Sulfonyl Or Sulfinyl In Acid Moiety Patents (Class 560/150)
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Patent number: 5206440Abstract: A process for production of fluorinated sulfones from fluorinated organic sulfides by oxidation of the sulfides with an oxidizing reagent made from fluorine, water and acetonitrile. The sulfones are useful as second order nonlinear optical dyes.Type: GrantFiled: July 28, 1992Date of Patent: April 27, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: Richard Beckerbauer, Shlomo Rozen
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Patent number: 5190699Abstract: Disclosed are citric acid fatty alcohol ester polyglycol ether sulfosuccinates of the general formula (1) ##STR1## and personal care products containing them, in which each R is the same or different and is H or -CH.sub.3 ; ##STR2## R.sup.2 is selected from the group consisting of ##STR3## acyl radicals having 8-22 carbon atoms, which radicals are optionally substituted and optionally contain one or more multiple bonds;R.sup.3 is an alkyl or acyl radical having 8-22 carbon atoms, which is optionally substituted and optionally contains multiple bonds;a and b, which are identical or different, are each 0-5, provided that the sum of (a+b) is at least 1;c is 0-15; andX.sup.+ is in each occurrence H.sup.+ or a cation.Type: GrantFiled: April 6, 1992Date of Patent: March 2, 1993Assignee: REWO Chemische Werke GmbHInventors: Elke Hohn, Hans-Jurgen Kohle, Georg-Friedrich Urban, Joachim Weigand, Christl Moller
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Patent number: 5173105Abstract: An herbicide compound of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, nitro; cyano; C.sub.1 -C.sub.2 haloalkyl, or R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.3 and R.sup.4 together are oxo;R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.5 and R.sup.6 together are alkylene having 2 to 5 carbon atoms;R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.Type: GrantFiled: February 5, 1991Date of Patent: December 22, 1992Assignee: Imperial Chemical Industries PlcInventor: Christopher G. Knudsen
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Patent number: 5145611Abstract: Carboxylic acid derivatives of the formula ##STR1## R.sub.1 is alkoxy, alkylthio, alkylsulphinyl, alkulsulphonyl, alkylamino, cycloalkyl, or cycloalkoxy or optionally substituted aryl, aryloxy, arylthio, arylsulphinyl, arylsulphonyl or arylamino. R.sub.2 is optionally substituted aryl or, when B is alkylene also a hydrogen atom. A is a straight-chained or branched, saturated or unsaturated alkylene containing 3 to 10 carbon atoms which is optionally interrupted by a heteratom attached to a saturated carbon and has a chain length of at least 3 atoms. Y is S(O).sub.n group or oxygen, n being 0, 1 or 2. B is a valency bond or a straight-chained or branched, saturated or unsaturated alkylene containing 1 to 18 carbon atoms. Physiologically acceptable salts, esters and amides thereof are also included. The compounds are useful in the treatment of metabolic diseases.Type: GrantFiled: January 12, 1988Date of Patent: September 8, 1992Assignee: Boehringer Mannheim GmbHInventors: Hans P. Wolff, Ernst-Christian Witte, Hans-Frieder Kuehnle
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Patent number: 5117043Abstract: The invention relates to an N-sulfomethylglycinate of formula:HO.sub.3 S--CH.sub.2 --NH--CH.sub.2 --COOR.sub.1 (I)COOR.sub.1 being a hydrolysable carboxylic ester group.It also relates to a process for the preparation of the compound of formula (I) consisting in putting in contact sulfur dioxide, formaldehyde, and glycine in the presence of a R.sub.1 OH alcohol, or glycinate.It also relates to the use of the compound of formula (I) for the preparation of herbicides of the glyphosate type of reaction with a phosphite or a phosphonate of formula (R.sub.2 O).sub.2 P(O) H in which (R.sub.2 O).sub.2 P is a hydrolysable phosphonic ester group, then optionally by a subsequent hydrolysis reaction.Type: GrantFiled: August 1, 1989Date of Patent: May 26, 1992Assignee: Rhone-Poulenc AgrochimieInventors: Bernard Botannet, Jean-Louis Clavel, Jean-Pierre Corbet, Michel Mulhauser
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Patent number: 5110869Abstract: Silylketene acetals, including "living" GTP polymers, are acylated or sulfonylated in the presence of GTP-effective catalysts with acyl or sulfonyl compounds to produce .beta.-ketoesters or .beta.-sulfonylesters; polymeric products, including capped, coupled and chain-extended polymers and block copolymers can be prepared.Type: GrantFiled: August 21, 1990Date of Patent: May 5, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventors: Gordon M. Cohen, Hans J. Reich
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Patent number: 5107021Abstract: The invention relates to polyfluoroalkyl nitrogen compounds of general formula:R.sub.F --(CH.sub.2).sub.2 --Xin which X denotes an isothiocynate --N.dbd.C.dbd.S, carbodiimide --N.dbd.C.dbd.N(CH.sub.2).sub.2 --R'.sub.F or thiourea --NH--CS--A group, A denoting an optionally substituted amino group, and each of the symbols R.sub.F and R'.sub.F denotes a perfluoroalkyl radical.These compounds, prepared from the corresponding azides R.sub.F (CH.sub.2).sub.2 N.sub.3 or amines R.sub.F (CH.sub.2).sub.2 NH.sub.2, can be used as surface-active agents or precursors of such agents.Type: GrantFiled: April 12, 1991Date of Patent: April 21, 1992Assignee: Societe ATOCHEMInventors: Eric Bollens, Francois Szonyi, Aime Cambon
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Patent number: 5079382Abstract: A 3,4-epoxybutyrate of the formula: ##STR1## wherein R.sup.1 is an alkyl or aralkyl group is efficiently prepared by a process comprising steps of:(a) reacting 3,4-dihydroxybutyronitrile of the formula: ##STR2## with a sulfonyl chloride of the formula: R.sup.2 --SO.sub.2 --Cl wherein R.sup.2 is an alkyl group or a phenyl group which may be substituted in the presence of a base to obtain a compound of the formula: ##STR3## (b) reacting the compound prepared in the step (a) with an alcohol of the formula: R.sup.1 --OH in the presence of an acid to obtain a compound of the formula: ##STR4## and (c) reacting the compound prepared in the step (b) with a base to obtain the 3,4-epoxybutyrate.Type: GrantFiled: November 23, 1990Date of Patent: January 7, 1992Assignee: Kanegafuchi Chemical Industry Co., Ltd.Inventors: Naoaki Taoka, Kenji Inoue, Shigeo Hayashi, Noboru Ueyama, Satomi Takahashi
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Patent number: 5068397Abstract: Tris-perfluoroalkyl terminated neopentyl alcohols of the formula (R.sub.f --E.sub.n --X--CH.sub.2).sub.3 CCH.sub.2 OH prepared from halogenated neopentyl alcohols and thiols of the formula R.sub.f --E.sub.n --SH, amines of the formula R.sub.f --E.sub.n --NH--R, alcohols of the formula R.sub.f --E.sub.n --OH, perfluoro-acids or amides, are described. The alcohols react with isocyanates to prepare urethanes; with acids or derivatives, to prepare esters or carbonates; with epoxides to form ethers. Further, they may be converted to halide intermediates. The products all contain the residue of at least one R.sub.f -neopentyl alcohol containing three perfluoroalkyl hetero groups.Type: GrantFiled: August 15, 1990Date of Patent: November 26, 1991Assignee: Ciba-Geigy CorporationInventors: Robert A. Falk, Kirkland P. Clark, Michael Jacobson, Athanasios Karydas, Juliana Rodgers
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Patent number: 5026910Abstract: The invention relates to polyfluoroaklyl nitrogen compounds of general formula:R.sub.F --(CH.sub.2).sub.2 --Xin which X denotes an isothiocyanate --N.dbd.C.dbd.S, carbodiimide --N.dbd.C.dbd.N(CH.sub.2).sub.2 --R'.sub.F or thiourea --NH--CS--A group, A denoting an optionally substituted amino group, and each of the symbols R.sub.F and R'.sub.F denotes a perfluoroalkyl radical.these compounds, prepared from the corresponding axides R.sub.F (CH.sub.2).sub.2 N.sub.3 or amines R.sub.F(CH.sub.2).sub.2 NH.sub.2, can be used as surface-active agents or precursors of such agents.Type: GrantFiled: May 22, 1990Date of Patent: June 25, 1991Assignee: Societe AtochemInventors: Eric Bollens, Francois Szonyi, Aime Cambon
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Patent number: 5026898Abstract: A process for regioselectively preparing phosphorylated cyclitols, in particular phosphorylated inositols such as myo-inositol 1,4,5-tris(phosphate) and muo-inositol 1,3,4,5-tetrakis(phosphate). Novel cyclitols produced by means of this process are also described.Type: GrantFiled: January 31, 1990Date of Patent: June 25, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Frank W. Hobbs, James L. Meek
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Patent number: 5025017Abstract: Seco-mevinic acid derivatives are provided which has the structure ##STR1## including all stereoisomers thereof, wherein Z is ##STR2## R is H, alkali metal or lower alkyl, R.sup.1 is H, lower alkyl, aryl, lower alkoxy, cycloalkyl, heteroaryl, aralkyl, heteroaralkyl or heterocyclic; R.sup.2 is lower alkyl, cycloalkyl or aralkyl, and X is O or NR.sup.5 wherein R.sup.5 is H or lower alkyl, and are HMG CoA reductase inhibitors and thus are useful as antihypercholesterolemic agents and in treating atherosclerosis. New intermediates for preparing the above seco-mevinic acid derivatives are also provided.Type: GrantFiled: September 28, 1989Date of Patent: June 18, 1991Assignee: E. R. Squibb & Sons, Inc.Inventor: Donald S. Karanewsky
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Patent number: 5011944Abstract: .alpha.-Pyrones of the formula I ##STR1## in which R.sup.1 is --CF.sub.3 or --COOR.sup.3 and R.sup.3 is the radical of a C.sub.1 -C.sub.18 alcohol diminished by a hydroxyl group, and R.sup.2 is --F, --Br, --Cl, --CN, --CF.sub.3, C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.18 alkenyl, C.sub.2 -C.sub.18 alkynyl, C.sub.1 -C.sub.18 alkoxy, C.sub.1 -C.sub.18 alkylthio, C.sub.1 -C.sub.18 alkylsulfonyl, C.sub.6 -C.sub.16 aryl, C.sub.7 -C.sub.24 alkaryl, C.sub.7 -C.sub.12 aralkyl, C.sub.8 -C.sub.24 alkaralkyl, C.sub.6 -C.sub.16 aryloxy, C.sub.6 -C.sub.16 arylthio, C.sub.6 -C.sub.16 arylsulfonyl, C.sub.7 -C.sub.24 alkaryloxy, C.sub.7 -C.sub.24 alkarylthio, C.sub.7 -C.sub.24 alkarylsulfonyl, C.sub.7 -C.sub.12 aralkyloxy, C.sub.7 -C.sub.12 aralkylthio, C.sub.7 -C.sub.12 aralkylsulfonyl, C.sub.8 -C.sub.24 alkaralyloxy, C.sub.8 -C.sub.24 alkaralylthio, C.sub.8 -C.sub.24 alkaralylsulfonyl, secondary amine having 2 to 24 C atoms or trialkylsilyl or trialkoxysilyl each of which has 3 to 18 C atoms.Type: GrantFiled: May 24, 1989Date of Patent: April 30, 1991Assignee: Ciba-Geigy CorporationInventors: Vratislav Kvita, Marcus Baumann, Walter Fischer, Carl W. Mayer, Thomas Allmendinger
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Patent number: 5010189Abstract: The invention relates to novel processes and intermediates for the preparation of 5-amino-4-hydroxyvaleric acid derivatives of the formula ##STR1## in which R.sup.1 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl or the radical of a natural amino acid, R.sup.2 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl, amino, hydroxy, mercapto, sulphinyl, sulphonyl or the radical of a natural amino acid, and R.sup.3 represents optionally substituted hydroxy or amino, by sigmatropic rearrangement of a suitable allyl ester, halolactonization of the resulting .gamma.,.delta.-unsaturated acid or of a suitable derivative thereof, exchange of halogen for a nitrogen-containing nucleophile, opening of the lactone ring and freeing of the amino group. Compounds of the formula I are starting materials for the preparation of renin-inhibitors which have an anti-hypertensive action.Type: GrantFiled: October 24, 1989Date of Patent: April 23, 1991Assignee: Ciba-Geigy CorporationInventors: Peter Herold, Christof Angst
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Patent number: 4983679Abstract: Silylketene acetals, including "living" GTP polymers, are acylated or sulfonylated in the presence of GTP-effective catalysts with acyl or sulfonyl compounds to produce .beta.-ketoesters or .beta.-sulfonylesters; polymeric products, including capped, coupled and chain-extended polymers and block copolymers can be prepared.Type: GrantFiled: April 11, 1989Date of Patent: January 8, 1991Assignee: E. I. DuPont de Nemours and CompanyInventors: Gordon M. Cohen, Hans J. Reich
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Patent number: 4968599Abstract: Fluoroalkyl surface active agents are provided as effective coating aids for hydrophilic colloid coating compositions for photographic materials. These coating aids are of the formula: ##STR1## where M is a cation,x and y are each independently 0 or an integer of from 1 to 6 such that the sum of x and y is an integer of from 2 to 6, andp and q are each independently 1 or 2, with the proviso that when the sum of x and y is 6, p and q are each 1, and when the sum of x and y is 2, p and q are each 2.Type: GrantFiled: June 29, 1989Date of Patent: November 6, 1990Assignee: Eastman Kodak CompanyInventors: Alan R. Pitt, Trevor J. Wear
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Patent number: 4898977Abstract: The invention relates to novel processes and intermediates for the preparation of 5-amino-4-hydroxyvaleric acid derivatives of the formula ##STR1## in which R.sup.1 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl or the radical of a natural amino acid, R.sup.2 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl, amino, hydroxy, mercapto, sulphinyl, sulphonyl or the radical of a natural amino acid, and R.sup.3 represents optionally substituted hydroxy or amino, by sigmatropic rearrangement of a suitable allyl ester, halolactonisation of the resulting .gamma.,.delta.-unsaturated acid or of a suitable derivative thereof, exchange of halogen for a nitrogen-containing nucleophile, opening of the lactone ring and freeing of the amino group. Compounds of the formula I are starting materials for the preparation of renin-inhibitors which have an anti-hypertensive action.Type: GrantFiled: August 13, 1987Date of Patent: February 6, 1990Assignee: Ciba-Geigy CorporationInventors: Peter Herold, Christof Angst
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Patent number: 4841090Abstract: Fluorochemical amine salt compounds containing one or more fluoroaliphatic radicals and one or more salt-forming amino groups which have cyanoalkyl groups as N-substituents groups, such compounds being useful as treating agents for fibrous substrates, such as textiles, e.g., carpet, to modify surface properties thereof, viz., to impart oil and water repellency to the surface of said substrates.Type: GrantFiled: September 29, 1987Date of Patent: June 20, 1989Assignee: Minnesota Mining and Manufacturing CompanyInventor: Kalyanji U. Patel
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Patent number: 4822897Abstract: Polyfluoro .gamma.-ketoester compounds are obtained by reaction of ethylenic monoolefins, a metal or quaternary ammonium cyanide, and a fluoroester. These compounds, which have a general formula R.sub.F C(O)CFYCF.sub.2 CO.sub.2 R.sup.1, can be copolymerized directly with fluorinated ethylenic monoolefins, or further reacted to form vinyl ether and allyl ether derivatives which may also be copolymerized with ethylenic comonomers, forming solid, moldable copolymers with useful properties determined by the nature of pendant functional groups R.sub.F.Type: GrantFiled: June 3, 1987Date of Patent: April 18, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4794108Abstract: A 2-azetidinone derivative having a group of the formula ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and each represents a hydrogen atom, alkyl, aryl or arylalkyl which may have a substituent at the 1-position and an amino group, at the 3-position, which may be acylated or protected, its salt or ester, and methods of producing the same, (1) a method comprising subjecting a 2-azetidinone derivative having a group of the formula ##STR2## wherein the symbols are as defined above at the 1-position and an amino group at the 3-position, its salt or ester to an acylation or protective-group introduction reaction, and (2) a method comprising reacting a 2-azetidinone derivative having a hydroxy group at the 1-position and an amino group, at the 3-position, which may be acylated or protected, or its salt with a compound of the formula ##STR3## wherein W is a halogen atom; other symbols are as defined above, its salt or ester.Type: GrantFiled: September 14, 1984Date of Patent: December 27, 1988Assignee: Takeda Chemical Industries, Ltd.Inventors: Shoji Kishimoto, Michiyuki Sendai, Michihiko Ochiai
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Patent number: 4760061Abstract: Mono- or bis-complex esters or ethers of a phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined mono- or bis-phenolic nucleus including a hydroxyphenyl-hydroxynaphthyl; hydroxyphenyl-hydroxyindanyl, hydroxyphenyl-hydroxybenzothienyl or di-hydroxyphenyl-ethylene or vinylene nucleus; whereinA is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages, whereinR.sup.1 is hydrogen, or alkyl, alkenyl, cycloalkyl, halogenoalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 -- or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --S--, --SO-- or --SO.sub.2 --, whereinR.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene; whereinR.sup.12 is hydrogen or alkyl, and whereinR.sup.22 is hydrogen, cyano or nitro; or a salt thereof when appropriate.Type: GrantFiled: April 24, 1985Date of Patent: July 26, 1988Assignee: Imperial Chemical Industries PLCInventors: Philip N. Edwards, Brian S. Tait
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Patent number: 4716226Abstract: Novel 2-azetidinones of the formula ##STR1## wherein R is alkyl of 1 to 4 carbon atoms, R.sub.1 is selected from the group consisting of hydrogen, --OH, protected hydroxy and --OCH.sub.2 --COOR', R' is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms and R.sub.2 is selected from the group consisting of alkyl of 1 to 4 carbon atoms and hydroxyl protective group and a novel process and novel intermediates for their preparation and a process for the preparation of compounds of the formula ##STR2## wherein R has the above definition, R'd is selected from the group consisting of hydrogen, --OH and protected hydroxyl and R.sub.3 is selected from the group consisting of hydrogen and R.sub.3 ', R.sub.3 ' is amino protective group which are useful intermediates.Type: GrantFiled: October 28, 1985Date of Patent: December 29, 1987Assignee: Roussel UclafInventors: Stephane Gero, Jeanine Cleophax, Alice Gateau-Olesker
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Patent number: 4705650Abstract: Compounds halogenated in the .alpha.-position to an electron-attracting group of formula ##STR1## in which X denotes a halogen atom, R denotes a hydrogen atom or a hydrocarbon radical or a radical --(CH.sub.2).sub.3 --COOR.sub.1 and Z denotes a radical --CHO, --COR.sub.2, --COOR.sub.3, --CONR.sub.4 R.sub.5, --CN, --SO.sub.2 R.sub.6, --NO.sub.2, --CO--(CH.sub.2)p--COO.sub.1 or --COO(CH.sub.2)p--COOR.sub.1 are made by a halogenating deacylation of a compound of formula ##STR2## in which R' denotes a hydrogen atom or a hydrocarbon radical, R" denotes a methyl radical and Z' denotes a radical --CHO, --COR.sub.2, --COOR.sub.3, --CONR.sub.4 R.sub.5, --CN, --SO.sub.2 R.sub.6 or --NO.sub.2 or R' and R" may form a radical --(CH.sub.2)-- or R' and R" may form a radical --CO--(CH.sub.2)p-- or --COO(CH.sub.2)p--, using an alkali metal alcoholate or an alkali or alkaline-earth metal carbonate and a halogenating agent.Type: GrantFiled: July 10, 1985Date of Patent: November 10, 1987Assignee: Rhone-Poulenc SanteInventors: Gerard Mignani, Didier Morel
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Patent number: 4670577Abstract: A novel process for the preparation of pent-4-enoic acids of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, cyano and alkoxycarbonyl of 2 to 5 carbon atoms and Y is selected from the group consisting of hydrogen, cyano, alkoxycarbonyl 2 to 5 carbon atoms, acyl of an organic carboxylic acid of 2 to 7 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms and arylsulfonyl of 6 to 7 carbon atoms with the proviso that X and Y are not both hydrogen comprising reacting a compound of the formula ##STR2## wherein R is selected from the group consisting of acyloxy of an organic carboxylic acid of 1 to 7 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms and arylsulfonyl of 6 to 7 carbon atoms with an anion derivative of a compound of the formula ##STR3## wherein X.sub.1 and Y.sub.Type: GrantFiled: February 24, 1984Date of Patent: June 2, 1987Assignee: Roussel UclafInventors: Marc Julia, Therese Cuvigny
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Patent number: 4643994Abstract: This invention relates to novel organic trithio oxides of the formula:R.sup.1 --X --R--X.sup.1 --R.sup.1wherein R is selected from --CH.sub.2 CH.dbd.CH--, ##STR1## and (CH.sub.2).sub.3 ; X is selected from ##STR2## X.sup.1 is selected from --S--S, ##STR3## and, each R.sup.1 is independently selected from carboxyalkyl, alkoxy, alkylthio, amino, alkylamino and acyl substituted and unsubstituted lower alkyl, lower alkenyl, lower alkynyl, phenyl and lower alkylphenyl; provided when R is --CH.sub.2 CH.dbd.CH--, X is ##STR4## and X.sup.1 is --S--S--, then R.sup.1 is not in both instances --CH.sub.2 CH.dbd.CH.sub.2.This invention also relates to a method of preparing the above-identified compounds by heating and further oxidizing various oxides of organic disulfides and to antithrombotic uses of the compounds.Type: GrantFiled: December 17, 1984Date of Patent: February 17, 1987Assignee: The Research Foundation of State University of New YorkInventors: Eric Block, Saleem Ahmad
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Patent number: 4638000Abstract: Novel condensed seven-membered ring compounds of the formula: ##STR1## [wherein R.sup.1 and R.sup.2 are independently hydrogen, halogen, trifluoromethyl, lower alkyl or lower alkoxy, or both jointly form tri- or tetramethylene; R.sup.3 and R.sup.5 are independently hydrogen, lower alkyl or aralkyl; R.sup.4 is hydrogen or lower alkyl; R.sup.6 is a condensed or non-condensed hetero-alicyclic containing at least one atom of N, O and S as a ring-forming atom which may be substituted; A is an alkylene chain; n is 1 or 2] and salts thereof.These compounds exhibit inhibitory activity on angiotensin converting enzyme and so forth, and are of value as an agent for diagnosis, prevention and treatment of circulatory diseases, such as hypertension, cardiopathy and cerebral apoploxy.Type: GrantFiled: January 14, 1985Date of Patent: January 20, 1987Assignee: Takeda Chemical Industries, Ltd.Inventors: Hirosada Sugihara, Kohei Nishikawa, Katsumi Ito
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Patent number: 4629491Abstract: The invention relates to novel urease inhibited fertilizer compositions containing urea and a urease inhibiting amount of one or more diaminophosphinyl compounds having oxidized sulfur functions, and methods and composition for inhibiting the activity of urease through use of such compounds.Type: GrantFiled: December 20, 1983Date of Patent: December 16, 1986Assignee: Allied CorporationInventors: Michael D. Swerdloff, Milorad M. Rogic, Larry L. Hendrickson
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Patent number: 4628109Abstract: The invention relates to new 2-ketosulfonamides of the formula ##STR1## and to a process for their preparation, wherein the 3-amino-2-sulfamoylalk-2-enoic acid esters of the formula ##STR2## obtained by reacting 3-aminoalk-2-enoic acid esters of the formula ##STR3## with amidosulfonyl chlorides of the formula X-SO.sub.2 -NH-R.sup.2, are subjected to hydrolysis and decarboxylation. The invention also relates to the 3-amino-2-sulfamoylalk-2-enoic acid esters which can be isolated as intermediates.Type: GrantFiled: June 27, 1984Date of Patent: December 9, 1986Assignee: Hoechst AktiengesellschaftInventors: Erwin Schmidt, Dieter Gunther, Klaus-Dieter Kampe
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Patent number: 4613467Abstract: A novel fluorinated copolymer is prepared by copolymerization of a fluorinated olefin with a novel sulfur containing fluorinated vinylether of the formula: ##STR1## wherein k is 0 or 1 and l is an integer of 3 to 5, which is prepared from starting materials which are also novel. Said copolymer is useful for preparation of a fluorinated cation exchange membrane having carboxylic acid groups and/or sulfonic acid groups which can be used advantageously in electrolysis of an aqueous alkali metal halide solution with improved electrolysis performance.Type: GrantFiled: August 30, 1983Date of Patent: September 23, 1986Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Kyoji Kimoto, Hirotsugu Miyauchi, Jukichi Ohmura, Mikio Ebisawa, Toshioki Hane
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Patent number: 4609673Abstract: The present invention provides carboxylic acid derivatives of the general formula: ##STR1## wherein R is a hydrogen atom, alkyl, a metal cation or an ammonium or alkylammonium ion, R.sub.1 is a hydrogen atom, a hydroxyl group or an alkyl, O-alkyl,O-benzyl or O-acyl radical, R.sub.2 is a hydrogen atom or an alkyl, aryl or aralkyl radical, n is 0, 1 or 2 and R.sub.Type: GrantFiled: December 18, 1984Date of Patent: September 2, 1986Assignee: Boehringer Mannheim GmbHInventors: Hermann Eggerer, Bernd Hagenbruch, Tran G. Nguyen, Karlheinz Stegmeier, Johannes Pill
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Patent number: 4597913Abstract: A novel fluorinated cation exchange membrane containing carboxylic acid groups and sulfonic acid groups, both in the form of a specific pendant structure, the carboxylic acid groups being at least 20% on one surface of the membrane and gradually decreasing toward the innerside of the membrane, which membrane is useful in electrolysis of an aqueous alkali metal halide solution with advantageously stable performance for a long term under more severe operational conditions than those conventionally used. The membrane can be prepared from a novel copolymer of a fluorinated olefin with a novel sulfur containing fluorinated vinylether of the formula: ##STR1## wherein k is 0 or 1, l is an integer of 3 to 5, Z is --S-- or --SO.sub.2 -- and R is C.sub.1 -C.sub.10 alkyl, an aryl, C.sub.1 -C.sub.10 perfluoroalkyl.Type: GrantFiled: August 29, 1983Date of Patent: July 1, 1986Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Kyoji Kimoto, Hirotsugu Miyauchi, Jukichi Ohmura, Mikio Ebisawa, Toshioki Hane
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Patent number: 4594098Abstract: Compounds of the formula ##STR1## in which R.sub.1 and R.sub.2 denote alkyl, CF.sub.3, benzyl cyclohexyl, cyanoethyl, phenyl or OH and A denotes, inter alia, the groups --CO--, CHOH or CH--NH.sub.2 and --COR.sub.3 denotes a carboxyl, carboxylic ester or carboxamido group, are active herbicides.Type: GrantFiled: July 16, 1985Date of Patent: June 10, 1986Assignee: Hoechst AktiengesellschaftInventors: Klaus Bauer, Hermann Bieringer, Helmut Burstell, Jean Kocur
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Patent number: 4582526Abstract: Carbamic acid ester compounds of the formula ##STR1## wherein A represents the group (a) or (b) ##STR2## wherein R.sup.1 -R.sup.8, X and Y are as defined hereinafter, processes for their preparation, herbicidal compositions containing these compounds and methods for the use of the compounds and the herbicidal compositions are disclosed.Type: GrantFiled: December 9, 1983Date of Patent: April 15, 1986Assignee: Hoffmann-La Roche Inc.Inventors: Jean Wenger, Rene Zurfluh
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Patent number: 4567004Abstract: Monomethyl-substituted methylene compounds are obtained by reacting methylene compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another represent --CN, --CO--R.sup.3, --SO.sub.2 --R.sup.3 or --NO.sub.2 andR.sup.1 can additionally denote -aryl(R.sup.1).sub.n,whereinR.sup.3 denotes --OH, alkyl, aralkyl, aryl, alkoxy, aralkoxy or aryloxy, or amino which is substituted by alkyl and/or aralkyl and/or aryl, and furthermoretwo radicals R.sup.3 together can be an alkylene group, the radical of an aliphatic diol or of an aliphatic diamine or the group --NH--CO--NH-- and n represents 1, 2 or 3,with formaldehyde and with hydrogen in the presence of a condensation catalyst and a hydrogenation catalyst at elevated temperature, the methylene compound being introduced into the liquid phase of the mixture of reactants in the course of the reaction.Type: GrantFiled: July 18, 1984Date of Patent: January 28, 1986Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Erich Wolters
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Patent number: 4480110Abstract: A process for the preparation of N,O-disubstituted urethanes. A substituted urea, an alcohol and a compound taken from the group consisting of N-unsubstituted urethanes, urea, polyurets and mixtures thereof at a temperature of 120.degree.-350.degree. C. The urethanes prepared by this process are particularly suitable for the preparation of isocyanates.Type: GrantFiled: January 9, 1984Date of Patent: October 30, 1984Assignee: Bayer AktiengesellschaftInventors: Peter Heitk/a/ mper, Rudolf Fauss, Kurt Findeisen, Stefan Penninger, Hans-Joachim Scholl
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Patent number: 4474700Abstract: .beta.-substituted polyfluoropropionate salts, derivatives and copolymers and processes for the preparation thereof.Type: GrantFiled: May 20, 1982Date of Patent: October 2, 1984Assignee: E. I. Du Pont DeNemours and CompanyInventor: Carl G. Krespan
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Patent number: 4422870Abstract: 2-Aryl-1, 3-cyclohexanedione enol ester compounds exhibit outstanding miticidal,mite ovicidal and herbicidal activity.Type: GrantFiled: March 28, 1977Date of Patent: December 27, 1983Assignee: Union Carbide CorporationInventor: Thomas N. Wheeler
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Patent number: 4421693Abstract: An aminosulfenyl chloride derivative represented by the formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are defined in the specification, which is useful as an intermediate for the preparation of a carbamate derivative represented by the formula (III): ##STR2## wherein R.sup.1 and R.sup.2 are the same as defined above, the carbamate derivative having an insecticidal, miticidal or nematocidal activity, is disclosed. A process for preparing the aminosulfenyl chloride of the formula (I), and a process for preparing the carbamate derivative of the formula (III) using the aminosulfenyl chloride of the formula (I) are also disclosed.Type: GrantFiled: March 25, 1982Date of Patent: December 20, 1983Assignee: Otsuka Chemical Co., Ltd.Inventors: Takeshi Goto, Takashi Soeda, Nobuyoshi Asai, Akira Tanaka
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Patent number: 4407743Abstract: N,N'-bis(trifluoromethylsulfonyl)oxamides are described with 2,2,2-trifluoroethyl, (ethoxycarbonyl)methyl, and [(phenylmethoxy)carbonyl]methyl substitution at the amido nitrogen atoms. These compounds, when used in chemiluminescent formulations, furnish superior light capacity and quantum efficiency. Preparation of the compounds and their use for chemiluminescence are described.Type: GrantFiled: March 19, 1982Date of Patent: October 4, 1983Assignee: American Cyanamid CompanyInventor: Shin-Shyong Tseng
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Patent number: 4337211Abstract: Novel perhalofluoro ethers and methods for preparing the same having generic formula, ##STR1## wherein a=0 or an integer greater than O;b=0 or an integer greater than O;n=zero or an integer greater than zero;R.sub.f and R'.sub.f are each independently selected from the group consisting of F, perfluoroalkyl and fluorochloroalkyl;X=F, Cl or Br;X'=Cl or Br;Y is an acid group or a group easily convertible to an acid group;Z=F, Cl, Br, OH, NRR' or OA;R and R' are independently selected from the group consisting of hydrogen, an alkyl having one or more than one carbon atom and aryl;A=alkali metal, quaternary nitrogen, or R.Type: GrantFiled: June 11, 1980Date of Patent: June 29, 1982Assignee: The Dow Chemical CompanyInventors: Bobby R. Ezzell, William P. Carl, William A. Mod
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Patent number: 4334083Abstract: A racemic or optically active alkyl 2-chloropropionate is prepared, respectively, from a racemic or optically active alkyl lactate by, in a first step, gradually bringing the alkyl lactate into contact with the thionyl chloride, in the presence of an organic base, while maintaining, in the reaction mixture, an excess of thionyl chloride, relative to the amount of alkyl lactate introduced into this mixture, at a temperature below the decomposition point of the chlorosulphinate of the alkyl lactate, which is formed as an intermediate, and then, in a second step, in heating the reaction mixture resulting from the first step at a temperature which is at least equal to the decomposition point of the chlorosulphinate of the alkyl lactate.The alkyl 2-chloropropionates can be used for the manufacture of the racemic or optically active 2-phenoxypropionic acids.Type: GrantFiled: May 21, 1980Date of Patent: June 8, 1982Assignee: Rhone-Poulenc AgrochimieInventors: Bernard Buathier, Andre Bernard
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Patent number: 4314069Abstract: .alpha.-[4-(4-Trifluoromethylphenoxy)phenoxy]alkanecarboxylic acids (the "4-trifluoromethylphenoxy group" of which may contain one chlorine atom as a substituent) and derivatives thereof useful as a herbicide, a herbicidal composition containing the compound, methods of controlling weeds and production thereof.Type: GrantFiled: April 15, 1977Date of Patent: February 2, 1982Assignee: Ishihara Sangyo Kaisha, Ltd.Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
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Patent number: 4291057Abstract: Novel esters of halo-4-alkenoic acid compounds having pesticidal activity and methods of their preparation.Type: GrantFiled: July 2, 1979Date of Patent: September 22, 1981Assignee: Union Carbide CorporationInventor: Thomas N. Wheeler
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Patent number: 4288592Abstract: There is provided a process for preparing amides which comprises reacting an amine, or an amide, and an acid halide, or anhydride, in suitable molecular proportions, in an inert organic diluent, in the presence of an effective amount of a molecular sieve, until the reaction is completed, separating the molecular sieve, and recovering the amide from the organic mother liquor.Type: GrantFiled: April 30, 1979Date of Patent: September 8, 1981Assignee: American Cyanamid CompanyInventors: Michael M. Rauhut, Shin-Shyong Tseng
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Patent number: 4260560Abstract: Sulfamyl halides are prepared by reacting sulfamic acids with halogen in the presence of phosphorus or of a phosphorus trihalide; the sulfamic acid can first be prepared from an isocyanate or urea and then be reacted as above in a one-vessel method.The compounds obtainable by the process of the invention are valuable starting materials for the preparation of crop protection agents, dyes and drugs.Type: GrantFiled: November 26, 1979Date of Patent: April 7, 1981Assignee: BASF AktiengesellschaftInventors: Peter Jacobs, Gerhard Hamprecht, Dietrich Mangold
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Patent number: 4230875Abstract: Fungi, mites and mite eggs are killed by applying thereto sulfonamides of the formula ##STR1## wherein R and R.sup.1 individually are alkyl, cycloalkyl, aryl, carbamylalkyl, or alkoxycarbonylalkyl and R.sup.2 is haloalkyl, with the proviso that one R or R.sup.1 group is carbamylalkyl or alkoxycarbonylalkyl.Type: GrantFiled: July 3, 1978Date of Patent: October 28, 1980Assignee: Chevron Research CompanyInventor: David C. K. Chan
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Patent number: 4226738Abstract: N,N'-bis(trifluoromethylsulfonyl)oxamides are described with a number of variations by substitution at the amido nitrogen atoms. These compounds when used in chemiluminescent formulations will furnish superior light intensity and quantum efficiency. Preparation of compounds and their use for chemiluminescence are described.Type: GrantFiled: November 1, 1978Date of Patent: October 7, 1980Assignee: American Cyanamid CompanyInventors: Michael M. Rauhut, Shin-Shyong Tseng, Arthur G. Mohan
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Patent number: 4198305Abstract: Polyesters of polysulfideorganocarboxylic acids have improved solubility in lubricant compositions and thereby impart good load-carrying properties to such lubricants when incorporated therein. Oxidized derivatives thereof wherein at least one of the sulfide groups is oxidized to a sulfoxide or a sulfone, also impart good load-carrying characteristics to lubricants containing same.Type: GrantFiled: June 14, 1978Date of Patent: April 15, 1980Assignee: Mobil Oil CorporationInventor: Abraham O. M. Okorodudu
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Patent number: 4138423Abstract: Novel N-dithio carbamoyl oxime compounds have exceptional pesticidal activity.Type: GrantFiled: July 1, 1976Date of Patent: February 6, 1979Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4134770Abstract: Compounds of the formula(CH.sub.2 .dbd. CH--SO.sub.2 --CH.sub.2 --CH.sub.2 --CO--A).sub.n P,wherein each A, which may be either the same or different, is selected from direct bond, --NH-- and --O--, P represents an n-valent aliphatic moiety which can be interrupted by a nitrogen atom or phenylene radical, and n is 3 or 4, provided that when A is direct bond the nitrogen atom interrupting said aliphatic moiety can be connected through the direct bond, can be effectively used as gelatin hardeners in gelatin-containing photographic layers. Examples of the compounds include 1,1,3,3-tetrakis(vinylsulfonylpropionamido)propane, .alpha.,.alpha.'-tetrakis(vinylsulfonylpropionamido)-p-xylene, 1,2,3-tris[.beta.-(vinylsulfonyl)propionyloxy]propane, N,N',N"-tris[.beta.-(vinylsulfonyl)propionyl]diethylenetriamine, and tetrakis[.beta.-(vinylsulfonyl)propionyloxymethyl]methane.Type: GrantFiled: September 21, 1977Date of Patent: January 16, 1979Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Kazuhiro Emoto, Kenji Yabuta, Kiyoshi Yamashita, Kiyoshi Futaki