Additional Ring Containing Patents (Class 544/206)
  • Patent number: 5258513
    Abstract: 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: Grant
    Filed: July 20, 1992
    Date of Patent: November 2, 1993
    Assignee: UCB S.A.
    Inventors: Berend Jan Van Keulen, Solo Goldstein, Eric Cossement, Jean Gobert, Ernst Wulfert
  • Patent number: 5250686
    Abstract: 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: Grant
    Filed: April 14, 1992
    Date of Patent: October 5, 1993
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Ryoichi Adachi, Kazufumi Nakamura, Masahiro Nishii, Masahiro Yoshida, Izumi Terada, Hidetoshi Koga
  • Patent number: 5242895
    Abstract: 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: Grant
    Filed: March 4, 1992
    Date of Patent: September 7, 1993
    Assignees: Kumiai Chemical Co., Ihara Chemical Industry Co., Ltd.
    Inventors: Masatoshi Tamaru, Norihiro Kawamura, Masahiro Sato, Fumiaki Takabe, Shigehiko Tachikawa, Ryo Yoshida
  • Patent number: 5241055
    Abstract: 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: Grant
    Filed: June 17, 1992
    Date of Patent: August 31, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Claus Marschner, Joerg L. Jessen, Klaus Pandl, Manfred Patsch
  • Patent number: 5221317
    Abstract: 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: Grant
    Filed: June 28, 1991
    Date of Patent: June 22, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: 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
  • Patent number: 5211740
    Abstract: 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: Grant
    Filed: February 24, 1992
    Date of Patent: May 18, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5186736
    Abstract: 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: Grant
    Filed: July 11, 1991
    Date of Patent: February 16, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Oswald Ort, Lothar Willms, Klaus Bauer, Hermann Bieringer, Arno Schulz
  • Patent number: 5167692
    Abstract: 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: Grant
    Filed: September 17, 1990
    Date of Patent: December 1, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: 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
  • Patent number: 5157119
    Abstract: 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: Grant
    Filed: February 20, 1992
    Date of Patent: October 20, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Onorato Campopiano, Marcus P. Moon
  • Patent number: 5153324
    Abstract: A process for preparing herbicidal sulfonylureas which comprises mixing a sulfonylisocyanate and a heterocyclic amine in the absence of a solvent.
    Type: Grant
    Filed: December 26, 1991
    Date of Patent: October 6, 1992
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Teddy H. Grindstaff
  • Patent number: 5120844
    Abstract: 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: Grant
    Filed: July 19, 1990
    Date of Patent: June 9, 1992
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Edward L. Wheeler, Franklin H. Barrows, Robert J. Franko
  • Patent number: 5120843
    Abstract: 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: Grant
    Filed: October 23, 1989
    Date of Patent: June 9, 1992
    Assignee: Upjohn
    Inventors: John M. McCall, Donald E. Ayer, E. Jon Jacobsen, Frederick J. VanDoornik, John R. Palmer
  • Patent number: 5108487
    Abstract: This invention relates to a novel class of sulfonylureas and their use as herbicides and plant growth regulants.
    Type: Grant
    Filed: March 8, 1990
    Date of Patent: April 28, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Stephen K. Gee
  • Patent number: 5098465
    Abstract: 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: Grant
    Filed: October 1, 1990
    Date of Patent: March 24, 1992
    Assignee: Shering Aktiengesellschaft
    Inventors: Gabriele Kruger, Christoph Harde, Nikolaus Heinrich, Anita Kruger, Erhard Nordhoff, Gerhard Tarara, Peter Wegner, Clemens Kotter, Gerhard Johann, Richard Rees, Graham P. Jones
  • Patent number: 5096484
    Abstract: 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: Grant
    Filed: June 22, 1990
    Date of Patent: March 17, 1992
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Guy Borrod, Alain Gadras
  • Patent number: 5095021
    Abstract: 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: Grant
    Filed: April 29, 1991
    Date of Patent: March 10, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Zipplies, Ernst Buschmann, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5093462
    Abstract: 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: Grant
    Filed: May 27, 1988
    Date of Patent: March 3, 1992
    Assignee: Monsanto Company
    Inventor: William F. Pfohl
  • Patent number: 5091529
    Abstract: 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: Grant
    Filed: January 7, 1991
    Date of Patent: February 25, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: 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
  • Patent number: 5062882
    Abstract: 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: Grant
    Filed: March 16, 1989
    Date of Patent: November 5, 1991
    Assignee: Shell International Research Maatschappij B. V.
    Inventors: Trevor W. Newton, Alastair McArthur
  • Patent number: 5034525
    Abstract: 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: Grant
    Filed: September 19, 1988
    Date of Patent: July 23, 1991
    Inventor: Takateru Dekura
  • Patent number: 5006156
    Abstract: 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: Grant
    Filed: November 20, 1989
    Date of Patent: April 9, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ernst R. Gesing, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5006653
    Abstract: 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: Grant
    Filed: November 12, 1987
    Date of Patent: April 9, 1991
    Assignee: American Cyanamid Company
    Inventors: Peter S. Forgione, Balwant Singh
  • Patent number: 5003066
    Abstract: 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: Grant
    Filed: March 29, 1989
    Date of Patent: March 26, 1991
    Assignee: Monsanto Company
    Inventor: William F. Pfohl
  • Patent number: 4995901
    Abstract: 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: Grant
    Filed: January 5, 1990
    Date of Patent: February 26, 1991
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Morris P. Rorer
  • Patent number: 4992549
    Abstract: 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: Grant
    Filed: December 15, 1989
    Date of Patent: February 12, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Werner Topfl
  • Patent number: 4981509
    Abstract: This invention relates to certain sulfonylurea herbicidal compounds, agriculturally suitable compositions thereof and a method of their use.
    Type: Grant
    Filed: April 26, 1989
    Date of Patent: January 1, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Craig L. Hillemann
  • Patent number: 4980469
    Abstract: 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: Grant
    Filed: August 30, 1989
    Date of Patent: December 25, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Jochem Riebel, Klaus-Helmut Muller
  • Patent number: 4978383
    Abstract: 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: Grant
    Filed: September 19, 1985
    Date of Patent: December 18, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Erfinders K. Gass, Werner Fory, Willy Meyer, Werner Topfl
  • Patent number: 4973689
    Abstract: 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: Grant
    Filed: December 5, 1988
    Date of Patent: November 27, 1990
    Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
    Inventors: Hidetaka Yatagai, Osamu Kaieda, Jiro Iriguchi, Souichi Yamada, Tsuguo Takaya
  • Patent number: 4968796
    Abstract: 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: Grant
    Filed: August 17, 1989
    Date of Patent: November 6, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Jochem Riebel
  • Patent number: 4956005
    Abstract: 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: Grant
    Filed: November 14, 1988
    Date of Patent: September 11, 1990
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Donald J. Dumas
  • Patent number: 4954628
    Abstract: 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: Grant
    Filed: March 2, 1989
    Date of Patent: September 4, 1990
    Assignees: Nitrokaelepek, Magyar Tudomanyos Akademia Kozponti Kemiai Kutato Intezete
    Inventors: Gabor Besenyei, Sandor Nemeth, Laszlo Simandi, Maria Belak, Maria Szabo, Jozsef Dukai, Lajos Nagy, Elemer Tomordi, Csaba Soptei, Erzsebet E. Dioszegine
  • Patent number: 4944794
    Abstract: 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: Grant
    Filed: September 19, 1985
    Date of Patent: July 31, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Willy Meyer, Werner Fory, Karl Gass
  • Patent number: 4944793
    Abstract: 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: Grant
    Filed: September 19, 1985
    Date of Patent: July 31, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Willy Meyer, Werner Fory, Karl Gass
  • Patent number: 4927454
    Abstract: 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: Grant
    Filed: November 8, 1988
    Date of Patent: May 22, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christa Fest, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Ernst Kysela, Hans-Joachim Santel, Robert R. Schmidt, Robert H. Strang
  • Patent number: 4910238
    Abstract: 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: Grant
    Filed: July 10, 1986
    Date of Patent: March 20, 1990
    Assignee: Adeka Argus Chemical Co. Ltd.
    Inventors: Yutaka Nakahara, Etsuo Tobita
  • Patent number: 4902339
    Abstract: 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: Grant
    Filed: August 30, 1988
    Date of Patent: February 20, 1990
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Joel R. Christensen, Morris P. Rorer
  • Patent number: 4878937
    Abstract: This invention relates to herbicidally active sulfonylurea compounds, agriculturally suitable compositions thereof and their method of use as herbicides or plant growth regulants.
    Type: Grant
    Filed: February 12, 1988
    Date of Patent: November 7, 1989
    Assignee: E. I. Du Pont De Nemours and Company
    Inventors: Donald J. Dumas, Marcus P. Moon
  • Patent number: 4874420
    Abstract: 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: Grant
    Filed: July 15, 1988
    Date of Patent: October 17, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz-Jurgen Wroblowsky, Joachim Kluth, Klaus-Gunther Tietjen, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 4861366
    Abstract: 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: Grant
    Filed: March 31, 1988
    Date of Patent: August 29, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: George Levitt
  • Patent number: 4857100
    Abstract: 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: Grant
    Filed: May 16, 1988
    Date of Patent: August 15, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Willy Meyer
  • Patent number: 4846879
    Abstract: 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: Grant
    Filed: October 7, 1987
    Date of Patent: July 11, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christa Fest, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt, Robert H. Strang
  • Patent number: 4842639
    Abstract: This invention relates to novel condensed ring sulfonylureas and their use as herbicides and growth regulants.
    Type: Grant
    Filed: September 25, 1986
    Date of Patent: June 27, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robert J. Pasteris
  • Patent number: 4822406
    Abstract: 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: Grant
    Filed: October 7, 1987
    Date of Patent: April 18, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christa Fest, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt, Robert H. Strang
  • Patent number: 4820337
    Abstract: 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: Grant
    Filed: March 24, 1987
    Date of Patent: April 11, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: 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
  • Patent number: 4802910
    Abstract: 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: Grant
    Filed: January 20, 1987
    Date of Patent: February 7, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 4786314
    Abstract: Novel compounds of Formula I are useful as herbicides and plant growth regulants.
    Type: Grant
    Filed: October 15, 1987
    Date of Patent: November 22, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Steven P. Artz
  • Patent number: 4786315
    Abstract: 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: Grant
    Filed: November 24, 1986
    Date of Patent: November 22, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Werner Topfl
  • Patent number: 4786316
    Abstract: A class of ortho-sulfamoyl sulfonamides are useful as pre-emergent or post-emergent herbicides and plant growth regulants.
    Type: Grant
    Filed: December 12, 1986
    Date of Patent: November 22, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Chi-Ping Tseng
  • Patent number: 4780125
    Abstract: 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: Grant
    Filed: August 22, 1983
    Date of Patent: October 25, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Willy Meyer, Dieter Reinehr, Konrad Oertle, Rolf Schurter