Additional Ring Containing Patents (Class 544/206)
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Patent number: 5258513Abstract: New substituted cyclopropylamino-1,3,5-triazines having the formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.3 -alkyl, C.sub.3 -C.sub.5 -cycloalkyl or C.sub.1 -C.sub.3 -alkyl-C.sub.3 -C.sub.5 -cycloalkylR.sub.2 is bis(2-hydroxyethyl)amino, 3-hydroxy-1-azetidinyl, 3-methoxy-1-azetidinyl, 3-oxo-1-azetidinyl, morpholino, 4-hydroxypiperidino, thiomorpholino, thiomorpholino S-oxide, thiomorpholino S,S-dioxide, 3-thiazolidinyl, 3-thiazolidinyl S-oxide, 3-thiazolidinyl S,S-dioxide or 8-oxa-3-azabicyclo[3,2,1]oct-3-yl. Processes for the preparation thereof and pharmaceutical composition containing them are also given. The compounds are useful for the treatment of disorders associated with Alzheimer's disease, senile dementia, Alzheimer's type and with any evolutive cognitive pathology, and also for the treatment of depression, anxiety, mood disturbances, inflammatory phenomena and asthma.Type: GrantFiled: July 20, 1992Date of Patent: November 2, 1993Assignee: UCB S.A.Inventors: Berend Jan Van Keulen, Solo Goldstein, Eric Cossement, Jean Gobert, Ernst Wulfert
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Patent number: 5250686Abstract: A process for producing a triazine derivative of the formula (III), ##STR1## wherein R.sup.1 is a C.sub.1 -C.sub.4 alkyl group, n is an integer of O to 2, R.sup.2 is hydrogen or a C.sub.1 -C.sub.2 alkyl group, and X is a halogen atom,which comprises reacting a biguanide derivative of the formula, ##STR2## wherein R.sup.1 and n are as defined in the formula (III), and X' is a halogen atom,with a halocarboxylic acid ester of the formula, ##STR3## wherein R.sup.2 and X are as defined in the formula (III), and R.sup.3 is a C.sub.1 -C.sub.4 alkyl group,in the presence of a base, wherein a dehydrating agent is present in the reaction system, and processes for producing 2-fluoroisobutyric acid ester as an intermediate compound for the production of the triazine derivative.Type: GrantFiled: April 14, 1992Date of Patent: October 5, 1993Assignee: Idemitsu Kosan Company LimitedInventors: Ryoichi Adachi, Kazufumi Nakamura, Masahiro Nishii, Masahiro Yoshida, Izumi Terada, Hidetoshi Koga
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Patent number: 5242895Abstract: A pyrimidine or triazine derivative and its salt, said pyrimidine or triazine derivative having the formula: ##STR1## wherein R represents a group of the formula OR.sup.3 {wherein R.sup.3 represents a hydrogen atom, an alkyl group, etc.}, a group of the formula SR.sup.6 {wherein R.sup.6 represents a hydrogen atom, an alkyl group, etc.}, a group of the formula ##STR2## {wherein R.sup.7 and R.sup.8 represent a hydrogen atom, an alkyl group, etc.}, or an imidazolyl group:R.sup.1 represents a hydrogen atom, an alkyl group, etc.;R.sup.2 represents a hydroxyl group, an alkyl group, etc.;A and B represent an alkyl group, etc.;Y represents an oxygen atom, etc.; andZ represents a methine group or a nitrogen atom.Type: GrantFiled: March 4, 1992Date of Patent: September 7, 1993Assignees: Kumiai Chemical Co., Ihara Chemical Industry Co., Ltd.Inventors: Masatoshi Tamaru, Norihiro Kawamura, Masahiro Sato, Fumiaki Takabe, Shigehiko Tachikawa, Ryo Yoshida
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Patent number: 5241055Abstract: Reactive dyes useful for dyeing or printing hydroxyl- or nitrogen-containing substrates have the formula ##STR1## where U is vinyl, propenyl or the radical of the formula ##STR2## in which Z.sup.1 is hydrogen or methyl and Z.sup.2 is a group which is detachable under alkaline reaction conditions,X isa) the radical of a chromophore orb) the radical of a coupling component to which may be additionally attached the radical of a diazo component via an azo linkage and which may contain an additional reactive group, andL isa) a bridge member of the formula ##STR3## where Q.sup.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl, Q.sup.2 and Q.sup.3 are each independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl, and Q.sup.4 is a leaving group, orb) an azo linkage,the radical X-L being bonded to the benzene ring meta or para to the CH.sub.2 -SO.sub.3 H group,and their preparation may involve novel benzyl compounds as intermediates.Type: GrantFiled: June 17, 1992Date of Patent: August 31, 1993Assignee: BASF AktiengesellschaftInventors: Claus Marschner, Joerg L. Jessen, Klaus Pandl, Manfred Patsch
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Patent number: 5221317Abstract: Herbicidally active sulphonylamino guanidinoazines of the formula ##STR1## in which R.sup.1 stands for an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and hetaryl,R.sup.2 stands for an optionally substituted radical from the series comprising alkyl, aralkyl, aryl, hetaryl and dialkylamino,R.sup.3 stands for hydrogen, halogen, hydroxyl, alkyl, halogenaoalkyl, alkoxyalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,R.sup.5 stands for hydrogen, halogen, hydroxyl, alkyl, alkoxy, halogenoalkoxy, alkylthio, alkylamino or dialkylamino, andM stands for hydrogen, a metal equivalent, an ammonium equivalent, an alkylammonium equivalent, a dialkylammonium equivalent, or a trialkylammonium equivalent.Type: GrantFiled: June 28, 1991Date of Patent: June 22, 1993Assignee: Bayer AktiengesellschaftInventors: Klaus-Helmut Muller, Christa Fest, Rolf Kirsten, Theodor Pfister, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang, Joachim Kluth, Klaus Lurssen, Ernst R. Gesing
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Patent number: 5211740Abstract: Herbicidal aminoguanidinoazines of the formula ##STR1## in which R.sup.1 stands for an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and hetaryl,R.sup.2 stands for hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxyalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,X stands for nitrogen or a --CH group,Y stands for nitrogen or a --CR.sup.3 group whereR.sup.3 stands for hydrogen, halogen, cyano, alkyl, formyl, alkyl-carbonyl or alkoxy-carbonyl, andZ stands for nitrogen or a --CR.sup.4 group whereR.sup.Type: GrantFiled: February 24, 1992Date of Patent: May 18, 1993Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
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Patent number: 5186736Abstract: Compounds of the formula I or salts thereof ##STR1## where R.sup.1 is H or an aliphatic radical; R.sup.2 and R.sup.3 are H, alkyl or phenyl; W is O, S, NR.sup.4 or NOR.sup.4 ; X is CHR.sup.2, O or NR.sup.4 ; L is a (substituted) phenyl, naphthyl or monocyclic heteroaryl radical, A is a (substituted) pyrimidyl, triazinyl, triazolyl or bicyclic heteroaryl radical, and m and n are 0 or 1, have advantageously herbicidal or plant growth-regulating properties.Type: GrantFiled: July 11, 1991Date of Patent: February 16, 1993Assignee: Hoechst AktiengesellschaftInventors: Oswald Ort, Lothar Willms, Klaus Bauer, Hermann Bieringer, Arno Schulz
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Patent number: 5167692Abstract: Herbicidal substituted sulphonylamidinohydrazones of the formula ##STR1## in which R.sup.1 represents in each case optionally substituted aryl, aralkyl or heteroaryl,R.sup.2 represents hydrogen, or represents in each case optionally substituted alkyl, aryl or aralkyl,R.sup.3 represents hydrogen, or represents in each case optionally substituted alkyl, alkenyl, alkadienyl, alkinyl, (hetero)aryl, aralkyl, aralkenyl, alkoxy, alkoxycarbonyl or dialkylamino, or together with R.sup.2 represents optionally substituted alkanediyl,R.sup.4 represents hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxyalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,X represents nitrogen or a --CH group, Y represents nitrogen or a --CR.sup.5 group whereR.sup.5 represents hydrogen, halogen, cyano, alkyl, formyl, alkyl-carbonyl or alkoxy-carbonyl, andZ represents nitrogen or a --CR.sup.6 group whereR.sup.Type: GrantFiled: September 17, 1990Date of Patent: December 1, 1992Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Ernst R. F. Gesing, Rolf Kirsten, Joachim Kluth, Reinhard Lantzsch, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Frank Rosenfeldt, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
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Patent number: 5157119Abstract: This invention relates to a process for the preparation of a benzene sulfonylurea herbicide by reacting a sulfonyl chloride with a cyanate salt in the presence of a heterocyclic amine, a base and a solvent.Type: GrantFiled: February 20, 1992Date of Patent: October 20, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventors: Onorato Campopiano, Marcus P. Moon
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Patent number: 5153324Abstract: A process for preparing herbicidal sulfonylureas which comprises mixing a sulfonylisocyanate and a heterocyclic amine in the absence of a solvent.Type: GrantFiled: December 26, 1991Date of Patent: October 6, 1992Assignee: E. I. du Pont de Nemours and CompanyInventor: Teddy H. Grindstaff
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Patent number: 5120844Abstract: Disclosed are tris-substituted 1,3,5-triazine compounds having at least one (N-alkyl-p-phenylendediamino) group on the triazine ring. The preferred compositions are tri-substituted with the alkyl p-phenylenediamino group. The preferred compounds may be prepared by reacting N-alkylphenylenediamine with a cyanuric halide.Type: GrantFiled: July 19, 1990Date of Patent: June 9, 1992Assignee: Uniroyal Chemical Company, Inc.Inventors: Edward L. Wheeler, Franklin H. Barrows, Robert J. Franko
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Patent number: 5120843Abstract: The aromatic amines (I), alkyl amines (II), bicyclic amines (III). ##STR1## cycloalkyl amines (IV), aromatic bicyclic amines (V), hydroquinone amines (VI), quinone amines (VII), amino-ethers (VIII) and bicyclic amino ethers (IX) are useful as pharmaceutical agents for treating a number of conditions including spinal trauma, mild and/or moderate to severe head injury, etc. Also disclosed is a method of treatment using the 3,4-dihydrobenzopyrans (XI).Type: GrantFiled: October 23, 1989Date of Patent: June 9, 1992Assignee: UpjohnInventors: John M. McCall, Donald E. Ayer, E. Jon Jacobsen, Frederick J. VanDoornik, John R. Palmer
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Patent number: 5108487Abstract: This invention relates to a novel class of sulfonylureas and their use as herbicides and plant growth regulants.Type: GrantFiled: March 8, 1990Date of Patent: April 28, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventor: Stephen K. Gee
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Patent number: 5098465Abstract: The invention relates to new 2-pyrimidinyl- and 2-triazinylacetic acid derivatives of general formula I ##STR1## in which A, R.sup.2-5 and X have the meanings given in the description, processes for their preparation and their use as herbicides, fungicides and plant growth regulants.Type: GrantFiled: October 1, 1990Date of Patent: March 24, 1992Assignee: Shering AktiengesellschaftInventors: Gabriele Kruger, Christoph Harde, Nikolaus Heinrich, Anita Kruger, Erhard Nordhoff, Gerhard Tarara, Peter Wegner, Clemens Kotter, Gerhard Johann, Richard Rees, Graham P. Jones
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Patent number: 5096484Abstract: Herbicides of the formula (I):L--SO.sub.2 --NH--CO--NR.sub.6 --Ain which:L denotes one of the groups of the formulae L-1 to L-6 given below,A denotes the group of the formula (II) given below, ##STR1## R.sub.1, R.sub.2 and R.sub.3 can be indentical or different and represent a C.sub.1 -C.sub.4 alkyl radical or a C.sub.7 -C.sub.11 aralkyl radical, especially benzyl;R.sub.7, R.sub.8 and R.sub.9 can be identical or different and represent a hydrogen or halogen atom, a C.sub.1 -C.sub.4 alkyl radical which is optionally substituted by one or more halogen atoms or C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio radicals, C.sub.3 -C.sub.6 cycloalkyl which is optionally substituted by one or more halogen atoms or C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio radicals, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio which are optionally substituted by one or more halogen atoms or C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio radicals, R.sub.Type: GrantFiled: June 22, 1990Date of Patent: March 17, 1992Assignee: Rhone-Poulenc AgrochimieInventors: Guy Borrod, Alain Gadras
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Patent number: 5095021Abstract: Phenylalkylamines of the formula ##STR1## where n is 5, 6, 7, 8 or 9, m is 1, 2 or 3, R.sup.1 is methyl, halogen, substituted or unsubstituted aryl or substituted or unsubstituted phenoxy, and, when m is 2, two adjacent radicals R.sup.1 together denote the radical ##STR2## X is oxygen, except when R.sup.1 is methyl, or the radical ##STR3## R.sup.4 is isopropyl, tert-butyl or substituted or unsubstituted phenyl and R.sup.5 is H or OH, R.sup.2 and R.sup.3 are each hydrogen and, when X is oxygen, R.sup.2 and R.sup.3 additionally denote methyl or ethyl, and their plant-tolerated salts, and fungicides containing these compounds.Type: GrantFiled: April 29, 1991Date of Patent: March 10, 1992Assignee: BASF AktiengesellschaftInventors: Matthias Zipplies, Ernst Buschmann, Eberhard Ammermann, Gisela Lorenz
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Patent number: 5093462Abstract: Hydroxy functional epoxidized amino resins comprising glycidamide groups. The polyglycidamides are produced from alkoxymethyl amino resins by reaction with acrylamide, followed by reaction with a polyol to introduce hydroxy functionality and then the unsaturated groups of the hydroxyfunctional acrylamidomethyl amino resins are epoxidized with an epoxidation agent such as hydrogen peroxide. The polyglycidamides are formulated with epoxy reactants to provide curable epoxy systems.Type: GrantFiled: May 27, 1988Date of Patent: March 3, 1992Assignee: Monsanto CompanyInventor: William F. Pfohl
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Patent number: 5091529Abstract: Herbicidal substituted sulphonylaminoazoles of the formula ##STR1## in which R.sup.1 is optionally substituted alkyl, aralkyl, aryl or heteroaryl,R.sup.2 is hydrogen or --SO.sub.2 --R.sup.1,R.sup.3 is hydrogen, halogen, hydroxyl, mercapto, amino, or an optionally substituted alkyl, alkoxy, alkylthio, alkylamino or dialkylamino radical,A is CH, nitrogen or,at least one of A, D and E is ##STR2## and the others may be that or CH or nitrogen, and X, Y and Z each is nitrogen or optionally substituted C, and salts thereof.Type: GrantFiled: January 7, 1991Date of Patent: February 25, 1992Assignee: Bayer AktiengesellschaftInventors: Rolf Kirsten, Joachim Kluth, Christa Fest, Ernst Gesing, Klaus-Helmut Muller, Hans-Jochem Riebel, Peter Babczinski, Otto Schallner, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
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Patent number: 5062882Abstract: Triazine herbicides of the general formula I ##STR1## wherein R.sup.1 and R.sup.2 each independently represent a hydrogen or halogen atom, or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkenyloxy, alkynyloxy, aryloxy, alkylthio, alkenylthio, alkynylthio, arylthio or amino group, or a formyl, optionally substituted alkylcarbonyl, cyano, carboxy, optionally substituted alkoxycarbonyl, dialkylaminoxy, dialkyliminoxy or azido group;X represents an oxygen or sulphur atom or a group --SO.sub.2 --, --SO--, or --NR.sup.4 --where R.sup.Type: GrantFiled: March 16, 1989Date of Patent: November 5, 1991Assignee: Shell International Research Maatschappij B. V.Inventors: Trevor W. Newton, Alastair McArthur
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Patent number: 5034525Abstract: The lubricants according to the present invention are comprised of fluorine-containing alkyl carbonyl, polyperfluorooxyalkylenefluoropropionyl, polyperfluorooxyalkylene copolymerized oxyfluoroalkyl carbonyl chains and the like, and of which compounds are reacted with hetero cyclic groups obtained by amidization with polar groups between the radicals and compounds with typical organic end-groups.The novel compounds referred to above are lubricants characterized in that they can be represented by the general formula (1) and that the molecular weight of Rf ranges from 200 to 15,000. ##STR1## wherein Rf represents any one of the following groups: ##STR2## where l is an integer having a value between 3 and 150, and m an integer ranging from 1 to 50, and where X may be H--, F--, CF.sub.3 --, C.sub.2 F.sub.5 --, C.sub.3 F.sub.7 --, CF.sub.3 O--, C.sub.2 F.sub.5 O--, or C.sub.3 F.sub.7 O--, and Y may be F--, CF.sub.3 --, or C.sub.2 F.sub.5 -- respectively.Type: GrantFiled: September 19, 1988Date of Patent: July 23, 1991Inventor: Takateru Dekura
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Patent number: 5006156Abstract: Herbicidal sulphonylaminoazines of the formula ##STR1## in which R.sup.1 represents halogen, cyano, nitro, C.sub.1 -C.sub.2 -alkyl, C.sub.1 -C.sub.2 -halogenoalkyl, C.sub.1 -C.sub.2 -alkoxy, C.sub.1 -C.sub.2 -halogenoalkoxy, C.sub.1 -C.sub.2 -alkylthio, C.sub.1 -C.sub.2 -halogenoalkylthio, C.sub.1 -C.sub.2 -alkylsulphinyl, C.sub.1 -C.sub.2 -halogenoalkylsulphinyl, C.sub.1 -C.sub.2 -alkylsulphonyl, C.sub.1 -C.sub.2 -halogenoalkylsulphonyl, C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkoxy, di-(C.sub.1 -C.sub.2 -alkylamino)-sulphonyl, N-(C.sub.1 -C.sub.2 -alkoxy)-N-(C.sub.1 -C.sub.2 -alkyl)-aminosulphonyl or C.sub.1 -(C.sub.2 -alkoxy-carbonyl,R.sup.2 and R.sup.3 independently of one another represent hydrogen, halogen, alkyl or halogenoalkyl,n represents the numbers 0 or 1,X represents hydrogen, C.sub.1 -C.sub.2 -alkyl, C.sub.1 -C.sub.2 -halogenoalkyl, C.sub.1 -C.sub.2 -alkyl, cyclopropyl, C.sub.1 -C.sub.2 -alkoxy, C.sub.1 -C.sub.2 -halogenoalkoxy, C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkoxy, C.sub.1 -C.Type: GrantFiled: November 20, 1989Date of Patent: April 9, 1991Assignee: Bayer AktiengesellschaftInventors: Ernst R. Gesing, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
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Patent number: 5006653Abstract: Novel alkylcarbamylmethyl aminotriazines self-cure and also function as crosslinkers for compounds containing active hydrogen groups. When the active hydrogen-containing compounds are hydroxylated polymers, coatings are provided with exceptional resistance to detergent and salt-spray exposure and improved abrasion resistance. The novel aminotriazines also can be combined with fillers as binders which when cured provide shaped articles of manufacture, such as insulation and foundry core molds.Type: GrantFiled: November 12, 1987Date of Patent: April 9, 1991Assignee: American Cyanamid CompanyInventors: Peter S. Forgione, Balwant Singh
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Patent number: 5003066Abstract: The polyglycidamides are epoxy derivatives of cyclic ureas such as glycouril and aminotriazines such as melamine and guanamines. They are prepared from cyclic ureas and aminotriazines by methylolating with formaldehyde, etherifying with an alcohol, transetheramidizing with acrylamide and epoxidizing with hydrogen peroxide. They are used with polyamines and other epoxy reactive oligomers to provide crosslinkable coating systems which posses solvent, chemical and water resistance and UV stability.Type: GrantFiled: March 29, 1989Date of Patent: March 26, 1991Assignee: Monsanto CompanyInventor: William F. Pfohl
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Patent number: 4995901Abstract: Herbicidal sulfonamides having the general formula ##STR1## wherein J, W, R and A are more particularly described herein, such compounds and agricultural compositions containing them being useful as preemergent or postemergent herbicides or both, or as plant growth regulants, including the manner of their use.Type: GrantFiled: January 5, 1990Date of Patent: February 26, 1991Assignee: E. I. du Pont de Nemours and CompanyInventor: Morris P. Rorer
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Patent number: 4992549Abstract: Aminotriazines of the formula ##STR1## wherein E is nitrogen,Z is oxygen or sulfur,R.sup.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkenyl or C.sub.1 -C.sub.4 -alkoxy,R.sup.4 is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.2 -C.sub.4 -alkoxyalkoxy, cyclopropyl, -NH.sub.2, C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, or a saturated 5- to 7-membered nitrogen heterocycle bound by way of the nitrogen atom and selected from pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine and hexamethyleneimine,R.sup.5 is cyano, --CZ--R.sup.Type: GrantFiled: December 15, 1989Date of Patent: February 12, 1991Assignee: Ciba-Geigy CorporationInventor: Werner Topfl
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Patent number: 4981509Abstract: This invention relates to certain sulfonylurea herbicidal compounds, agriculturally suitable compositions thereof and a method of their use.Type: GrantFiled: April 26, 1989Date of Patent: January 1, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventor: Craig L. Hillemann
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Patent number: 4980469Abstract: A process for the preparation of an oxyguanidine of the formula ##STR1## in which R.sup.1 is an organic radical,R.sup.2, R.sup.3 and R.sup.4 each is hydrogen or an organic or inorganic substituent,X is N or CH,Y is N or CR.sup.3, andZ is N or CR.sup.4,comprising reacting ##STR2## in which R.sup.5 is optionally substituted alkyl or aralkyl, or its hydrogen halide, with a hydroxylamine derivative of the formulaH.sub.2 N--O--R.sup.1 (III)at a temperature between about 0.degree. C. and 150.degree. C. New isothioureas of the formula ##STR3## are also shown.Type: GrantFiled: August 30, 1989Date of Patent: December 25, 1990Assignee: Bayer AktiengesellschaftInventors: Hans-Jochem Riebel, Klaus-Helmut Muller
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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: 4973689Abstract: In a method for the production of cyclohexanecarboguanamine by the reaction of cyanocyclohexane with dicyandiamide in an organic solvent possessing a hydroxyl group in the molecular unit thereof at a temperature in the range of 90.degree. to 200.degree. C. in the presence of a basic catalyst, the improvement which comprises carrying out the reaction using 0.60 to 0.95 mol of dicyandiamide per mol of cyanocyclohexane in an atmosphere substantially incapable of producing any effect of oxygen.Type: GrantFiled: December 5, 1988Date of Patent: November 27, 1990Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.Inventors: Hidetaka Yatagai, Osamu Kaieda, Jiro Iriguchi, Souichi Yamada, Tsuguo Takaya
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Patent number: 4968796Abstract: Disclosed is a process for the preparation of a sulphonylisothiourea of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, X, Y, and Z are as defined herein, which comprises reacting a sulphonic acid amide of the formulaR.sup.1 --SO.sub.2 --NH.sub.2, (II)or a metal salt thereof, with an N-heteroaryl-iminodithiocarbonic acid S,S-diester of the formula ##STR2## at a temperature between about 20.degree. C. and 200.degree. C. Intermediates and a process for their preparation are also disclosed.Type: GrantFiled: August 17, 1989Date of Patent: November 6, 1990Assignee: Bayer AktiengesellschaftInventor: Hans-Jochem Riebel
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Patent number: 4956005Abstract: Ortho-Sulfonamide benzenesulfonylureas, such as N-cyclopropyl-N'-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1,2-benzened isulfonamide, are useful as pre-emergent and post-emergent herbicides.Type: GrantFiled: November 14, 1988Date of Patent: September 11, 1990Assignee: E. I. du Pont de Nemours and CompanyInventor: Donald J. Dumas
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Patent number: 4954628Abstract: The invention relates to a process for preparing sulphonyl-ureas of the general formula (I) ##STR1## wherein Ar.sub.1 represents a phenyl, naphthyl or thienyl group, the derivatives thereof substituted by C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, (halo)alkoxycarbonyl, (halo)alkyloxy, nitro, cyano groups as well as by halogen atoms,Ar.sub.2 represents a phenyl, pyridyl, pirimidinyl or triazinyl group and the derivatives thereof substituted by C.sub.1-4 (halo)alkyl, C.sub.1-4 (halo)alkyloxy, amino, O-acyl, O-arylsulphonyl, O-(substituted carbamoyl) groups as well as by halogen atoms.Type: GrantFiled: March 2, 1989Date of Patent: September 4, 1990Assignees: Nitrokaelepek, Magyar Tudomanyos Akademia Kozponti Kemiai Kutato IntezeteInventors: Gabor Besenyei, Sandor Nemeth, Laszlo Simandi, Maria Belak, Maria Szabo, Jozsef Dukai, Lajos Nagy, Elemer Tomordi, Csaba Soptei, Erzsebet E. Dioszegine
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Patent number: 4944794Abstract: N-phenylsulfonyl-N'-triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal or alkaline-earth metal bases or with quaternary ammonium bases have good selective, pre- and post-emergence, herbicidal and growth-regulating properties.The symbols in this formula have the following meanings;A is a C.sub.1 -C.sub.6 -haloalkyl group,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.6 group,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.6, --COOR.sub.7, --NO.sub.2 or --CO--NR.sub.8 --R.sub.9,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 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, halogen or alkoxyalkyl having at most 4 carbon atoms,R.sub.Type: GrantFiled: September 19, 1985Date of Patent: July 31, 1990Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Werner Fory, Karl Gass
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Patent number: 4944793Abstract: N-phenylsulfonyl-N'-triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal or alkaline-earth metal bases or with quaternary ammonium bases have good selective, pre- and post-emergence, herbicidal and growth-regulating properties.The symbols in this formula have the following meanings:A is a C.sub.3 -C.sub.6 -alkynyl group,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.6 group,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.6, --COOR.sub.7, --NO.sub.2 or --CO--NR.sub.8 --R.sub.9,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 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, halogen or alkoxyalkyl having at most 4 carbon atoms,R.sub.Type: GrantFiled: September 19, 1985Date of Patent: July 31, 1990Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Werner Fory, Karl Gass
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Patent number: 4927454Abstract: Herbicidally active novel substituted 1-benzylsulphonyl-3-heteroaryl(thio)-ureas of the formula ##STR1## in which Q represents oxygen or sulphur,R.sup.1 represents hydrogen, or represents optionally substituted radicals from the series comprising alkyl, alkenyl, alkynyl and aralkyl,R.sup.2 represents hydrogen, halogen, hydroxy, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents halogenoalkyl,X represents nitrogen or a --CH grouping,Y represents nitrogen or a --CR.sup.5 grouping,R.sup.5 represents hydrogen, halogen, cyano, alkyl, formyl, alkyl-carbonyl or alkoxy-carbonyl,Z represents nitrogen or a --CR.sup.6 grouping, andR.sup.6 represents hydrogen, halogen, hydroxy, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, alkylamino or dialkylamino,and salts thereof with metals and basic organic nitrogen compounds. The benzylsulphonyl moieties are also new.Type: GrantFiled: November 8, 1988Date of Patent: May 22, 1990Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Ernst Kysela, Hans-Joachim Santel, Robert R. Schmidt, Robert H. Strang
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Patent number: 4910238Abstract: Stabilizers for synthetic polymer compositions are provided which are poly(2,2,6,6-tetramethyl piperidyl amino)-1,3,5-triazines having the formula: ##STR1## in which: R is selected from the group consisting of hydrogen; alkyl, alkenyl, cycloalkyl, hydroxyalkyl and alkoxy having from one to about twelve carbon atoms; acyl having from the one to about twelve carbon atoms; and oxyl;X and Y are each selected from the group consisting of ##STR2## wherein: R.sub.1 is selected from the group consisting of alkyl, hydroxylalkyl and alkylenealkoxy having from one to about twelve carbon atoms; cycloalkyl having from three to about twelve carbon atoms; and aryl having from six to about eighteen carbon atoms;R.sub.2 and R.sub.3 are selected from the group consisting of hydrogen; alkyl having from one to about twelve carbon atoms; cycloalkyl having from three to about twelve carbon atoms; and aryl having from six to about eighteen carbon atoms; and R.sub.2 and R.sub.Type: GrantFiled: July 10, 1986Date of Patent: March 20, 1990Assignee: Adeka Argus Chemical Co. Ltd.Inventors: Yutaka Nakahara, Etsuo Tobita
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Patent number: 4902339Abstract: The invention relates to certain sulfonylurea compounds having a carbocyclic or heterocyclic ring ortho to the sulfonylurea linkage, compositions thereof and a method of their use as herbicides or plant growth regulants.Type: GrantFiled: August 30, 1988Date of Patent: February 20, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventors: Joel R. Christensen, Morris P. Rorer
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Patent number: 4878937Abstract: This invention relates to herbicidally active sulfonylurea compounds, agriculturally suitable compositions thereof and their method of use as herbicides or plant growth regulants.Type: GrantFiled: February 12, 1988Date of Patent: November 7, 1989Assignee: E. I. Du Pont De Nemours and CompanyInventors: Donald J. Dumas, Marcus P. Moon
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Patent number: 4874420Abstract: Herbicidal substituted triazines of the formula ##STR1## in which A.sup.1 represents optionally branched and optionally aryl-substituted alkanediyl,A.sup.2 represents optionally branched alkanediyl,Q represents oxygen, sulphur, NH or N-alkyl,R.sup.1 represents hydrogen, hydroxyl, nitro, cyano, cyanoamino, azido, halogen, alkoxy, alkylthio (which is optionally substituted by halogen or cyano), alkyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, amino, alkylamino or dialkylamino,R.sup.2 represents hydrogen, alkyl, alkenyl or alkinyl,R.sup.3 represents optionally substituted aryl or heteroaryl,R.sup.4 represents hydrogen, alkyl, alkenyl or alkinyl andR.sup.5 represents hydrogen or alkyl.Type: GrantFiled: July 15, 1988Date of Patent: October 17, 1989Assignee: Bayer AktiengesellschaftInventors: Heinz-Jurgen Wroblowsky, Joachim Kluth, Klaus-Gunther Tietjen, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
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Patent number: 4861366Abstract: 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-thiophenesulfonamide are highly active pre-emergent and/or post-emergent herbicides.Type: GrantFiled: March 31, 1988Date of Patent: August 29, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
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Patent number: 4857100Abstract: R.sup.1 and R.sup.2, independently of each other, are hydrogen or C.sub.1 -C.sub.2 alkyl,R.sup.3 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 or --SO.sub.2 NR.sup.4 R.sup.5,R.sup.4 is hydrogen, C.sub.1 -C.sub.2 alkoxy or C.sub.1 -C.sub.4 alkyl,R.sup.5 is hydrogen, methyl or ethyl,R.sup.6 and R.sup.7 are each hydrogen, methyl or ethyl,W is oxygen, sulfur, a sulfinyl and sulfonyl bridgeA is a radical selected from ##STR2## in which 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.61, Y.sup.8, Y.sup.81, Z.sup.3 and Z.sup.5 are customary organic radicals.Type: GrantFiled: May 16, 1988Date of Patent: August 15, 1989Assignee: Ciba-Geigy CorporationInventor: Willy Meyer
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Patent number: 4846879Abstract: Herbicidally active compounds of the formula ##STR1## in which R.sup.1 represents halogen, cyano or C.sub.1 -C.sub.6 -alkyl (which is optionally substituted by fluorine, chlorine, bromine, cyano, C.sub.1 -C.sub.4 -alkoxy, C.sub.3 -C.sub.6 -cycloalkyl or phenyl), or represents C.sub.1 -C.sub.4 -alkoxy (which is optionally substituted by chlorine, bromine, cyano or C.sub.1 -C.sub.4 -alkoxy),R.sup.2 represents optionally substituted aryl,R.sup.3 represents hydrogen, halogen, hydroxyl, C.sub.1 -C.sub.6 -alkylamino or di-(C.sub.1 -C.sub.6 -alkyl)-amino, or represents optionally substituted C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -alkylthio, andR.sup.4 represents hydrogen, halogen or hydroxyl, or represents optionally substituted C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -alkylthio, or represents C.sub.1 -C.sub.6 -alkylamino or di-(C.sub.1 -C.sub.Type: GrantFiled: October 7, 1987Date of Patent: July 11, 1989Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt, Robert H. Strang
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Patent number: 4842639Abstract: This invention relates to novel condensed ring sulfonylureas and their use as herbicides and growth regulants.Type: GrantFiled: September 25, 1986Date of Patent: June 27, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Robert J. Pasteris
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Patent number: 4822406Abstract: An O-aryl-N'-(triazin-2-yl)-isourea of the formula ##STR1## in which R.sup.1 represents the radical ##STR2## wherein R.sup.5 represents trifluoromethoxy, difluoromethoxy, phenyl, phenoxy, trifluoromethylthio, difluoromethylthio, di-(C.sub.1 -C.sub.4 -alkyl)-aminocarbonyl, C.sub.1 -C.sub.4 -alkylsulphonyl, C.sub.1 -C.sub.4 - alkoxyaminosulphonyl, N-(C.sub.1 -C.sub.4 -alkoxy)-N-(C.sub.1 -C.sub.4 -alkyl)-aminosulphonyl, C.sub.1 -C.sub.4 -alkylaminosulphonyl or di-(C.sub.1 -C.sub.4-alkyl)-aminosulphonyl,or whereinR.sup.1 represents the radical ##STR3## wherein R.sup.6 represents hydrogen or C.sub.1 -C.sub.4 -alkyl andR.sup.7 and R.sup.8 are identical or different and represent hydrogen, fluorine, chlorine, bromine, nitro, cyano, C.sub.1 -C.sub.4 -alkyl (which is optionally substituted by fluorine and /or chlorine), C.sub.1 -C.sub.4 -alkoxy (which is optionally substituted by fluorine and/or chlorine), carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylsulphonyl or di-(C.sub.1 -C.sub.Type: GrantFiled: October 7, 1987Date of Patent: April 18, 1989Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt, Robert H. Strang
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Patent number: 4820337Abstract: Herbicidally active 1-(2-oxyaminosulphenylphenylsulphonyl)-3-triazinyl-ureas of the formula ##STR1## in which X is nitrogen,Y is nitrogn,Z is C-R.sup.6 andR.sup.1, R.sup.2, R.sup.4 and R.sup.6 are various organic radicals.Type: GrantFiled: March 24, 1987Date of Patent: April 11, 1989Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Diehr, Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Uwe Priesnitz, Hans-Jochem Riebel, Wolfgang Roy, Hans-Joachim Santel, Robert R. Schmidt
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Patent number: 4802910Abstract: Novel herbicides of the formula ##STR1## in which R.sup.1 represents an organic radical,R.sup.2 represents hydrogen or an organic radical,R.sup.3 represents an organic radical or an amino radical,R.sup.4 represents hydrogen, an organic radical, an ether radical or an amino radical,X represents N or CH,Y and Z each represent N, CH or a substituted C radical, andM is H, a metal ion or an acyl radical, or a strong acid adduct thereof. Some intermediates are also new.Type: GrantFiled: January 20, 1987Date of Patent: February 7, 1989Assignee: Bayer AktiengesellschaftInventors: Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt
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Patent number: 4786314Abstract: Novel compounds of Formula I are useful as herbicides and plant growth regulants.Type: GrantFiled: October 15, 1987Date of Patent: November 22, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Steven P. Artz
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Patent number: 4786315Abstract: N-Arylsulfonyl-N'-(4-mercaptomethyl-pyrimidinyl- and -triazinyl)-ureas of the formula: ##STR1## 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: November 24, 1986Date of Patent: November 22, 1988Assignee: Ciba-Geigy CorporationInventor: Werner Topfl
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Patent number: 4786316Abstract: A class of ortho-sulfamoyl sulfonamides are useful as pre-emergent or post-emergent herbicides and plant growth regulants.Type: GrantFiled: December 12, 1986Date of Patent: November 22, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Chi-Ping Tseng
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Patent number: 4780125Abstract: 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: August 22, 1983Date of Patent: October 25, 1988Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Dieter Reinehr, Konrad Oertle, Rolf Schurter