Patents by Inventor Willy Meyer
Willy Meyer has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 5597779Abstract: N-Phenylsulfonyl-N'-pyrimidinylureas and -thioureas of formula I ##STR1## in which X is oxygen, sulfur, SO or SO.sub.2 ; W is oxygen or sulfur; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, iodine, (X).sub.n R.sub.3, NO.sub.2, NR.sub.4 R.sub.5, ##STR2## or cyano; n is the number 0 or 1; R.sub.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1-4 halogen atoms, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio; or C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkenyl which is substituted by 1-4 halogen atoms; R.sub.4 is hydrogen, CH.sub.3 O, CH.sub.3 CH.sub.2 O or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.6 is hydrogen, methyl or ethyl; R.sub.7 is hydrogen or methyl; Z is ##STR3## E is methine; R.sub.8 is 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 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.2 -C.sub.5 alkoxyalkyl, C.Type: GrantFiled: April 10, 1995Date of Patent: January 28, 1997Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Patent number: 5563074Abstract: The present invention relates to monoclonal antibodies that are distinguished by a high degree of selectivity and affinity towards triasulfurone and that are therefore outstandingly suitable for use in an immunoassay for the rapid and effective detection of triasulfurone. The present invention relates also to hybridoma cell lines that produce the said monoclonal antibodies and to immunological methods for the detection of triasulfurone in soil, water or air samples using the said monoclonal antibodies and to test kits that may be used in those detection methods.Type: GrantFiled: July 15, 1994Date of Patent: October 8, 1996Assignee: Ciba-Geigy CorporationInventors: Jean-Marc Schlaeppi, Klaus Ramsteiner, Willy Meyer
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Patent number: 5552368Abstract: N-Phenylsulfonyl-N'-pyrimidinyl-,-N'-triazinyl-and-N'-triazolylureas and-thioureas of formula I ##STR1## in which X is oxygen, sulfur, SO or SO.sub.2 ; W is oxygen or sulfur; R.sub.1 is hydrogen or methyl;R.sub.2 is hydrogen, fluorine, chlorine, bromine, iodine, (X).sub.n R.sub.3, NO.sub.2, NR.sub.4 R.sub.5,--C.tbd.CR.sub.6, ##STR2## or cyano; n is the number 0 or 1;R.sub.3, is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1-4 halogen atoms, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio; or C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkenyl which is substituted by 1-4 halogen atoms; R.sub.4 is hydrogen, CH.sub.3 O, CH.sub.3 CH.sub.2 O or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.6 is hydrogen, methyl or ethyl; R.sub.7 is hydrogen or methyl; Z is ##STR3## E is methine or nitrogen; R.sub.8 is 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 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.Type: GrantFiled: May 26, 1995Date of Patent: September 3, 1996Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Patent number: 5519148Abstract: Sulfonylcarbamates and sulfonylthiocarbamates which are useful as intermediates for the preparation of N-phenylsulfonyl-N'-pyrimidinyl (or triazinyl or triazolyl)-ureas (or thioureas), said intermediates being of the formula: ##STR1## whererin X is oxygen, sulfur, SO or SO.sub.2 ; W is oxygen or sulfur, R.sub.2 is hydron, fluorine, chlorine bromine, iodine, (X).sub.n R.sub.3, NO.sub.2, NR.sub.4 R.sub.5, --C.tbd.CR.sub.6, ##STR2## or cyano; n is the number 0 or 1; R.sub.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1-4 halogen atoms, C.sub.1 -C.sub.3 alkosy or C.sub.1 -C.sub.3 -alkylthio; or C.sub.2 -C.sub.4 alkenyl or C.sub.2 C.sub.4 alkenyl which is substituted by 1-4 halogen atoms; R.sub.4 is hydrogen, CH.sub.3 O, CH.sub.3 CH.sub.2 O or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen of C.sub.1 -C.sub.3 alkyl; R.sub.6 is hydrogen, methyl or ethyl; R.sub.7 is hydrogen or methyl; and R.sub.15 is phenyl or phenyl which is substituted by C.sub.1 -C.sub.4 alkly or halogen.Type: GrantFiled: May 26, 1995Date of Patent: May 21, 1996Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Patent number: 5489695Abstract: N-Phenylsulfonyl-N'-pyrimidinyl-,-N'-triazinyl- and-N'-triazolylureas and -thioureas of formula I ##STR1## in which X is oxygen, sulfur, SO or SO.sub.2 ; W is oxygen or sulfur, R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, iodine, (X).sub.n R.sub.3, NO.sub.2, NR.sub.4 R.sub.5, --C.tbd.CR.sub.6, ##STR2## or cyano; n is the number 0 or 1; R.sub.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1-4 halogen atoms, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio; or C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkenyl which is substituted by 1-4 halogen atoms; R.sub.4 is hydrogen, CH.sub.3 O, CH.sub.3 CH.sub.2 O or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.6 is hydrogen, methyl or ethyl; R.sub.7 is hydrogen or methyl; Z is ##STR3## E is methine or nitrogen; R.sub.8 is 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 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.Type: GrantFiled: May 26, 1995Date of Patent: February 6, 1996Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Phenylsulfonylchloride intermediates useful for the preparation of herbicidally active sulfonylureas
Patent number: 5412107Abstract: N-Phenylsulfonyl-N'-pyrimidinyl-, -N'-triazinyl- and -N'-triazolylureas and -thioureas of formula I ##STR1## in which X is oxygen, sulfur, SO or SO.sub.2 ; W is oxygen or sulfur; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, iodine, (X).sub.n R.sub.3, NO.sub.2, NR.sub.4 R.sub.5, --C.tbd.CR.sub.6, ##STR2## or cyano; n is the number 0 or 1; R.sub.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1-4 halogen atoms, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio; or C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkenyl which is substituted by 1-4 halogen atoms; R.sub.4 is hydrogen, CH.sub.3 O, CH.sub.3 CH.sub.2 O or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.6 is hydrogen, methyl or ethyl; R.sub.7 is hydrogen or methyl; Z is ##STR3## E is methine or nitrogen; R.sub.8 is 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 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.Type: GrantFiled: November 19, 1993Date of Patent: May 2, 1995Assignee: Ciba-Geigy CorporationInventor: Willy Meyer -
Patent number: 5359135Abstract: The present invention relates to monoclonal antibodies that are distinguished by a high degree of selectivity and affinity towards triasulfurone and that are therefore outstandingly suitable for use in an immunoassay for the rapid and effective detection of triasulfurone. The present invention relates also to hybridoma cell lines that produce the said monoclonal antibodies and to immunological methods for the detection of triasulfurone in soil, water or air samples using the said monoclonal antibodies and to test kits that may be used in those detection methods.Type: GrantFiled: November 29, 1993Date of Patent: October 25, 1994Assignee: Ciba-Geigy CorporationInventors: Jean-Marc Schlaeppi, Klaus Ramsteiner, Willy Meyer
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Patent number: 5306693Abstract: N-phenylsulfonyl-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.Type: GrantFiled: August 18, 1992Date of Patent: April 26, 1994Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Patent number: 5286709Abstract: N-Phenylsulfonyl-N'-pyrimidinylureas and -thioureas of formula I ##STR1## in which X is oxygen, sulfur, SO or SO.sub.2 ; W is oxygen or sulfur; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, iodine, (X).sub.n R.sub.3, NO.sub.2, NR.sub.4 R.sub.5,--C.tbd.CR.sub.6, ##STR2## or cyano; n is the number 0 or 1; R.sub.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1-4 halogen atoms, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio; or C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkenyl which is substituted by 1-4 halogen atoms; R.sub.4 is hydrogen, CH.sub.3 O, CH.sub.3 CH.sub.2 O or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.6 is hydrogen, methyl or ethyl; R.sub.7 is hydrogen or methyl; Z is ##STR3## R.sub.10 is hydrogen, fluorine, chlorine, methyl, trifluoromethyl, CH.sub.3 O, CH.sub.3 CH.sub.2 O, CH.sub.3 S, CH.sub.3 SO, CH.sub.3 SO.sub.2 or cyano; R.sub.11 is methyl, ethyl, CH.sub.3 O, CH.sub.3 CH.sub.Type: GrantFiled: February 8, 1993Date of Patent: February 15, 1994Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Patent number: 5220062Abstract: There is disclosed a multi-step process for the preparation of benzenesulfonamides of general formula ##STR1## wherein R is 3,3-difluorobutyl or 3,3-difluorobuten-1-yl. The benzenesulfonamides obtainable by the process of the invention are intermediates for the synthesis of herbicidally active sulfonyl ureas.Type: GrantFiled: April 29, 1992Date of Patent: June 15, 1993Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Urs Siegrist
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Patent number: 5209771Abstract: N-Phenylsulfonyl N'-triazinylureas and -thioureas of formula I ##STR1## in which X is oxygen, sulfur, SO or SO.sub.2 ; W is oxygen or sulfur; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, iodine, (X).sub.n R.sub.3, NO.sub.2, NR.sub.4 R.sub.5, --C.tbd.CR.sub.6, ##STR2## or cyano; n is the number 0 or 1; R.sub.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1-4 halogen atoms, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio; or C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkenyl which is substituted by 1-4 halogen atoms; R.sub.4 is hydrogen, CH.sub.3 O, CH.sub.3 CH.sub.2 O or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.6 is hydrogen, methyl or ethyl; R.sub.7 is hydrogen or methyl; Z is ##STR3## E is nitrogen; R.sub.8 is 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 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.2 -C.sub.Type: GrantFiled: January 21, 1992Date of Patent: May 11, 1993Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Patent number: 5166430Abstract: A 2-(2-halogenoethylthio)-phenylsulfonamide of the formula I ##STR1## in which Z.sub.1 and Z.sub.2 independently of one another are hydrogen, fluorine or chlorine, is prepared by a process wherein:a) a 2-halogenophenylsulfonamide of the formula II ##STR2## in which X is fluorine, chlorine or bromine, is converted, in the presence of a base, together with a mercaptan of the formula IIIR-SH (III)in which R is C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkyl substituted by phenyl, into a 2-sulfenylphenylsulfonamide,b) this compound is oxidized to give the 2-sulfinylphenylsulfonamide,c) the resulting 2-sulfinylphenylsulfonamide is converted, in the presence of an acid, into the disulfide of the formula VI ##STR3## d) the disulfide of the formula VI is reduced to the 2-mercaptophenylsulfonamide,e) this compound is then converted, by means of a trialkylamine of the formula X(R.sub.1).sub.3 N (X)in which R.sub.1 is C.sub.1 -C.sub.Type: GrantFiled: September 20, 1990Date of Patent: November 24, 1992Assignee: Ciba-Geigy CorporationInventors: Henry Szczepanski, Willy Meyer, Franz Weibel
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Patent number: 5163996Abstract: 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.Type: GrantFiled: August 12, 1991Date of Patent: November 17, 1992Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Patent number: 5104440Abstract: 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.Type: GrantFiled: May 8, 1991Date of Patent: April 14, 1992Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Dieter Reinehr, Konrad Oertle, Rolf Schurter
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Patent number: 5096917Abstract: Novel trisubstituted indole compounds of formula ##STR1## wherein R is straight-chain C.sub.2 -C.sub.4 alk-1-en-1-yl, and their salts can be used as pharmaceutical active ingredients and can be manufactured in a manner known per se.Type: GrantFiled: April 29, 1991Date of Patent: March 17, 1992Assignee: Ciba-Geigy CorporationInventors: Alfred Sallmann, Willy Meyer
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Patent number: 5087749Abstract: 2-(2-haloethylthio)-phenylsulfonamides of formula I ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.5 alkyl or C.sub.2 -C.sub.5 alkenyl and Z is hydrogen, fluorine or chlorine, are prepared by converting a phenylsulfonamide of formula II ##STR2## wherein Y is a tertiary alkyl group or a silyl group in succession and without isolating intermediates, witha) a strong base MeA, wherein Me is sodium or potassium, A is hydrogen, OH, NH.sub.2 or OR.sub.5 and R.sub.5 is C.sub.1 -C.sub.5 alkyl, into the compound of formula III ##STR3## converting that compound with b) one equivalent of n-butyllithium andc) sulfurinto the compound of formula IV ##STR4## reacting that compound with d) a 2-halofluoroethane of the formula X--CH.sub.2 CHF--Z wherein X is chlorine or bromine, to form a phenylsulfonamide of formula VI ##STR5## and then removing the group Y.Type: GrantFiled: December 3, 1990Date of Patent: February 11, 1992Assignee: Ciba-Geigy CorporationInventors: Bernard Wirz, Willy Meyer, Wolfgang Stutz
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Patent number: 5041603Abstract: 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.Type: GrantFiled: January 12, 1990Date of Patent: August 20, 1991Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Dieter Reinehr, Konrad Oertle, Rolf Schurter
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Patent number: 4999426Abstract: Compounds of formula I ##STR1## in which R is H, or an aliphatic or aromatic radical, R.sup.1 is alkyl, R.sup.2 is alkyl, alkoxy, aryl, aryloxy, aralkyl, alkaryl, aralkyloxy, alkaryloxy, alkaralkyl or alkaralkyloxy, and one of R.sup.1 and R.sup.2 is H and the other has the meaning given above. These compounds are intermediates for the preparation of herbicidal sulfonylureas.Type: GrantFiled: July 26, 1989Date of Patent: March 12, 1991Assignee: Ciba-Geigy CorporationInventors: Adrian Waldner, Willy Meyer
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Patent number: 4978383Abstract: 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.Type: GrantFiled: September 19, 1985Date of Patent: December 18, 1990Assignee: Ciba-Geigy CorporationInventors: Erfinders K. Gass, Werner Fory, Willy Meyer, Werner Topfl
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Patent number: 4952726Abstract: N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## wherein A is 3,3,3-trifluoropropyl or 3,3-difluorobutyl,R.sup.1 is hydrogen, halogen, nitro, cyano, 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 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfonyl, C.sub.1 -C.sub.4 -alkylsulfonyl, --CO--R.sup.6, --NR.sup.7 R.sup.8, --CO--NR.sup.9 R.sup.10 or --SO.sub.2 --NR.sup.11 R.sup.12,R.sup.2 is hydrogen, halogen, 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 -alkysulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,R.sup.3 and R.sup.4 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.2 -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.1 -C.sub.4 -alkoxy or --NR.sup.13 R.sup.13,R.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy,R.sup.6 is C.sub.1 -C.Type: GrantFiled: November 21, 1989Date of Patent: August 28, 1990Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Konrad Oertle