Additional Ring Containing Patents (Class 544/211)
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Patent number: 4659369Abstract: Novel furan- and thiophenesulfonamides such as 3-(1,3-dioxolan-2-yl)-N-[(4-methoxy-6-methyl-1,3-5-triazin-2-yl)aminocarbo nyl]-2-thiophenesulfonamide and N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-3-(1,3-dioxolan-2-yl)-2-thi ophenesulfonamide are highly active pre-emergent and/or post-emergent herbicides.Type: GrantFiled: July 16, 1985Date of Patent: April 21, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
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Patent number: 4658027Abstract: A process for the preparation of a 1-(2-oxyaminosulphonyl-phenylsulphonyl)-urea of the formula ##STR1## in which R.sup.1 is an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, aralkyl and aryl,R.sup.2 is hydrogen or an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl and aralkyl, andR.sup.3 is an optionally substituted and/or optionally fused six-membered aromatic heterocyclic radical containing at least one nitrogen atom,comprising reacting water with a benzodisultam of the formula ##STR2## at a temperature between 0.degree. C. and 100.degree. C. The products are herbicidally active.Type: GrantFiled: August 23, 1985Date of Patent: April 14, 1987Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Diehr, Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Uwe Priesnitz, Hans-Jochem Riebel, Wolfgang Roy
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Patent number: 4657908Abstract: The invention relates to carbonyl derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention where is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 and R.sup.2, same or different, are hydrogen or 1-10C alkyl, 3-8C cycloalkyl or 4-14C cycloalkylalkyl, each alkyl, cycloalkyl or cycloalkylalkyl optionally carrying one or more F, Cl or Br atoms, provided that one of R.sup.1 and R.sup.2 is halogen substituted, or R.sup.2 is hydrogen and R.sup.1 is R.sup.5 -E-W in which W is 2-6C alkylene optionally substituted by 1 or 2 1-4C alkyls, E is O, S, SO, SO.sub.2 or NR.sup.6 in which R.sup.6 is H or 1-6C alkyl, R.sup.5 is H or 1-6C alkyl optionally substituted by 1 or 2 1-4C alkyls, or R.sup.5 and R.sup.6 are joined to form a pyrrolidine, piperidine, morpholine, piperazine or N-methylpiperazine ring, or R.sup.2 is H and R.sup.Type: GrantFiled: February 12, 1985Date of Patent: April 14, 1987Assignees: ICI Americas, Inc., Imperial Chemical Industries PLCInventors: Tobias O. Yellin, David J. Gilman, Philip N. Edwards, Michael S. Large, Derrick F. Jones, Keith Oldham
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Patent number: 4656273Abstract: There is described a novel process for producing sulfonylureas of formula I ##STR1## wherein R.sub.1 is hydrogen or alkyl,R.sub.2 is ##STR2## E is .dbd.N-- or .dbd.CH--, R.sub.3 is alkyl, alkoxy or halogen,R.sub.4 is alkyl, cycloalkyl, alkoxy, halogen, alkoxy-alkyl, halo-alkyl or halo-alkoxy,R.sub.5 is hydrogen or alkyl,T is a substituted phenyl group ##STR3## Y is hydrogen or halogen, X is hydrogen, halogen, alkyl, halo-alkyl, alkenyl, halo-alkenyl, alkynyl, alkoxy, halo-alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, halo-alkylthio, alkylsulfonyloxy, phenylsulfonyloxy, phenylsulfonyloxy mono- or polysubstituted by alkyl, or is di-alkylsulfamoyl, andA is a bridge member which has 3 or 4 atoms and which contains 1 or 2 hetero atoms, selected from the group consisting of oxygen, sulfur and nitrogen,the said process comprising reacting a silfonamide of the formula IIT--SO.sub.2 --NH.sub.Type: GrantFiled: December 16, 1985Date of Patent: April 7, 1987Assignee: Ciba-Geigy CorporationInventor: Werner Topfl
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Patent number: 4655823Abstract: Certain substituted pyrimidine sulfonylureas, such as 3-[[[(4-dimethoxymethyl)-6-methylpyrimidin-2-yl]aminocarbonyl]aminosulfony l]-2-thiophenecarboxylic acid, methyl ester, are selective pre-emergence and/or post-emergence herbicides.Type: GrantFiled: May 15, 1985Date of Patent: April 7, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Rafael Shapiro
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Patent number: 4652304Abstract: A class of ortho-sulfamoyl sulfonamides are useful as pre-emergent or post-emergent herbicides and plant growth regulants.Type: GrantFiled: July 13, 1984Date of Patent: March 24, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Chi-Ping Tseng
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Patent number: 4648899Abstract: 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 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.Type: GrantFiled: April 23, 1986Date of Patent: March 10, 1987Assignee: Ciba-Geigy CorporationInventors: Karl Gass, Werner Fory, Willy Meyer, Werner Topfl
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Patent number: 4643760Abstract: 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.Type: GrantFiled: November 30, 1984Date of Patent: February 17, 1987Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Werner Fory
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Patent number: 4639264Abstract: N-Arylsulfonyl-N'-(4-mercaptomethyl-pyrimidinyl- and -triazinyl)-ureas of the formula ##STR1## (symbols in this formula defined below) and the salts of these compounds with amines, alkali metal bases or alkaline-earth metal bases or with ammonium bases, have good pre- and post-emergence-selective, herbicidal and growth-regulating properties.Type: GrantFiled: August 15, 1984Date of Patent: January 27, 1987Assignee: Ciga-Geigy CorporationInventor: Werner Topfl
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Patent number: 4632693Abstract: This invention relates to a novel herbicidal sulfonamide, agriculturally suitable compositions and a method for using it as an herbicide.Type: GrantFiled: February 14, 1985Date of Patent: December 30, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Craig L. Hillemann
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Patent number: 4632695Abstract: N-Phenylsulfonyl-N'-triazinylureas of the general formula I ##STR1## 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 applied pre- and postemergence. The symbols in formula I have the following meanings:R.sub.1 is hydrogen, halogen, nitro, cyano, or an alkyl, alkoxy, alkylthio, alkylsulfonyl, alkylcarbonyl, alkylcarbamoyl or alkoxycarbonyl group, each unsubstituted or substituted by halogen or alkoxy,R.sub.2 is hydrogen, halogen, alkyl, or an alkyl, alkoxy or alkylthio group, each unsubstituted or substituted by halogen or alkoxy,R.sub.3 is alkyl, haloalkyl, alkoxy or haloalkoxy,R.sub.4 is hydrogen, halogen, R.sub.3, alkylamino or dialkylamino,R.sub.Type: GrantFiled: December 6, 1985Date of Patent: December 30, 1986Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Rudolph C. Thummel, Werner Topfl, Willy Meyer, Dieter Durr
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Patent number: 4629496Abstract: N-(heterocycliccarbamoyl)arylsulfonamides, such as N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-hydroxybenzenesulfonamide , methanesulfonate are useful for plant growth retardation, brush control and weed control in crops.Type: GrantFiled: May 3, 1985Date of Patent: December 16, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: James J. Reap
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Patent number: 4629494Abstract: Certain substituted pyrimidine sulfonylureas, such as 3-[[[(4-(dimethoxymethyl)-6-methylpyrimidin-2-yl]aminocarbonyl]aminosulfon yl]-2-thiophenecarboxylic acid, methyl ester, are selective pre-emergence and/or post-emergence herbicides.Type: GrantFiled: April 15, 1985Date of Patent: December 16, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Rafael Shapiro
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Patent number: 4627873Abstract: N-(heterocyclicaminocarbonyl)arylsulfonamides in which the aryl radical is substituted in the 2-position by a carboxy radical, ester, thioester, or amide thereof; e.g. N-[(4,6-dimethylpyrimidin-2-yl)-aminocarbonyl]-2-methoxycarbonylbenzenesul fonamide or N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenze nesulfonamide; are useful for the regulation of plant growth and as pre-emergence and post-emergence herbicides.Type: GrantFiled: July 11, 1985Date of Patent: December 9, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
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Patent number: 4622065Abstract: The invention relates to herbicidally active sulfamoyl urea derivatives, including herbicidal formulations and uses thereof to control the growth of noxious plants, i.e., weeds.Type: GrantFiled: October 25, 1985Date of Patent: November 11, 1986Assignee: PPG Industries, Inc.Inventor: Barry Van Gemert
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Patent number: 4618363Abstract: 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 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.Type: GrantFiled: January 18, 1983Date of Patent: October 21, 1986Assignee: Ciba-Geigy CorporationInventors: Karl Gass, Werner Fory, Willy Meyer, Werner Topfl
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Patent number: 4609398Abstract: Specific fluoroethoxy pyrimidines and triazines are useful as general or selective preemergent and postemergent herbicides. Ortho-ethoxy and ortho-propoxy substituted benzenesulfonamides, such as 2-ethoxy-N-[[4-methoxy-6-(2,2,2-trifluoroethyoxy)-1,3,5-triazin-2-yl]amino carboxy]benzenesulfonamide and N-[[4-methoxy-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]aminocarbonyl]- 2-propoxybenzenesulfonamide, and their agriculturally suitable salts show preemergent and postemergent herbicial utility in corn.Type: GrantFiled: February 12, 1985Date of Patent: September 2, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventors: Michael D. Nicholson, Gerald A. Roy, Jr.
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Patent number: 4609395Abstract: Benzylsulfonylureas and arylsulfamoylureas are useful as pre-emergent and post-emergent herbicides and as plant growth regulants.Type: GrantFiled: December 26, 1984Date of Patent: September 2, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventors: Robert J. Pasteris, Mark E. Thompson
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Patent number: 4606755Abstract: This invention relates to ortho-(isoxazolyl, isothiazolyl, pyrazolyl, thiadiazolyl, oxadiazolyl, and triazolyl)benzenesulfonamides and their use as herbicides.Type: GrantFiled: December 21, 1984Date of Patent: August 19, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Morris P. Rorer
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Patent number: 4604133Abstract: Certain sulfonamide inner salts, such as 2-[N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]benzoic acid methyl ester, dimethylsulfonium inner salt, possess utility as herbicides.Type: GrantFiled: November 13, 1984Date of Patent: August 5, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Chi-Ping Tseng
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Patent number: 4604131Abstract: This invention relates to novel herbicidally active sulfonylurea compounds substituted in the positions ortho to the sulfonylurea bridge, agriculturally suitable compositions thereof and methods of their use as preemergent or postemergent herbicides or plant growth regulants.Type: GrantFiled: July 12, 1984Date of Patent: August 5, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mary A. Hanagan
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Patent number: 4604465Abstract: Compounds useful for inhibiting gastric acid secretion and for the treatment of peptic ulcers caused or exacerbated by gastric acidity having the following formula (I): ##STR1## in which R.sup.1 and R.sup.2, are H, C.sub.1-10 alkyl, C.sub.3-8 cycloalkyl or cycloalkylalkyl in which the alkyl part is C.sub.1-6 and the cycloalkyl part is C.sub.3-8, each of the alkyl, cycloalkyl and cycloalkylalkyls being optionally substituted by one or more halogens selected from F, Cl and Br, provided that at least one of R.sup.1 and R.sup.2 is a halogen substituted alkyl, cycloalkyl or cycloalkylalkyl and provided that there is no halogen substituent on the carbon directly attached to the nitrogen; and X, m, Y, n and R.sup.3 are as described in the specification; and the pharmaceutically-acceptable acid-addition salts thereof.Type: GrantFiled: September 21, 1982Date of Patent: August 5, 1986Assignees: ICI Americas, Inc., Imperial Chemical Industries, LimitedInventors: Tobias O. Yellin, Philip N. Edwards, Michael S. Large
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Patent number: 4602936Abstract: Substituted N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinylureas of the general formula ##STR1## 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.In the above formula the symbols have the following meanings: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 alkylsulfinyl, --CO--R.sup.8, --NR.sup.9 R.sup.10, --CO--NR.sup.11 R.sup.12 or --SO.sub.2 --NR.sup.13 R.sup.14,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 alkylsulfinyl or C.sub.1 -C.sub.4 alkylsulfonyl,R.sup.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl or cyano,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 is hydrogen, C.sub.Type: GrantFiled: August 30, 1984Date of Patent: July 29, 1986Assignee: Ciba-Geigy CorporationInventors: Werner Topfl, Georg Pissiotas
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Patent number: 4601746Abstract: New substituted sulfonyl urea are disclosed of the general formula ##STR1## in which R.sub.1 is chlorine, --COOR.sub.5, --S(O).sub.n --R.sub.6 or ##STR2## R.sub.2 is ##STR3## or --CH.sub.2 --C.tbd.C--R.sub.11, R.sub.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkylthio, halogen, halogen-C.sub.1 -C.sub.4 -alkyl, halogen-C.sub.1 -C.sub.4 -alkoxy, Di-C.sub.1 -C.sub.3 -alkyl-amino, C.sub.1 -C.sub.3 -alkyl-amino or C.sub.1 -C.sub.3 -alkoxy-C.sub.1 -C.sub.3 -alkoxy,R.sub.4 is hydrogen C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, halogen, halogen-C.sub.1 -C.sub.4 -alkyl, halogen-C.sub.1 -C.sub.4 -alkoxy, Di-C.sub.1 -C.sub.3 -alkyl-amino, C.sub.1 -C.sub.3 -alkyl-amino, or C.sub.1 -C.sub.3 -alkoxy-C.sub.1 -C.sub.3 -alkoxy,Z is --CH.dbd. or --N.dbd.,R.sub.5 is C.sub.1 -C.sub.8 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.3 -alkoxy-C.sub.1 -C.sub.3 -alkyl, phenyl, substituted phenyl, benzene or substituted benzene,R.sub.6 is C.sub.1 -C.sub.6 -alkyl or phenyl,R.Type: GrantFiled: June 18, 1984Date of Patent: July 22, 1986Assignee: Schering AktiengesellschaftInventors: Jurgen Westermann, Gerhard Boroschewski, Ulrich Eder, Friedrich Arndt, Hansjorg Krahmer, Clemens Kotter
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Patent number: 4600428Abstract: N-(Cyclopropyl-pyrimidinyl)-N'-aryl-sulfonyl ureas of the formula ##STR1## wherein Ar is a phenyl group ##STR2## or a naphthyl group andQ is a group X-A or R.sub.3,A is alkynyl, alkyl which is unsubstituted or substituted by halogen, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, haloalkoxy, haloalkylthio, haloalkylsulfinyl or haloalkylsulfonyl, or alkenyl which is unsubstituted or substituted by the substituents given above for alkyl, or A is a phenyl or benzyl group,E is methine,X is oxygen, sulfur, or a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,R.sub.1 is hydrogen, alkyl or alkoxy,R.sub.2 is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, amino, alkylamino, di-alkylamino, cycloalkyl or alkoxyalkyl, R.sub.3 is hydrogen, halogen, alkyl, alkenyl, haloalkyl, --CO--NR.sub.8 R.sub.9, --CN, --COR.sub.10, --NR.sub.1 R.sub.7 or --NR.sub.1 --COR.sub.12,R.sub.4 is hydrogen, alkyl, alkoxy, alkylthio, haloalkyl, haloalkoxy, halogen, or alkoxyalkyl,R.sub.5 is independently selected from the same groups as R.Type: GrantFiled: January 22, 1985Date of Patent: July 15, 1986Assignee: Ciba-Geigy CorporationInventor: Henry Szczepanski
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Patent number: 4600792Abstract: The novel process ##STR1## in which R is a lower alkyl group or an aryl groupR.sup.1 is a chlorine atom or --O--R, andY is CH or N.The end products I are known herbicides. Intermediates (II) are new.Type: GrantFiled: April 8, 1985Date of Patent: July 15, 1986Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Kozo Shiokawa, Shinzo Kagabu, Koichi Moriya
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Patent number: 4599412Abstract: The process of making a solution formulation of a sulfonylurea compound which includes contacting the formulation with molecular sieves to provide improved chemical stability to the solution formulation.Type: GrantFiled: March 21, 1985Date of Patent: July 8, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Lionel S. Sandell
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Patent number: 4594097Abstract: 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.Type: GrantFiled: June 17, 1985Date of Patent: June 10, 1986Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Werner Fory, Willy Meyer
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Patent number: 4592776Abstract: The invention relates to herbicidally active sulfamoyl urea derivatives, including herbicidal formulations and uses thereof to control the growth of noxious plants, i.e., weeds.Type: GrantFiled: February 4, 1985Date of Patent: June 3, 1986Assignee: PPG Industries, Inc.Inventor: Barry Van Gemert
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Patent number: 4592978Abstract: N-(heterocyclicaminocarbonyl)arylsulfonamides in which the aryl radical is substituted in the 2-position by a carboxy radical, ester, thioester, or amide thereof; e.g. N-[(4,6-dimethylpyrimidin-2-yl)-aminocarbonyl]-2-methoxycarbonylbenzenesul fonamide or N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenze nesulfonamide; are useful for the regulation of plant growth and as pre-emergence and post-emergence herbicides.Type: GrantFiled: December 22, 1982Date of Patent: June 3, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
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Patent number: 4591378Abstract: N-(heterocyclicaminocarbonyl)arylsulfonamides in which the aryl radical is substituted in the 2-position by a carboxy radical, ester, thioester, or amide thereof; e.g. N-[(4,6-dimethylpyrimidin-2-yl)-aminocarbonyl]-2-methoxycarbonylbenzenesul fonamide or N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenze nesulfonamide; are useful for the regulation of plant growth and as pre-emergence and post-emergence herbicides.Type: GrantFiled: February 21, 1984Date of Patent: May 27, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
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Patent number: 4589912Abstract: The invention relates to N-azidophenylsulfonyl-N'-pyrimidinyl- and -N'-triazinylureas of the general formula ##STR1## wherein E is nitrogen or the methine bridge,R.sub.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.sub.2 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 haloalkoxy,R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, C.sub.2 -C.sub.5 alkoxyalkoxy or --NR.sub.4 R.sub.5, whereinR.sub.4 is hydrogen or methyl andR.sub.5 is hydrogen, methyl, ethyl or methoxyand to the salts thereof with amines, alkali metal hydroxides and alkaline earth metal hydroxides or with quaternary ammonium bases.Type: GrantFiled: August 7, 1985Date of Patent: May 20, 1986Assignee: Ciba-Geigy CorporationInventors: Rudolph C. Thummel, Werner Fory
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Patent number: 4588432Abstract: Novel sulfonylurea compounds containing a selenoalkyl substituent such as N-[[4-methoxy-6-(methylselenyl)pyrimidin-2-yl]aminocarbonyl]-2-methylsulfo nylbenzenesulfonamide and N-](4-methoxy-6-methyl-1,3,5-triazine-2-yl)aminocarbonyl]-2-methylselenylb enzenesulfonamide, suitable agricultural compositions containing these compounds, and their method-of-use as pre-emergence and post-emergence herbicides or plant growth regulants are disclosed.Type: GrantFiled: December 11, 1984Date of Patent: May 13, 1986Assignee: E. I. Du Pont De Nemours and CompanyInventor: Craig L. Hillemann
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Patent number: 4587338Abstract: Perfluoroalkyl esters of anthranilic acids, of the formula (1) ##STR1## in which R.sub.1 is perfluoroalkyl or perfluoroalkoxy-perfluoroalkyl, R.sub.2 is hydrogen, alkyl or phenyl, R.sub.3 is one or more non-chromophoric radicals, such as fluorine, chlorine, bromine, lower alkyl, lower alkoxy, acylamino, carboxyl or functionally modified carboxyl groups, sulfo or functionally modified sulfo groups, or phenyl, X is the radical of an aliphatic or aromatic monocarboxylic or polycarboxylic acid, the radical of a halogen-active heterocyclic compound or an alkylaminocarbonyl or arylaminocarbonyl radical, m is an integer from 1 to 6, preferably 1 to 4 and n is an integer from 1 to 3. These compounds are useful for soil-repellent finishing of textile material.Type: GrantFiled: September 13, 1984Date of Patent: May 6, 1986Assignee: Hoechst AktiengesellschaftInventors: Erich Schinzel, Manfred Pelster
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Patent number: 4586951Abstract: Herbicidally active substituted phenylsulfonyl urea derivatives of the formula ##STR1## in which X is phenyl or phenoxy,R is ##STR2## R.sup.1 and R.sup.2 each independently is methyl or methoxy. They are made from phenylisocyanates of the formula--SO.sub.2 --N.dbd.C.dbd.Owhich are produced by reacting a phenylsulfonamide of the formula ##STR3## with phosgene or with trichloromethyl chloroformate in the presence of an aliphatic isocyanate.Type: GrantFiled: July 19, 1984Date of Patent: May 6, 1986Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Norihisa Morishima, Toshio Goto
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Patent number: 4584011Abstract: This invention relates to alkyl sulfones which have herbicidal activity and are also useful as plant-growth regulants.Type: GrantFiled: April 3, 1985Date of Patent: April 22, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Gerald E. Lepone
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Patent number: 4581059Abstract: Compounds of the class of phenoxy esters of N-[(heterocyclic)aminocarbonyl]sulfamic acid, such as N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]sulfamic acid. 2-(trifluoromethylthio)phenyl ester, useful as pre-emergent or post-emergent herbicides.Type: GrantFiled: September 26, 1983Date of Patent: April 8, 1986Assignee: E. I. Du Pont De Nemours and CompanyInventors: John B. Adams, Jr., Richard F. Sauers
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Patent number: 4576633Abstract: Certain sulfonylurea compounds with oxysulfonyl-, thiosulfonyl- or aminosulfonyl-containing groups are useful as pre- and/or post-emergence herbicides.Type: GrantFiled: February 1, 1985Date of Patent: March 18, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: James J. Reap
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Patent number: 4568381Abstract: Herbicidally active novel substituted phenylsulfonyl guanidines of the formula ##STR1## in which R.sup.1 is a phenyl or phenoxy group, each ofR.sup.2 and R.sup.3 is a lower alkyl or lower alkoxy group, andR.sup.4 is a hydrogen atom, a lower alkyl group or a lower alkoxy group,and novel intermediates therefor.Type: GrantFiled: June 15, 1984Date of Patent: February 4, 1986Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Junichi Saito, Kozo Shiokawa, Kazuomi Yasui, Atsumi Kamochi, Koichi Moriya, Seishi Ito
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Patent number: 4566898Abstract: 4-Chloro-2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]aminosulf onyl]benzoic acid (1-methylethyl) ester has unexpectedly been discovered to be an outstanding agricultural chemical. The compound is a highly active preemergent and/or postemergent herbicide. The invention includes the compound, compositions containing the compound, and its method-of-use as an agricultural chemical.Type: GrantFiled: September 7, 1984Date of Patent: January 28, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: James J. Reap
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Patent number: 4565815Abstract: A compound having anti-ulcer activity and having the formula ##STR1## wherein D is H, SH, NH.sub.2, OH, R.sup.4 S where R.sup.4 is a lower alkyl group; E is OH or NH.sub.2 ; J is H or aryl; X is CH or N; Y is CH, N, or CT, wherein T is a halogen; Z is CH or N; A is ##STR2## and replaces a hydrogen of D, X, or E; R.sup.1 is H or CH.sub.3 ; L is CH.sub.2 S; Q is O or CH.sub.2 S; n is 0 or 1; 2 m 4; each R.sup.2 and R.sup.3, independently, is H, lower alkyl, cycloalkyl, or arylalkyl; or R.sup.2 and R.sup.3, together with the nitrogen atom to which they are attached, form a 4, 5, or 6 membered heterocyclic ring containing 0, 1, or 2 oxygen atoms and 1, 2, or 3 nitrogen atoms and being unsubstituted or lower alkyl substituted; or a pharmaceutically acceptable salt thereof.Type: GrantFiled: May 25, 1984Date of Patent: January 21, 1986Assignee: Biomeasure, Inc.Inventors: Sun H. Kim, Jacques-Pierre Moreau
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Patent number: 4563211Abstract: Certain sulfonylurea compounds such as 2-[[[4-methoxy-6-(methylselenylmethyl)pyrimidin-2-yl]aminocarbonyl]aminosu lfonyl]benzoic acid, methyl ester and 2-[[[4-methoxy-6-(phenylthiomethyl)pyrimidin-2-yl]-aminocarbonyl]aminosulf onyl]benzoic acid, methyl ester provide herbicidal activity.Type: GrantFiled: March 19, 1984Date of Patent: January 7, 1986Assignee: E. I. Du Pont De Nemours and CompanyInventors: Barry A. Wexler, William T. Zimmerman
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Patent number: 4562188Abstract: A method for the treatment of irritable bowel syndrome using a 1,3,5-triazin-2-one and a class of 6-amino and 6-mercaptyl-1,3,5-triazin-2-one compounds.Type: GrantFiled: January 13, 1984Date of Patent: December 31, 1985Assignee: William H. Rorer, Inc.Inventors: Donald E. Kuhla, William L. Studt, Henry F. Campbell, John Yelnosky
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Patent number: 4559401Abstract: An improved method for the preparation of chromophore-substituted vinyl-halomethyl-s-triazines especially 2-(p-methoxystyryl)-4,6-bis-(trichloromethyl)-s-triazine. In the known preparation of these compounds, a two step procedure is utilized wherein an intermediate reaction product has to be isolated. This step of separating the intermediate is eliminated in the present process by dissolving the crude reaction product obtained in the first step in toluene, removing excess hydrogen chloride gas and catalysts by purging the reaction product solution with an inert gas, and then reacting p-anisaldehyde with the toluene solution of the reaction product mixture using piperidinium acetate catalyst to obtain 2-(p-methoxystyryl)-4,6-bis-(trichloromethyl)-s-triazine.As a further improvement of the art the Knoevenagel-type condensation is run until no further water is evolved. At this point the product formed is isolated by filtration and a like amount of catalyst as a second charge is added.Type: GrantFiled: June 4, 1984Date of Patent: December 17, 1985Assignee: Polychrome CorporationInventors: William Rowe, Thomas Dooley, Ajay Shah
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Patent number: 4559345Abstract: Pyrimidine and s-triazine derivatives of formula (I) ##STR1## in which X=CH or N; Y=for example halogen, alkoxy; W=for example --S--CH.sub.2 --COOH, --O--CH.sub.2 --COO alkyl, --NH--CH.sub.2 --CONHCH.sub.2 CH.sub.2 OH; Z=for example 2,3-xylidino, and methods for the preparation thereof are described. The compounds show high antilipemic activity.Type: GrantFiled: July 21, 1982Date of Patent: December 17, 1985Assignee: LBP Istituto Faraceutico S.p.A.Inventors: Piero Gomarasca, Carlo Scolastico, Cesare Sirtori
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Patent number: 4546179Abstract: Sulfonylureas are prepared by contacting a sulfonyl halide with an ammonium, phosphonium, sulfonium, or an alkali metal cyanate salt in the presence of an amine.Type: GrantFiled: September 6, 1984Date of Patent: October 8, 1985Assignee: E. I. Du Pont de Nemours and CompanyInventor: Robert A. Kunz
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Patent number: 4545811Abstract: N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinyl-ureas 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.Type: GrantFiled: July 26, 1982Date of Patent: October 8, 1985Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Werner Fory
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Patent number: 4537618Abstract: 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.Type: GrantFiled: May 19, 1983Date of Patent: August 27, 1985Assignee: Ciba Geigy CorporationInventors: Rolf Schurter, Werner Fory, Willy Meyer
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Patent number: 4537619Abstract: N-Phenylsulfonyl-N'-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 formulaQ is chlorine, bromine, trifluoromethyl, chlorodifluoromethyl, bromodifluoromethyl or methyl,X is oxygen, sulfur, a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,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.Type: GrantFiled: January 17, 1983Date of Patent: August 27, 1985Assignee: Ciba Geigy CorporationInventors: Willy Meyer, Werner Fory
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Patent number: H168Abstract: This invention relates to novel N-[(heterocyclic)(alkyl)aminocarbonyl]benzenesulfonamides and their use as agricultural chemicals.Type: GrantFiled: December 13, 1982Date of Patent: December 2, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Michael Conner