -C.sub.3 alkoxy, unsubstituted or substituted by methoxy, ethoxy, or 1 to 3 halogen atoms,R.sub.4 is hydrogen or methyl,R.sub.5 is hydrogen, C.sub.1 -C.sub.2 alkyl or methoxy,A is C.sub.1 -C.sub.4 alkylene or C.sub.2 -C.sub.4 alkenylene, each unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl,m is 0 or 1,E is nitrogen or the methine group,X is oxygen, sulfur, --SO-- or --SO.sub.2 --, andQ is hydroxyl, cyano or radicals selected from the group consisting of 5- or 6-membered heterocyclic rings and fused homologues, amines, acetals, esters, ketones, phenyls, sulfonic acid and carboxylic acids, which radicals may be further substituted and have functional structures.
摘要:
Novel substituted N-sulfonyl-N'-pyrimidinylureas or N-sulfonyl-N'-triazinylureas of the formula I ##STR1## have good pre- and postemergence selective herbicidal and growth regulating properties.In this formulaE is nitrogen or --CH.dbd.,the group ##STR2## is a phenyl, naphthyl, furyl, thiophenyl, pyrrole or pyridinyl radical which is substituted in accordance with the definitions of R.sup.1 and R.sup.2,R.sup.3 and R.sup.4 are hydrogen, lower alkyl or lower alkoxy, or one of R.sup.3 and R.sup.4 may also be halogen, lower alkenyl, lower haloalkenyl, lower haloalkoxy, amino, lower alkylamino, --CH(OCH.sub.3).sub.2, a cyclized ketal group or a saturated 5- to 7-membered heterocycle which is bound through the nitrogen atom,R.sup.5 is hydrogen, lower alkyl, lower haloalkyl, or an unsubstituted or substituted phenyl, benzyl or naphthyl radical, andR.sup.6 is an alkyl, acyl or acylamido radical which is bound through sulfur or a sulfinyl or sulfonyl group and is as defined in the description, or is a 5- to 7-membered heterocyclic amino radical which is bound through the nitrogen atom.These compounds are particularly suitable for selectively controlling weeds in crops of cereals.
摘要:
N-Pyrimidin-4-yl-N'-sulfonylureas of the formula I and the basic addition salts thereof have herbicidal properties and properties for regulating, especially inhibiting, plant growth: ##STR1## the symbols in this formula having the following meanings: Q is halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, nitro, amino, lower alkyl or dialkylamino, lower alkoxycarbonyl, formyl, lower alkoxyalkyl, lower alkoxyalkoxy, lower alkylthio, lower alkylsulfinyl or alkylsulfonyl, C.sub.1 -C.sub.4 -alkenyl or C.sub.1 -C.sub.4 -alkynyl,R.sub.1 is hydrogen, halogen, nitro, a ketal radical, a carbonyl radical substituted by allyl, haloalkyl, alkoxy or cycloalkyl, or is an oxime radical, a lower alkoxy, lower alkylthio, lower alkyl, lower alkylsulfinyl or sulfonyl group,R.sub.2 and R.sub.3 independently of one another are each hydrogen, halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, lower alkylthio, lower alkoxyalkyl, lower alkoxyalkoxy, amino, lower alkyl- or dialkylamino or cyclopropyl, and R.sub.2 and Q together can also form a 2-4-membered carbon chain, which is optionally interrupted by an oxygen or sulfur atom or by the group --NR.sub.5 --,R.sub.4 is hydrogen, halogen, lower alkyl, methoxy, nitro or trifluoromethyl,R.sub.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.3 -C.sub.4 -alkenyl,X is oxygen, sulfur, --NR.sub.5 --, ##STR2## --CH.dbd.CH-- or an annularly-linked phenyl ring, and Z is oxygen or sulfur.
摘要:
Phenylsulfonamides of Formula II ##STR1## wherein A is a radical of the formula --C.tbd.C--R;R is H, or an optionally substituted (i) C.sub.1 -C.sub.9 alkyl, (ii) C.sub.3 -C.sub.9 cycloalkyl, (iii) phenyl, or (iv) 5-or-6 membered heterocyclic ring;m is one or two;R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, or --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 haloalkenyl, --Y--R.sub.5, --COOR.sub.6, --NO.sub.2, or --CO--NR.sub.7 --R.sub.8 ;R.sub.5 and R.sub.6 are each independently C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, 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 are each independently 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, sulfinyl or sulfonyl bridge; or a salt thereof.