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:
The invention relates to novel suylfonylureas of the formula I ##STR1## wherein R.sub.1 is hydrogen or C.sub.1 -C.sub.5 alkyl,R.sub.2 and R.sub.3, each independently of the other, are hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkylthio, C.sub.1 -C.sub.5 haloalkyl, halogen, C.sub.1 -C.sub.5 haloalkylthio, C.sub.1 -C.sub.4 alkylamino, C.sub.1 -C.sub.4 dialkylamino, an alkoxyalkyl group or alkoxyalkoxy group, each containing not more than 6 carbon atoms,Z is oxygen or sulfur,E is --CH.dbd. or --N.dbd., andQ is an unsubstituted or substituted 6-membered heterocyclic radical containing 2 to 3 nitrogen atoms and bound through a carbon atom,and the salts thereof.A process for the preparation of the novel compounds and the use thereof are also described. The compounds of formula I can be used in the form of agriculturally useful compositions for controlling weeds and/or for selectively influencing plant growth.
摘要:
Substituted N-arylsulfonyl-N'-pyrimidinylureas and N-arylsulfonyl-N'-triazinylureas of the general formula ##STR1## wherein R.sup.1 is a ##STR2## R.sup.2 is hydrogen, halogen, nitro, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or --COOR.sup.9,R.sup.3 is hydrogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy,R.sup.4 and R.sup.5 are each independently of the other 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.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.3 -C.sub.6 -cycloalkyl or --NR.sup.10 R.sup.11,R.sup.6 is hydrogen or C.sub.1 -C.sub.3 alkyl,R.sup.7 is hydrogen or methyl,R.sup.8 is C.sub.4 -C.sub.6 cycloalkanonyl which is unsubstituted or substituted by C.sub.1-C.sub.3 alkyl or halogen; C.sub.3 -C.sub.6 cycloalkyl which is unsubstituted or substituted by one or more identical or different members selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, halogen or cyano; or is C.sub.5 -C.sub.6 cycloalkenyl which is unsubstituted or substituted by C.sub.1 14 C.sub.3 alkyl, halogen or cyano,R.sup.9 is C.sub.1 -C.sub.3 alkyl or allyl,R.sup.10 and R.sup.11 are each independently of the other hydrogen or C.sub.1 -C.sub.4 alkyl,n is 0 or 1,X is sulfur or oxygen, andE and Z are each independently of the other nitrogen or the methine bridge, with the proviso that R.sup.8 is only unsubstituted or substituted C.sub.3 -C.sub.6 cycloalkyl if at the same time Z is nitrogen,and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases, have good pre- and postemergence selective herbicidal and growth regulating properties.
摘要:
The 2-phenylpyrimidines, 2-naphthylpyrimidines and 2-heterocyclylpyrimidines of the formula I ##STR1## wherein Hal is a halogen atom and Q is a substituted phenyl or naphthyl radical or a heterocyclic ring which is unsaturated, partly saturated and/or fused to a benzene ring, are able to protect cultivated plants from the phytotoxic action of herbicides. The cultivated plants are preferably sorghum, cereals, maize, rice and soybeans, and the herbicides are chloroacetanilides or other compounds having herbicidal action.
摘要:
N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal or alkaline earth metal bases or quaternary ammonium bases have good pre-emergence and post-emergence selective herbicidal properties and growth-regulating properties.In this formula, A is a C.sub.1 -C.sub.6 -alkyl radical which is substituted by halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, C.sub.1 -C.sub.4 -halogenoalkoxy, C.sub.1 -C.sub.4 -halogenoalkylthio, C.sub.1 -C.sub.4 -halogenoalkylsulfinyl or C.sub.1 -C.sub.4 -halogenoalkylsulfonyl, or is a C.sub.2 -C.sub.6 -alkenyl radical substituted by the above radicals, 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, C.sub.2 -C.sub.5 -alkenyl or a --Y--R.sub.5 radical, 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 -halogenoalkyl or a --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8 radical, R.sub.3 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 -halogenoalkyl, halogen, C.sub.1 -C.sub.4 -halogenoalkoxy or alkoxyalkyl having not more than 4 carbon atoms, R.sub.4 is C.sub.1 -C.sub.4 -halogenoalkoxy or C.sub.1 -C.sub.4 -halogenoalkylthio, 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 hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl and Y is oxygen, sulfur or a sulfinyl or sulfonyl bridge, and A can also be an unsubstituted C.sub.2 -C.sub.6 -alkenyl radical if X is simultaneously oxygen.
摘要:
The claimed invention is a pyrazine of the formula: ##STR1## where Z is oxygen or sulfur and R is C.sub.1 -C.sub.4 alkyl, phenyl or benzyl. The pyrazine ring may be variously further substituted. The above noted pyrazines are useful as intermediates in the production of herbicides.
摘要:
The invention relates to N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N-triazinylureas of the general formula ##STR1## wherein Q is selected from a radical ##STR2## Z is oxygen or sulfur, E is nitrogen or .dbd.CH--,R.sub.2 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.3 alkoxy, andR.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 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.2 -C.sub.5 alkoxyalkoxy or --NR.sub.5 R.sub.6, wherein R.sub.5 and R.sub.6 are hydrogen or C.sub.1 -C.sub.4 alkyl,and to the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases. These compounds have good pre- and postemergence selective herbicidal and growth regulating properties.
摘要:
Phenylpyrimidines of the formula I as defined below are suitable as antidotes for protecting cultivated plants from phytotoxic effects caused by herbicides. These antidotes, either together with the herbicides or also by themselves, are applied to the plants or incorporated in the soil in which the plants grow, or they are used to treat the seeds of the plants. Suitable herbicides are those belonging to the class of the haloacetanilides, haloacetamides, thiocarbamates, carbamates, nitroanilides, triazines, phenylureas, haloacetic acids, phenoxy- and pyridyloxyphenoxyalkanecarboxylic acid derivatives, benzoic acid derivatives etc. The phenylpyrimidines have the formula I ##STR1## wherein for example, R.sub.1 and R.sub.3 are halogen.
摘要:
N-phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the general formula ##STR1## and the salts thereof with amines, alkali metal or alkaline earth metal bases or with quaternary ammonium bases, have good pre- and postemergence selective herbicidal and growth regulating properties. In the above formulaA is a C.sub.1 -C.sub.6 alkyl radical which is substituted by C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 haloalkylsulfinyl or C.sub.1 -C.sub.4 haloalkylsulfonyl, or a C.sub.2 -C.sub.6 alkenyl radical which is unsubstituted or substituted by the above substituents, or is a C.sub.2 -C.sub.6 haloalkenyl radical,E is the methine group or nitrogen,X is oxygen, sulfur, a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,m is 1 or 2,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, halogen or alkoxyalkyl of at most 4 carbon atoms,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,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, andY is oxygen, sulfur, a sulfinyl or sulfonyl bridge.
摘要:
A novel process for the preparation of 3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide of the formula I ##STR1## reacting a 5-halo-2,3-dihydro-2-methylbenzo[b]furan of the formula II ##STR2## wherein Hal is chlorine or bromine, with chlorosulfonic acid to give a 6-halo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl chloride of formula III ##STR3## wherein Hal is chlorine or bromine, converting this sulfonyl chloride with ammonia into a 6-halo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide of formula IV ##STR4## wherein Hal is chlorine or bromine, dehalogenating this sulfonamide with hydrogen in the presence of a tertiary amine and a noble metal catalyst, and hydrogenating the resultant 2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide of formula V ##STR5## with hydrogen in the presence of a noble metal catalyst.