Sulfonyl Or Sulfinyl In Acid Moiety Patents (Class 560/150)
  • Patent number: 5206440
    Abstract: 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: Grant
    Filed: July 28, 1992
    Date of Patent: April 27, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Richard Beckerbauer, Shlomo Rozen
  • Patent number: 5190699
    Abstract: 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: Grant
    Filed: April 6, 1992
    Date of Patent: March 2, 1993
    Assignee: REWO Chemische Werke GmbH
    Inventors: Elke Hohn, Hans-Jurgen Kohle, Georg-Friedrich Urban, Joachim Weigand, Christl Moller
  • Patent number: 5173105
    Abstract: 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: Grant
    Filed: February 5, 1991
    Date of Patent: December 22, 1992
    Assignee: Imperial Chemical Industries Plc
    Inventor: Christopher G. Knudsen
  • Patent number: 5145611
    Abstract: 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: Grant
    Filed: January 12, 1988
    Date of Patent: September 8, 1992
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans P. Wolff, Ernst-Christian Witte, Hans-Frieder Kuehnle
  • Patent number: 5117043
    Abstract: 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: Grant
    Filed: August 1, 1989
    Date of Patent: May 26, 1992
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Bernard Botannet, Jean-Louis Clavel, Jean-Pierre Corbet, Michel Mulhauser
  • Patent number: 5110869
    Abstract: 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: Grant
    Filed: August 21, 1990
    Date of Patent: May 5, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Gordon M. Cohen, Hans J. Reich
  • Patent number: 5107021
    Abstract: 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: Grant
    Filed: April 12, 1991
    Date of Patent: April 21, 1992
    Assignee: Societe ATOCHEM
    Inventors: Eric Bollens, Francois Szonyi, Aime Cambon
  • Patent number: 5079382
    Abstract: 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: Grant
    Filed: November 23, 1990
    Date of Patent: January 7, 1992
    Assignee: Kanegafuchi Chemical Industry Co., Ltd.
    Inventors: Naoaki Taoka, Kenji Inoue, Shigeo Hayashi, Noboru Ueyama, Satomi Takahashi
  • Patent number: 5068397
    Abstract: 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: Grant
    Filed: August 15, 1990
    Date of Patent: November 26, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert A. Falk, Kirkland P. Clark, Michael Jacobson, Athanasios Karydas, Juliana Rodgers
  • Patent number: 5026910
    Abstract: 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: Grant
    Filed: May 22, 1990
    Date of Patent: June 25, 1991
    Assignee: Societe Atochem
    Inventors: Eric Bollens, Francois Szonyi, Aime Cambon
  • Patent number: 5026898
    Abstract: 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: Grant
    Filed: January 31, 1990
    Date of Patent: June 25, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Frank W. Hobbs, James L. Meek
  • Patent number: 5025017
    Abstract: 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: Grant
    Filed: September 28, 1989
    Date of Patent: June 18, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Donald S. Karanewsky
  • Patent number: 5011944
    Abstract: .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: Grant
    Filed: May 24, 1989
    Date of Patent: April 30, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Vratislav Kvita, Marcus Baumann, Walter Fischer, Carl W. Mayer, Thomas Allmendinger
  • Patent number: 5010189
    Abstract: 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: Grant
    Filed: October 24, 1989
    Date of Patent: April 23, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Herold, Christof Angst
  • Patent number: 4983679
    Abstract: 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: Grant
    Filed: April 11, 1989
    Date of Patent: January 8, 1991
    Assignee: E. I. DuPont de Nemours and Company
    Inventors: Gordon M. Cohen, Hans J. Reich
  • Patent number: 4968599
    Abstract: 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: Grant
    Filed: June 29, 1989
    Date of Patent: November 6, 1990
    Assignee: Eastman Kodak Company
    Inventors: Alan R. Pitt, Trevor J. Wear
  • Patent number: 4898977
    Abstract: 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: Grant
    Filed: August 13, 1987
    Date of Patent: February 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Herold, Christof Angst
  • Patent number: 4841090
    Abstract: 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: Grant
    Filed: September 29, 1987
    Date of Patent: June 20, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Kalyanji U. Patel
  • Patent number: 4822897
    Abstract: 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: Grant
    Filed: June 3, 1987
    Date of Patent: April 18, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4794108
    Abstract: 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: Grant
    Filed: September 14, 1984
    Date of Patent: December 27, 1988
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shoji Kishimoto, Michiyuki Sendai, Michihiko Ochiai
  • Patent number: 4760061
    Abstract: 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: Grant
    Filed: April 24, 1985
    Date of Patent: July 26, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: Philip N. Edwards, Brian S. Tait
  • Patent number: 4716226
    Abstract: 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: Grant
    Filed: October 28, 1985
    Date of Patent: December 29, 1987
    Assignee: Roussel Uclaf
    Inventors: Stephane Gero, Jeanine Cleophax, Alice Gateau-Olesker
  • Patent number: 4705650
    Abstract: 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: Grant
    Filed: July 10, 1985
    Date of Patent: November 10, 1987
    Assignee: Rhone-Poulenc Sante
    Inventors: Gerard Mignani, Didier Morel
  • Patent number: 4670577
    Abstract: 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: Grant
    Filed: February 24, 1984
    Date of Patent: June 2, 1987
    Assignee: Roussel Uclaf
    Inventors: Marc Julia, Therese Cuvigny
  • Patent number: 4643994
    Abstract: 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: Grant
    Filed: December 17, 1984
    Date of Patent: February 17, 1987
    Assignee: The Research Foundation of State University of New York
    Inventors: Eric Block, Saleem Ahmad
  • Patent number: 4638000
    Abstract: 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: Grant
    Filed: January 14, 1985
    Date of Patent: January 20, 1987
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hirosada Sugihara, Kohei Nishikawa, Katsumi Ito
  • Patent number: 4629491
    Abstract: 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: Grant
    Filed: December 20, 1983
    Date of Patent: December 16, 1986
    Assignee: Allied Corporation
    Inventors: Michael D. Swerdloff, Milorad M. Rogic, Larry L. Hendrickson
  • Patent number: 4628109
    Abstract: 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: Grant
    Filed: June 27, 1984
    Date of Patent: December 9, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Erwin Schmidt, Dieter Gunther, Klaus-Dieter Kampe
  • Patent number: 4613467
    Abstract: 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: Grant
    Filed: August 30, 1983
    Date of Patent: September 23, 1986
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Kyoji Kimoto, Hirotsugu Miyauchi, Jukichi Ohmura, Mikio Ebisawa, Toshioki Hane
  • Patent number: 4609673
    Abstract: 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: Grant
    Filed: December 18, 1984
    Date of Patent: September 2, 1986
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hermann Eggerer, Bernd Hagenbruch, Tran G. Nguyen, Karlheinz Stegmeier, Johannes Pill
  • Patent number: 4597913
    Abstract: 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: Grant
    Filed: August 29, 1983
    Date of Patent: July 1, 1986
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Kyoji Kimoto, Hirotsugu Miyauchi, Jukichi Ohmura, Mikio Ebisawa, Toshioki Hane
  • Patent number: 4594098
    Abstract: 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: Grant
    Filed: July 16, 1985
    Date of Patent: June 10, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Klaus Bauer, Hermann Bieringer, Helmut Burstell, Jean Kocur
  • Patent number: 4582526
    Abstract: 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: Grant
    Filed: December 9, 1983
    Date of Patent: April 15, 1986
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Jean Wenger, Rene Zurfluh
  • Patent number: 4567004
    Abstract: 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: Grant
    Filed: July 18, 1984
    Date of Patent: January 28, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Erich Wolters
  • Patent number: 4480110
    Abstract: 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: Grant
    Filed: January 9, 1984
    Date of Patent: October 30, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Heitk/a/ mper, Rudolf Fauss, Kurt Findeisen, Stefan Penninger, Hans-Joachim Scholl
  • Patent number: 4474700
    Abstract: .beta.-substituted polyfluoropropionate salts, derivatives and copolymers and processes for the preparation thereof.
    Type: Grant
    Filed: May 20, 1982
    Date of Patent: October 2, 1984
    Assignee: E. I. Du Pont DeNemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4422870
    Abstract: 2-Aryl-1, 3-cyclohexanedione enol ester compounds exhibit outstanding miticidal,mite ovicidal and herbicidal activity.
    Type: Grant
    Filed: March 28, 1977
    Date of Patent: December 27, 1983
    Assignee: Union Carbide Corporation
    Inventor: Thomas N. Wheeler
  • Patent number: 4421693
    Abstract: 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: Grant
    Filed: March 25, 1982
    Date of Patent: December 20, 1983
    Assignee: Otsuka Chemical Co., Ltd.
    Inventors: Takeshi Goto, Takashi Soeda, Nobuyoshi Asai, Akira Tanaka
  • Patent number: 4407743
    Abstract: 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: Grant
    Filed: March 19, 1982
    Date of Patent: October 4, 1983
    Assignee: American Cyanamid Company
    Inventor: Shin-Shyong Tseng
  • Patent number: 4337211
    Abstract: 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: Grant
    Filed: June 11, 1980
    Date of Patent: June 29, 1982
    Assignee: The Dow Chemical Company
    Inventors: Bobby R. Ezzell, William P. Carl, William A. Mod
  • Patent number: 4334083
    Abstract: 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: Grant
    Filed: May 21, 1980
    Date of Patent: June 8, 1982
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Bernard Buathier, Andre Bernard
  • Patent number: 4314069
    Abstract: .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: Grant
    Filed: April 15, 1977
    Date of Patent: February 2, 1982
    Assignee: Ishihara Sangyo Kaisha, Ltd.
    Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
  • Patent number: 4291057
    Abstract: Novel esters of halo-4-alkenoic acid compounds having pesticidal activity and methods of their preparation.
    Type: Grant
    Filed: July 2, 1979
    Date of Patent: September 22, 1981
    Assignee: Union Carbide Corporation
    Inventor: Thomas N. Wheeler
  • Patent number: 4288592
    Abstract: 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: Grant
    Filed: April 30, 1979
    Date of Patent: September 8, 1981
    Assignee: American Cyanamid Company
    Inventors: Michael M. Rauhut, Shin-Shyong Tseng
  • Patent number: 4260560
    Abstract: 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: Grant
    Filed: November 26, 1979
    Date of Patent: April 7, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Jacobs, Gerhard Hamprecht, Dietrich Mangold
  • Patent number: 4230875
    Abstract: 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: Grant
    Filed: July 3, 1978
    Date of Patent: October 28, 1980
    Assignee: Chevron Research Company
    Inventor: David C. K. Chan
  • Patent number: 4226738
    Abstract: 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: Grant
    Filed: November 1, 1978
    Date of Patent: October 7, 1980
    Assignee: American Cyanamid Company
    Inventors: Michael M. Rauhut, Shin-Shyong Tseng, Arthur G. Mohan
  • Patent number: 4198305
    Abstract: 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: Grant
    Filed: June 14, 1978
    Date of Patent: April 15, 1980
    Assignee: Mobil Oil Corporation
    Inventor: Abraham O. M. Okorodudu
  • Patent number: 4138423
    Abstract: Novel N-dithio carbamoyl oxime compounds have exceptional pesticidal activity.
    Type: Grant
    Filed: July 1, 1976
    Date of Patent: February 6, 1979
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4134770
    Abstract: 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: Grant
    Filed: September 21, 1977
    Date of Patent: January 16, 1979
    Assignee: Mitsubishi Paper Mills, Ltd.
    Inventors: Kazuhiro Emoto, Kenji Yabuta, Kiyoshi Yamashita, Kiyoshi Futaki