Ring In Alcohol Moiety Patents (Class 560/32)
  • Patent number: 4268684
    Abstract: Carbamates are prepared from organic carbonates and aromatic amines in the presence of zinc, tin or cobalt salts of monovalent organic compounds having a pKa value of less than 2.8 and compounds having more than one carboxyl group per molecule and oxides, sulfides and carbonates at a temperature of at least 200.degree. C.
    Type: Grant
    Filed: February 25, 1980
    Date of Patent: May 19, 1981
    Assignee: The Dow Chemical Company
    Inventor: Arthur E. Gurgiolo
  • Patent number: 4268683
    Abstract: Carbamates are prepared from organic cabonates and aromatic amines in the presence of zinc or tin salts of monovalent organic compounds having a pKa value of at least 2.8 such as zinc naphthenate and which are soluble at the reaction conditions.
    Type: Grant
    Filed: February 21, 1980
    Date of Patent: May 19, 1981
    Assignee: The Dow Chemical Company
    Inventor: Arthur E. Gurgiolo
  • Patent number: 4267353
    Abstract: This invention relates to an improved process for the preparation of urethanes by the reaction of aromatic nitro compounds with alcohols and carbon monoxides in the presence of catalyst systems containing sulphur and/or selenium and/or compounds of these elements.
    Type: Grant
    Filed: August 22, 1979
    Date of Patent: May 12, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Joachim Scholl, Armin Zenner
  • Patent number: 4266080
    Abstract: Perfluoroalkyl compounds containing ether groups have the formulaR.sub.f R.sub.1 SCH.sub.2 CH.sub.2 O T Zwherein R.sub.f is a perfluoroalkyl, R.sub.1 is alkylene or alkyleneoxy or aminoalkylene, T is alkylene, and Z is hydrogen; hydroxy; NR.sub.3 R.sub.4, where R.sub.3 and R.sub.4 each is alkyl or together with nitrogen form a heterocyclic ring; N.sup.+ R.sub.3 R.sub.4 (R.sub.5)X.sub.z.sup.-y, where R.sub.5 is hydrogen, oxide, alkyl, or substituted alkyl, X is an anion, and y is 1 or 2; z is 0 or 1 or is --OCH.sub.2 CH.sub.2 SR.sub.1 R.sub.f ; can be prepared directly by free-radical catalyzed addition of a perfluoroalkylthiol to a vinyl ether or subsequent reaction. These compounds are useful as surfactants and oil spill collecting agents.
    Type: Grant
    Filed: February 2, 1978
    Date of Patent: May 5, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert A. Falk, Karl F. Mueller
  • Patent number: 4266070
    Abstract: A process for the production of urethanes is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide and an organic compound containing at least one hydroxyl group in the presence of a catalyst comprising a member selected from the group consisting of carbonyls of Co, Mo, Ti, Rh, Fe, Ni and mixtures thereof. Urethane yields and selectivities are further improved by conducting the reaction in the additional presence of an organic compound containing at least one C.dbd.N or C.dbd.C group. When such unsaturated organic compounds are employed, the catalyst can additionally comprise iridium carbonyl.
    Type: Grant
    Filed: May 25, 1979
    Date of Patent: May 5, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: David Moy
  • Patent number: 4262130
    Abstract: The present invention relates to an improved process for the production of urethanes (carbamic acid esters) by the reaction of organic nitro compounds with carbon monoxide and organic compounds containing at least one hydroxy group in the presence of palladium and/or palladium compounds and a cocatalyst which consists of a mixture of one or more iron oxides and/or iron hydroxides and activating chloride-containing additives.
    Type: Grant
    Filed: January 17, 1980
    Date of Patent: April 14, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Robert Becker, Johann Grolig, Christian Rasp
  • Patent number: 4260781
    Abstract: A process for the production of carbamates is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide, an organic compound containing at least one hydroxyl group, and a metal reactant comprising at least one member selected from the group consisting of compounds and complexes of Group VIII of the Periodic Table.
    Type: Grant
    Filed: May 25, 1979
    Date of Patent: April 7, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Robert J. Harvey
  • Patent number: 4257804
    Abstract: Carbamic acid ester of the formula ##STR1## in which R and R.sub.1 are the same or different and are hydrogen, an aliphatic hydrocarbon residue which may also be substituted, a cycloaliphatic hydrocarbon residue which may also be substituted, an aromatic hydrocarbon residue which may also be substituted or a heterocyclic residue or wherein R and R.sub.1 together with the adjoining nitrogen atom form a heterocyclic residue.The compounds of the invention are herbicidal agents of particularly strong activity.
    Type: Grant
    Filed: April 10, 1979
    Date of Patent: March 24, 1981
    Assignee: Schering Aktiengesellschaft
    Inventors: Friedrich Arndt, Ludwig Nusslein
  • Patent number: 4258201
    Abstract: A process for the production of carbamates is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide, an organic compound containing at least one hydroxyl group and a source of sulfur, selenium or tellurium, in the presence of an effective amount of a catalyst selected from the group consisting of non-halide compounds and complexes of metals of Groups IVB, VB, VIB, VIIB, VIII, IB and IIIA of the Periodic Table. Further improved results are obtained by employing in the reaction zone at least one promoter selected from the group consisting of metals of Group IA and IIA of the Periodic Table.
    Type: Grant
    Filed: January 29, 1979
    Date of Patent: March 24, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: David Moy
  • Patent number: 4258200
    Abstract: Carboxylic acid amides are produced by the catalytic reaction of an ester and an amine is shown. Organo cobalt salts are used as the catalyst. The process is particularly useful for producing dimethylacetamide by the reaction of methyl acetate and dimethylamine.
    Type: Grant
    Filed: March 11, 1980
    Date of Patent: March 24, 1981
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Randall J. Daughenbaugh
  • Patent number: 4256745
    Abstract: Prostan-1-ol esters and intermediates for their preparation are described; the former compounds exhibit improved organ specificity and a longer duration of activity at lower dosages than the corresponding non-esterified prostaglandins and are useful, inter alia, in triggering abortion, inducing labor and regulating the menstrual cycle.
    Type: Grant
    Filed: March 2, 1978
    Date of Patent: March 17, 1981
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Skuballa, Bernd Raduchel, Helmut Vorbruggen, Walter Elger, Olaf Loge, Eckehard Schillinger
  • Patent number: 4252804
    Abstract: Compounds of the formula I ##STR1## wherein m and n are 0, 1 or 2, X represents oxygen, imino, benzylimino, or morpholinoethylimino, Y represents CO, CONH, COO or SO.sub.2, and NR.sub.1 R.sub.2 represents a dimethylamino, diethylamino, dipropylamino, dibutylamino, allylamino, isobutenylamino, cyclopentylamino, cyclohexylamino, cycloheptylamino, cyclooctylamino, N-methyl N-cyclopentylamino, N-methyl N-cyclohexylamino, N-allyl N-cyclohexylamino, adamantylamino, diethoxyethylamino, dimethylaminoethylamino, dimethylaminopropylamino, N-methyl N-dimethylaminopropyl-amino, benzylamino, 3,4,5-trimethoxybenzylamino, phenethylamino, p-chlorophenethylamino, tetrahydrofurfurylamino, tetrahydropyranylmethylamino, pyrrolidino, isoxazolidinyl, piperidino, 4-hydroxypiperidino, 4-m-chlorophenyl-4-hydroxypiperidino, homopiperidino, 1,2,3,6-tetrahydropyridyl, morpholino, 2-methylmorpholino, 2,6-dimethylmorpholino, 2-morpholinoethylamino, thiamorpholino, piperazino, 4-methylpiperazino, 4-(.alpha.
    Type: Grant
    Filed: January 13, 1978
    Date of Patent: February 24, 1981
    Assignee: Metabio-Joullie
    Inventors: Maurice Joullie, Gabriel Maillard, Lucien Lakah, Christian J. M. Warolin
  • Patent number: 4251667
    Abstract: A process for the preparation of aromatic urethanes by reacting an aromatic amine, an alcohol and carbon monoxide in the presence of a catalytic quantity of a copper salt, oxygen and a dehydrating agent is disclosed. The reaction is preferably carried out using a copper halide catalyst and dehydrating agents which combine with water to release the alcohol used in the preparation of the urethane product.
    Type: Grant
    Filed: June 6, 1979
    Date of Patent: February 17, 1981
    Assignee: Atlantic Richfield Company
    Inventor: Haven S. Kesling, Jr.
  • Patent number: 4242520
    Abstract: A process for the production of carbamates is provided which comprises contacting an organic primary or secondary amine with a source of carbon monoxide, an organic compound containing at least one hydroxyl group and a source of sulfur, selenium or tellurium, in the presence of a catalyst for the reaction and in the presence of at least one member selected from the group consisting of disulfides of the formulaR.sup.1 --S--S--R.sup.2wherein R.sup.1 and R.sup.2 comprise members selected from the group consisting of alkyl, aryl, cycloalkyl, alkaryl, aralkyl, heterocyclic, alkenyl, alkynyl, alkanoyl, aranoyl, halogenated derivatives of the foregoing groups, and derivatives of the foregoing groups in which one or more carbon atoms is replaced by an oxygen atom.
    Type: Grant
    Filed: January 29, 1979
    Date of Patent: December 30, 1980
    Assignee: Halcon Research & Development Corporation
    Inventor: David Moy
  • Patent number: 4238407
    Abstract: A process for the preparation of nitro-diphenyl amines is disclosed by decarboxylation of a urethane in the presence of a base at an elevated temperature using tetramethylene sulphone as reaction medium is disclosed. The urethane can be one formed by the reaction of a nitrophenol with an aromatic isocyanate.
    Type: Grant
    Filed: November 19, 1979
    Date of Patent: December 9, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudolf Fauss, Kuno Wagner, Jan Mazanek
  • Patent number: 4237268
    Abstract: Surface-active esters of aliphatic polyols containing at least 3 hydroxyl groups and aliphatic, cycloaliphatic or araliphatic acylaminocarboxylic acids, which contain a total of at least 8, preferably 12-60, carbon atoms and which are acylated by aliphatic carboxylic acids with 1-4 carbon atoms, aromatic or araliphatic carboxylic acids or aliphatic, aromatic or araliphatic sulphonic, carbonic or carbamic acids, are suitable as auxiliaries in the dyeing of textile materials.
    Type: Grant
    Filed: July 18, 1978
    Date of Patent: December 2, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Walz, Ergun Tamer
  • Patent number: 4234738
    Abstract: Salicylate esters have been found to be suitable blocking agents for polyisocyanates, enabling preparation of hydroxy terminated polybutadiene based polyurethane bound propellant grains having extended pot life. Unblocking occurs readily at normal propellant cure temperatures, allowing normal cure rates.
    Type: Grant
    Filed: November 17, 1978
    Date of Patent: November 18, 1980
    Assignee: Thiokol Corporation
    Inventors: William H. Graham, Inella G. Shepard
  • Patent number: 4190582
    Abstract: Ethylenically unsaturated blocked aromatic diisocyanates are prepared which readily polymerize to form homopolymers and interpolymers with copolymerizable vinylidene monomers. Polymers can be prepared via emulsion polymerization, and exhibit excellent stability to hydrolysis when stored in latex form. The polymers cure at temperatures as low as 80.degree. C., and under acidic, neutral, or basic pH conditions. Homopolymers and interpolymers of the defined diisocyanates are useful as adhesives, and interpolymers of the ethylenically unsaturated blocked aromatic diisocyanates with acrylate monomers are particularly useful as binders for nonwoven fibers.
    Type: Grant
    Filed: June 19, 1978
    Date of Patent: February 26, 1980
    Assignee: The B. F. Goodrich Company
    Inventor: Harold A. Tucker
  • Patent number: 4189601
    Abstract: Ethylenically unsaturated blocked aromatic diisocyanates are prepared which readily polymerize to form homopolymers and interpolymers with copolymerizable vinylidene monomers. Polymers can be prepared via emulsion polymerization, and exhibit excellent stability to hydrolysis when stored in latex form. The polymers cure at temperatures as low as 80.degree. C., and under acidic, neutral, or basic pH conditions. Homopolymers and interpolymers of the defined diisocyanates are useful as adhesives, and interpolymers of the ethylenically unsaturated blocked aromatic diisocyanates with acrylate monomers are particularly useful as binders for nonwoven fibers.
    Type: Grant
    Filed: June 19, 1978
    Date of Patent: February 19, 1980
    Assignee: The B. F. Goodrich Company
    Inventor: Harold A. Tucker
  • Patent number: 4186269
    Abstract: An aromatic urethane is obtained at high yield without involving corrosion of a stainless steel reactor by interacting an aromatic nitro compound, an organic compound having at least one hydroxyl group therein and carbon monoxide in the presence of a catalyst composed of (1) palladium, ruthenium, rhodium or compounds thereof, (2) a Lewis acid, and (3) a tertiary amine. For instance, 2,4-dinitrotoluene, ethanol and carbon monoxide placed in a SUS-32 reactor are interacted in the presence of a catalyst composed of (1) 5% palladium on carbon, (2) ferric chloride, and (3) pyridine to obtain 2,4-diethyldicarbamatetoluene without corrosion of the reactor. After completion of the reaction, the catalyst and reaction product are separated from the reaction system; e.g., the insoluble catalyst is first separated and then the reaction solution is cooled down, e.g., to room temperature, to separate the reaction product as crystals, followed by separation of the crystals by filtration.
    Type: Grant
    Filed: December 31, 1975
    Date of Patent: January 29, 1980
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Yutaka Hirai, Katsuharu Miyate, Makoto Aiga
  • Patent number: 4182899
    Abstract: The present application relates to the optical resolution into optical antipodes of compounds of the formula ##STR1## as well as to salts consisting of an optical isomer of a compound of the above formula and an optical isomer of 2-aminobutanol. The optically active compounds of the above formula are employed as starting materials for the production of semisynthetic antibiotics of the cephalosporin or penicillin type.
    Type: Grant
    Filed: August 7, 1978
    Date of Patent: January 8, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Yung B. Chae, Dae W. Kim
  • Patent number: 4170708
    Abstract: Aromatic urethanes are produced by interacting an aromatic nitro compound, an organic compound containing hydroxyl groups and carbon monoxide in the presence of a catalyst composed of elemental selenium or a selenium compound and of a promoter composed of a bicyclic amidine together with a phenolic compound or a carboxylic acid. The interaction proceeds smoothly with the aid of a small amount of the promoter, attended with secondary production of amino compounds only in small amounts. For instance, 2,4-diethyldicarbamatetoluene is obtained at a yield of 87% by interacting 2,4-dinitrotoluene, ethanol and carbon monoxide in the presence of a catalytic system composed of metallic selenium, 1,8-diazabicyclo(5,4,0)-undecene-7 and acetic acid.
    Type: Grant
    Filed: March 8, 1976
    Date of Patent: October 9, 1979
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Yutaka Hirai, Katsuharu Miyata, Seiji Hasegawa
  • Patent number: 4164583
    Abstract: The present invention provides benz[f]isoindolines, useful in the treatment of aggression, a process for their preparation and compositions containing these compounds.
    Type: Grant
    Filed: June 22, 1978
    Date of Patent: August 14, 1979
    Assignee: Sandoz Ltd.
    Inventors: Roland Achini, Wolfgang Oppolzer, Emil Pfenninger
  • Patent number: 4163088
    Abstract: The invention relates to antistatic polyamide compositions comprising a polyamide and as an antistatic agent from 0.1 to 20%, preferably from 1.5 to 15%, by weight based on the total weight of the composition of urethanes with ether groups. The urethanes with ether groups are stable in melts of aliphatic polyamides for prolonged periods at temperatures of up to about 300.degree. C. and filaments and fibers of such polyamides or woven fabrics, knitted fabrics, non-woven or pile fabrics produced from these filaments or fibers show outstanding antistatic properties.
    Type: Grant
    Filed: June 20, 1977
    Date of Patent: July 31, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans E. Kunzel, Claus-Rudiger Bernert, Gunter Arend, Francis Bentz, Helmut Sinner, Dieter Brokmeier
  • Patent number: 4160077
    Abstract: A process for the cross-linking or chain extension of hycrocarbon polymers which contain ethylenically unsaturated groups which comprises forming an intimate mixture of the polymer with a carbamate of the formula: ##STR1## WHEREIN R.sub.1 is an optionally substituted hydrocarbyl radical, m is an integer, and A is H or an optionally substituted hydrocarbyl radical of valency m, and subjecting the mixture to heat.Novel compounds of preferred use include those in which m=1 and at least one of R and A is alkyl or 7 or more carbon atoms, or in which m=2 and A is phenylene or alkylene or alkenylene of 2 to 4 carbon atoms.
    Type: Grant
    Filed: January 6, 1978
    Date of Patent: July 3, 1979
    Assignee: Imperial Chemical Industries Limited
    Inventors: John L. Brooks, Richard Budziarek, David J. Harper
  • Patent number: 4154842
    Abstract: 1-Azolyl-4-hydroxy-1-phenoxy-butane derivatives of the formula ##STR1## in which R is hydrogen, --CO--R.sup.1 or --SO.sub.2 --R.sup.2,R.sup.1 is cycloalkyl, alkylamino, dialkylamino, alkenyl, alkynyl, or optionally substituted alkyl, phenyl, phenoxyalkyl, phenylalkyl or phenylamino,R.sup.2 is alkyl or optionally substituted phenyl,A is --CO--or CH(OH),X is H or --OR,X.sup.1 is alkyl or optionally substituted phenyl,Y is CH or N,Z is halogen, alkyl, halogenoalkyl, cycloalkyl, alkoxy, alkylthio, alkoxycarbonyl, amino, cyano, nitro, or optionally substituted phenyl, phenoxy or phenylalkyl, andN is 0, 1, 2, 3, 4 or 5,Or a salt thereof, which possess fungicidal and bactericidal properties.
    Type: Grant
    Filed: July 27, 1977
    Date of Patent: May 15, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Karl H. Buchel, Paul-Ernst Frohberger, Peter Kraus
  • Patent number: 4152350
    Abstract: This invention relates to an improved process for the preparation of polyisocyanate mixtures containing biuret groups by the reaction of organic diisocyanates with compounds which react with isocyanate groups to form biuret groups, to the polyisocyanate mixtures obtained by this process and to the use thereof for the preparation of polyurethane resins by the isocyanate polyaddition process.
    Type: Grant
    Filed: November 14, 1977
    Date of Patent: May 1, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Edgar Mohring, Kuno Wagner, Hanns P. Muller
  • Patent number: 4147716
    Abstract: A method of preparing an N-substituted carbamate comprising reacting by heating in sulfolane at a temperature ranging from about 65.degree. C. to about 100.degree. C. (1) an alkali metal cyanate, (2) at least one sulfolane-soluble organic halide of the formula RX wherein X is halogen and R represents a radical selected from the group consisting of alkyl, alkenyl, aralkyl and aralkenyl, and (3) at least one sulfolane-soluble non-aromatic monohydric or polyhydric alcohol, and isolating the N-substituted carbamate thereby produced from the resulting reaction mass.
    Type: Grant
    Filed: June 5, 1978
    Date of Patent: April 3, 1979
    Assignee: BASF Wyandotte Corporation
    Inventor: Rack H. Chung
  • Patent number: 4134880
    Abstract: An aromatic urethane of high quality and excellent heat stability can be produced in high yield by reacting an aromatic nitro compound, a hydroxyl group-containing organic compound and carbon monoxide in the presence of a catalytic system composed of (1) palladium, ruthenium, rhodium or a compound thereof, (2) a Lewis acid, and (3) ammonia. The use of such catalytic system can suppress undesirable side reactions to a satisfactory extent and ensures the reaction to proceed without causing any corrosion of a stainless steel reactor. If necessary, water may be added to the reaction system to increase the reaction velocity, by which the unit cost of the catalyst can be reduced.
    Type: Grant
    Filed: January 19, 1978
    Date of Patent: January 16, 1979
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Katsuharu Miyata, Yutaka Hirai, Hiroshi Yoshida
  • Patent number: 4132702
    Abstract: Compounds of the formula I ##STR1## in which R.sub.1 and R.sub.2 independently of one another denote alkyl, cycloalkyl or aralkyl, R.sub.3 denotes hydrogen or, conjointly with R.sub.1, denotes tetramethylene, R.sub.4 denotes hydrogen or lower alkyl or, conjointly with R.sub.2, denotes tetramethylene, R.sub.5 denotes hydrogen, alkyl, aralkyl, acyloxyalkyl, oxaalkyl or phenyl, R.sub.6 denotes hydrogen, alkhyl, phenyl or the group or, conjointly with R.sub.5, denotes alkylene, R.sub.7 denotes hydrogen, alkyl, phenyl, benzyl or alkylphenyl or, conjointly with R.sub.5 or R.sub.6, denotes alkylene or, conjointly with R.sub.5 and R.sub.6, denotes alkanetriyl, R.sub.5, R.sub.6 and R.sub.7 together containing at least one carbon atom, Y denotes --O-- or --NH--, P denotes 1, 2, 3 or 4 and A denotes hydrogen or a group which is derived from an organic or inorganic oxygen acid A-(OH).sub.p, are suitable for stabilizing organic material against thermo-oxidative degradation.
    Type: Grant
    Filed: July 27, 1976
    Date of Patent: January 2, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas Schmidt, Kurt Schwarzenbach
  • Patent number: 4129586
    Abstract: Compounds which contain azo or peroxide linkages as well as the radical of an ultraviolet light stabilizing group are described. These compounds function as polymerization initiators which cause an ultraviolet light stabilization group to be chemically bound to the polymer.
    Type: Grant
    Filed: June 6, 1977
    Date of Patent: December 12, 1978
    Assignee: Pennwalt Corporation
    Inventors: Chester S. Sheppard, Ronald E. MacLeay
  • Patent number: 4127736
    Abstract: An asymmetric synthesis of optically active prostaglandin F.sub.2.alpha. from cyclopentadiene including intermediates in this synthesis.
    Type: Grant
    Filed: September 19, 1977
    Date of Patent: November 28, 1978
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Naresh K. Chadha, John J. Partridge, Jr., Milan R. Uskokovic
  • Patent number: 4124545
    Abstract: Novel compounds which upon heating are converted into the corresponding phenol which is a catalyst for the trimerization of compounds having isocyanato groups to form isocyanurates have the formula: ##STR1## in which N REPRESENTS AN INTEGER OF FROM 1 TO 4A represents an aromatic hydrocarbon group obtained by removing the NCO group from a monomeric aromatic monoisocyanate containing 6 - 14 carbon atoms,R.sub.1 and R.sub.2 may be the same or different and represent a C.sub.1 to C.sub.6 alkyl group or a polymethylene chain containing 4 to 8 carbon atoms which together with the nitrogen atom form a heterocyclic ring,R.sub.3 may be hydrogen, chlorine, bromine or a C.sub.1 - C.sub.18 -alkyl group.
    Type: Grant
    Filed: June 22, 1977
    Date of Patent: November 7, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jurgen Hocker, Hans-Joachim Diehr, Rudolf Merten
  • Patent number: 4123614
    Abstract: The present invention relates to novel assay reagents, their composition, methods of preparation, and use in the detection and measurement of various biological systems and/or components, e.g. enzymes, antibodies, antigens, and periodate concentration. This invention in its basic form utilizes a class of compounds having, inter alia., a backbone chain, an indicator group, and vicinal oxidizable groups.
    Type: Grant
    Filed: October 18, 1976
    Date of Patent: October 31, 1978
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: David H. Rammler
  • Patent number: 4113958
    Abstract: Ethylenically unsaturated blocked aromatic diisocyanates are prepared which readily polymerize to form homopolymers and interpolymers with copolymerizable vinylidene monomers. Polymers can be prepared via emulsion polymerization, and exhibit excellent stability to hydrolysis when stored in latex form. The polymers cure at temperatures as low as 80.degree. C., and under acidic, neutral, or basic pH conditions. Homopolymers and interpolymers of the defined diisocyanates are useful as adhesives, and interpolymers of the ethylenically unsaturated blocked aromatic diisocyanates with acrylate monomers are particularly useful as binders for nonwoven fibers.
    Type: Grant
    Filed: October 22, 1976
    Date of Patent: September 12, 1978
    Assignee: The B. F. Goodrich Company
    Inventor: Harold A. Tucker
  • Patent number: 4108854
    Abstract: A new process is disclosed for the preparation of N-acyl-.alpha.-aromatic and N-acyl-.alpha.-heteroaromatic glycines by reaction of an .alpha.-ester or ether of an N-acylglycine ester or acid with an aromatic or heteroaromatic compound. Also disclosed are new intermediates for preparing N-acyl-.alpha.-aromatic and N-acyl-.alpha.-heteroaromatic glycines.
    Type: Grant
    Filed: August 16, 1976
    Date of Patent: August 22, 1978
    Assignee: SmithKline Corporation
    Inventors: John G. Gleason, Kenneth G. Holden, Nelson C. F. Yim
  • Patent number: 4107441
    Abstract: This disclosure describes certain hydroxy substituted 15-deoxy-5-cis-prostenoic acids and esters useful as hypotensive agents, anti-ulcer agents, bronchodilators, anti-microbial agents, anticonvulsants, or as intermediates.
    Type: Grant
    Filed: August 26, 1975
    Date of Patent: August 15, 1978
    Assignee: American Cyanamid Company
    Inventors: Middleton Brawner Floyd, Jr., Martin Joseph Weiss, William James McGahren, Robert Eugene Schaub
  • Patent number: 4105792
    Abstract: Prostan-1-ol esters and intermediates for their preparation are described; the former compounds exhibit improved organ specificity and a longer duration of activity at lower dosages than the corresponding non-esterified prostaglandins and are useful, inter alia, in triggering abortion, inducing labor and regulating the menstrual cycle.
    Type: Grant
    Filed: May 25, 1976
    Date of Patent: August 8, 1978
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Skuballa, Bernd Raduchel, Helmut Vorbruggen, Walter Elger, Olaf Loge, Eckehard Schillinger
  • Patent number: 4102885
    Abstract: A one-step process for the preparation of 2,4-dihaloquinazolines is disclosed beginning with methoxycarbonyl- or phenoxycarbonyl-derivatives of substituted phenylureas which are cyclized and concomitantly halogenated with a cyclizing-halogenating reagent such as N,N-dimethylaniline in phosphorus oxychloride. The 2,4-dihaloquinazolines of the instant process are particularly valuable as intermediates in the preparation of 4-amino-2-(4-substituted-piperazin-1-yl) quinazolines useful in the treatment of cardiovascular disorders such as hypertension.
    Type: Grant
    Filed: June 20, 1977
    Date of Patent: July 25, 1978
    Assignee: Bristol-Myers Company
    Inventors: Ronnie Ray Crenshaw, George Michael Luke, Richard Anthony Partyka
  • Patent number: 4102797
    Abstract: Novel compounds of the general formula: ##STR1## wherein R and R.sub.2 are hydrocarbyl groups, R.sub.1 is a hydrocarbylene group and R.sub.3 is hydrogen or a hydrocarbyl group, which groups R, R.sub.1, R.sub.2 and R.sub.3 may be substituted by or contain one or more heteroatoms or heterogroups, have utility as antioxidants for organic materials such as lubricating oils.
    Type: Grant
    Filed: May 3, 1976
    Date of Patent: July 25, 1978
    Assignee: Shell Oil Company
    Inventor: Hendrik Schadenberg
  • Patent number: 4099001
    Abstract: [[[Imidazolidinyl amino]carbonyl]amino]acetylcephalosporin derivatives having the formula ##STR1## wherein R is hydrogen, lower alkyl, phenyl-lower alkyl, diphenyl-lower alkyl, tri(lower alkyl)silyl, trihaloethyl, a salt forming ion, or the group ##STR2## R.sub.1 is hydrogen or methoxy; R.sub.2, R.sub.3 and R.sub.5 each is hydrogen or lower alkyl; R.sub.4 is hydrogen, lower alkyl, cyclo-lower alkyl, cyclo-lower alkenyl, cyclo-lower alkadienyl, phenyl, phenyl-lower alkyl, substituted phenyl, substituted phenyl-lower alkyl, or certain heterocyclic groups; R.sub.6 is lower alkyl; and X is hydrogen, lower alkanoyloxy, ##STR3## or certain heterothio groups; are useful as antibacterial agents.
    Type: Grant
    Filed: March 15, 1977
    Date of Patent: July 4, 1978
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Hermann Breuer, Uwe D. Treuner
  • Patent number: 4086246
    Abstract: A process for the preparation of a compound of the formula: ##STR1## wherein R.sup.1 is alkyl, alkyl substituted by halogen, alkyl substituted by alkoxy, aryl, aryl substituted by halogen, aryl substituted by alkyl, aryl substituted by alkoxy, aralkyl, aralkyl substituted by alkoxy, cycloalkyl, cycloalkyl substituted by halogen, cycloalkyl substituted by alkyl or cycloalkyl substituted by alkoxy, andR.sup.2 is an aromatic group, an aromatic group substituted by alkyl, an aromatic group substituted by halogen, an aromatic group substituted by alkoxy, a heteroaromatic group, a heteroaromatic group substituted by alkyl, a heteroaromatic group substituted by halogen, or a heteroaromatic group substituted by alkoxy, by the reaction of phosgene with a phenol of the formula:R.sup.2 -OHand further by the reaction of a primary amine of the formula:R'--NH.sub.
    Type: Grant
    Filed: April 30, 1976
    Date of Patent: April 25, 1978
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara
    Inventors: Geza Toth, Istvan Toth, Tibor Montay
  • Patent number: 4083848
    Abstract: Novel carbonic acid esters are disclosed which are useful in a process for introducing esterified carboxy-type protective groups on amino and/or imino groups in amino and/or imino group - containing compounds for the temporary protection of said amino and/or imino groups. Additionally, processes for preparing said esters are also disclosed.
    Type: Grant
    Filed: January 3, 1977
    Date of Patent: April 11, 1978
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Masumi Itoh, Takashi Kamiya, Daijiro Hagiwara
  • Patent number: 4082779
    Abstract: This invention relates to a novel carbamoylation method for the preparation of steroid phenolic N-disubstituted carbamate esters, and novel compounds in said method. Phenolic carbamate esters are useful for various purposes, for instance as pharmaceuticals, e.g. antitumor agents, as biocides, e.g. pesticides, and intermediates for preparing such useful compounds.
    Type: Grant
    Filed: June 24, 1976
    Date of Patent: April 4, 1978
    Assignee: Aktiebolaget Leo
    Inventors: Hans Jacob Fex, Sten Krister Kristensson, Anders Robert Stamvik
  • Patent number: 4081461
    Abstract: This invention relates to a novel carbamoylation method for the preparation of phenolic N-disubstituted carbamate esters, and novel compounds in said method. Phenolic carbamate esters are useful for various purposes, for instance as pharmaceuticals, e.g. antitumor agents, as biocides, e.g. pesticides, and intermediates for preparing such useful compounds.
    Type: Grant
    Filed: June 24, 1976
    Date of Patent: March 28, 1978
    Assignee: Aktiebolaget Leo
    Inventors: Hans Jacob Fex, Sten Krister Kristensson, Anders Robert Stamvik
  • Patent number: 4080365
    Abstract: Aromatic urethanes can be produced in exceedingly improved yield when an aromatic nitro compound, an organic compound containing hydroxyl groups, and carbon monoxide are reacted in the presence of a catalyst composed of metallic (elemental) selenium or a selenium compound and a base serving as promoter, to which reaction system an aromatic amino compound and/or an aromatic urea compound which will be secondarily produced by the reaction has been previously added in order to suppress side reactions. For instance, when nitrobenzene, methanol and carbon monoxide are interacted in the presence of metallic selenium and triethylenediamine, the conversion of nitrobenzene is 68% and the percentage of formed methyl N-phenylcarbamate to the interacted nitrobenzene is 80%, whereas when the reaction is effected under the same reaction conditions indicated above with addition to the reaction system of aniline in an amount of about 15 wt.
    Type: Grant
    Filed: May 19, 1976
    Date of Patent: March 21, 1978
    Assignee: Mitsui Toatsu Chemicals
    Inventors: Yutaka Hirai, Katsuharu Miyata, Seiji Hasegawa
  • Patent number: 4075241
    Abstract: The compounds 2-Aryl-3-amino-1-butanol derivatives of the formula ##STR1## wherein R represents hydrogen or acyl; R.sup.1 and R.sup.2 each independently represents hydrogen, phenyl lower alkyl, or lower alkoxy substituted phenyl lower alkyl, or both R.sup.1 and R.sup.2 are lower alkyl; and their pharmaceutically acceptable acid salts.The compounds are crystalline solids or liquids which, having two asymmetry centers, can be obtained in their stereoisomeric forms as racemic mixtures or in their optically active forms. The compounds have cardiovascular activity as coronary dilators.The compounds can be prepared by reacting an .alpha.-arylcrotonate with ammonia or with an amine followed by hydrogenation of the carbalkoxy group to give the corresponding butanol. The butanols are acylated in usual ways to give the compounds of formula (I) wherein R represents an acyl group.
    Type: Grant
    Filed: May 8, 1972
    Date of Patent: February 21, 1978
    Assignee: Gruppo Lepetit S.p.A.
    Inventors: Elvio Bellasio, Franco Cristiani
  • Patent number: 4073800
    Abstract: Poly-carbonyloxyurethanes of the formula:A O--CO--NH--O--CO--R!.sub.n (1)wherein A is a linking group to which the oxygen atoms are attached at alkyl, cycloalkyl or aryl carbon atoms, n is an integer of value at least 2, and each R which may be the same or different, is the residue of a monobasic carboxylic acid of formula R--COOH, and their salts, especially salts with cations based on teritary amines, are useful cross-linking or chain-extending agents for natural or synthetic polymers, or may be used as adhesives for binding these materials to each other or to metal substrates.
    Type: Grant
    Filed: February 23, 1976
    Date of Patent: February 14, 1978
    Assignee: Imperial Chemical Industries Limited
    Inventors: John L. Brooks, Richard Budziarek
  • Patent number: 4065496
    Abstract: Trans-N-acyl-N-alkyl-1-amino-1,3-butadienes are prepared by contacting a conjugated azomethine with a strong base in an inert organic solvent at sub-zero temperature and thereafter acylating the resulting product. The trans-N-acyl-N-alkyl-1-amino-1,3-butadienes are useful as intermediates in the formation of substituted decahydro-quinolines, Pumiliotoxin C, and can also be used as the diene in Diels-Alder reactions or can be copolymerized with vinyl compounds.
    Type: Grant
    Filed: January 7, 1976
    Date of Patent: December 27, 1977
    Assignee: CHON Corporation
    Inventor: Wolfgang Oppolzer
  • Patent number: 4064270
    Abstract: A new class of N'-(aminoacylaminophenyl) acetamidines: ##STR1## in which R.sup.1 and R.sup.2 are the same or different and represent hydrogen, alkyl, aryl or the substituted derivatives thereof or, together with the nitrogen atom to which they are attached, an heterocyclic ring; and R.sup.3 is hydrogen, alkyl, aryl, aralkyl, or a heterocyclic moiety including the substituted derivatives thereof. The products have utility as anthelmintics.The products are obtained by treating a suitable amino-acid or a carbonyl-activated amino-acid, with the appropriate N'-(4-aminophenyl)-N,N-dimethylacetamidine. In addition, the products are obtained by treating a suitable N'-(haloacylaminophenylacetamidine with an appropriate amine.
    Type: Grant
    Filed: September 13, 1974
    Date of Patent: December 20, 1977
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmund Wollweber, Ekkehard Niemers, Hans Peter Schulz, Herbert Thomas, Peter Andrews