Q Is Hydrogen Or A Lower Saturated Alkyl Substituent Patents (Class 564/215)
  • Patent number: 4755511
    Abstract: This invention relates to tricyclic pyridazinone compounds, pharmaceutical compositions containing the compounds, and a method of stimulating cardiac activity in a mammal by administering an effective amount of the compound. A compound of the invention is 7-carboxamido-4,4a-dihydro-4a-methyl-[5H]-indeno[1,2-c]-pyridazin-3[2H]-on e.
    Type: Grant
    Filed: September 22, 1987
    Date of Patent: July 5, 1988
    Assignee: Smith Kline & French Laboratories Limited
    Inventor: Brian H. Warrington
  • Patent number: 4742058
    Abstract: A novel polyprenyl compound such as a polyprenyl carboxylic acid amide is disclosed. It has antithrombic and antiplatelet aggregation activity.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: May 3, 1988
    Assignee: Eisai Co., Ltd.
    Inventors: Isao Yamatsu, Takeshi Suzuki, Shinya Abe, Kouji Nakamoto, Akiharu Kajiwara, Tohru Fujimori, Koukichi Harada, Shinichi Kitamura
  • Patent number: 4668703
    Abstract: This invention is for .gamma.-allenyl-.gamma.-aminobutyric acid derivatives which are .gamma.-aminobutyric acid transaminase inhibitors.
    Type: Grant
    Filed: July 1, 1985
    Date of Patent: May 26, 1987
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Alexander Krantz, Arlindo L. Castelhano, Diana H. Pliura
  • Patent number: 4661632
    Abstract: Halogenopropargylformamides of the formula ##STR1## in which R is hydrogen, alkyl, halogenoalkyl, cycloalkyl, halogenoalkyl, cycloalkyl, alkenyl, alkinyl, halogenoalkinyl, optionally substituted aralkyl and optionally substituted aryl, andHal is halogen.which possess fungicidal and bactericidal properties.
    Type: Grant
    Filed: October 31, 1985
    Date of Patent: April 28, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegfried Oeckl, Paul Reinecke, Wilhelm Brandes, Karl-Heinz Kuck, Wilfried Paulus, Hermann Genth
  • Patent number: 4606862
    Abstract: A process for preparing insecticidal N-acyl-tetrahydro-2-nitromethylene-2H-1,3-thiazines, intermediates involved therein and certain of the products.
    Type: Grant
    Filed: March 21, 1985
    Date of Patent: August 19, 1986
    Assignee: Shell Oil Company
    Inventor: Martin Harris
  • Patent number: 4600520
    Abstract: Borated adducts of alkyl diamines and alkoxides impart effective multifunctional friction reducing and high temperature stabilizing characteristics to compositions comprising hydrocarbyl lubricants and fuels.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: July 15, 1986
    Assignee: Mobil Oil Corporation
    Inventor: Andrew G. Horodysky
  • Patent number: 4578515
    Abstract: Ethylidene bisformamide is prepared by reacting, at elevated temperatures, dry acetaldehyde and formamide in the presence of an acidic catalyst and an ammonia scavenger such as acetic anhydride. The bisformamide is recovered as a bottoms product of high speed low residence time distillation techniques, e.g., wiped film evaporation. The resulting ethylidene bisformamide may be cracked to N-vinylformamide, which monomer is useful in the preparation of active polymers and copolymers, including poly(vinylformamide) which can be hydrolyzed to poly(vinylamine) salts by contact with acid. These amine salts can then be converted to the free amines, which are precursors of polymeric dyes and pharmaceuticals.
    Type: Grant
    Filed: June 7, 1984
    Date of Patent: March 25, 1986
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Daniel J. Dawson, Kenneth M. Otteson
  • Patent number: 4567298
    Abstract: This invention relates to novel polymers of dipropargylamine and derivatives thereof, a process for preparing same and the electrically conductive polymers resulting from doping poly(dipropargylamine) and derivatives thereof.
    Type: Grant
    Filed: August 10, 1984
    Date of Patent: January 28, 1986
    Assignee: W. R. Grace & Co.
    Inventors: Yoshiyuki Okamoto, Edward F. Hwang
  • Patent number: 4567300
    Abstract: Disclosed herein is a process for producing N-substituted formamide represented by the formula: ##STR1## wherein R represents a hydrogen atom or a residual radical of a primary or secondary alcohol, comprising the steps of reacting formamide with acetaldehyde in the presence of a basic catalyst and if required, further reacting the thus formed product, N-(.alpha.-hydroxyethyl)formamide, with a primary or secondary alcohol in the presence of an acid catalyst.
    Type: Grant
    Filed: January 10, 1985
    Date of Patent: January 28, 1986
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Yoshikazu Murao, Shigeru Sawayama, Kohichi Satoh
  • Patent number: 4558157
    Abstract: In the catalytic reaction of ammonia or formamide with CO and H.sub.2, exceptionally high yields of mono- and di-methyl formamide are obtained among the reaction products when the reaction is carried out in the presence of a platinum group catalyst soluble in the reaction medium, particularly a compound or complex of ruthenium or rhodium, employing a relatively non-volatile polar solvent which does not contain an active methyl function and which does not enter into the reaction producing formamide compounds. The pressure employed is in the range of 3000-8000 psi with a hydrogen partial pressure of at least 1500 psi, the preferred solvent being sulfolane.
    Type: Grant
    Filed: June 5, 1984
    Date of Patent: December 10, 1985
    Assignee: Air Products and Chemicals, Inc.
    Inventors: John A. Marsella, Guido P. Pez
  • Patent number: 4554377
    Abstract: The invention relates to the preparation of N-.alpha.-alkoxyethyl-carboxylic acid amides from dimethyl acetal and a carboxylic acid amide such as acetamide and to the preparation of secondary N-vinyl carboxylic acid amides such as N-vinyl acetamide therefrom.The reaction of dimethyl acetal and the carboxylic acid amide involves an equilibrium disproportionation wherein excess dimethyl acetal is used in sufficient amounts, e.g., in a molar ratio of from about 2 to 60:1 mole ratio, so as to force the equilibrium to the desired N-.alpha.-alkoxyethyl-carboxylic acid amide intermediate product. Equilibrium is reached in about 0.1 to 150 hours at a temperature about 0.degree. to 100.degree. C. The intermediate N-.alpha.-alkoxyethyl-carboxylic acid amide is pyrolyzed in accordance with a known pyrolysis reaction so as to obtain the corresponding N-vinyl acetamide.
    Type: Grant
    Filed: July 16, 1984
    Date of Patent: November 19, 1985
    Assignee: Celanese Corporation
    Inventors: Robert W. Stackman, Richard H. Summerville, deceased, James E. Summerville, Jr., heir
  • Patent number: 4551550
    Abstract: 1. A compound of the formula:H.sub.2 C.dbd.C.dbd.CHCH.sub.2 NHCH.sub.2 --Z--CH.sub.2 NHRwherein:Z is --CH.sub.2 CH.sub.2 -- or trans-CH.dbd.CH--,R is H, CH.sub.3 --, CH.sub.3 CH.sub.2, CH.sub.3 (CH.sub.2).sub.2 --, --(CH.sub.2).sub.3 NH.sub.2, --(CH.sub.2).sub.3 NHCOCH.sub.3, --CH.sub.2 CH.dbd.CH.sub.2, or --CH.sub.2 CH.dbd.C.dbd.CH.sub.2,or a pharmaceutically acceptable acid addition salt thereof are inhibitors of polyamine oxidase.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: November 5, 1985
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventor: Philippe Bey
  • Patent number: 4549975
    Abstract: Borated adducts of alkyl diamines, alkoxides and lower carboxylic acids impart effective multifunctional friction reducing and high temperature stabilizing characteristics to compositions comprising hydrocarbyl lubricants and fuels.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: October 29, 1985
    Assignee: Mobil Oil Corporation
    Inventor: Andrew G. Horodysky
  • Patent number: 4543424
    Abstract: In the process of preparing substituted formamides by the catalytic oxidation of substituted tertiary amines, in which a metal halide catalyst is used in conjunction with an alkali metal halide corrosion inhibitor, pitting of equipment can be inhibited by including in the reaction medium a primary alkylamine, urea or a substituted urea, or thiourea or a substituted thiourea.
    Type: Grant
    Filed: April 9, 1984
    Date of Patent: September 24, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Harold E. Bellis
  • Patent number: 4529529
    Abstract: Borated hydrocarbylenetriamine amides can be made by borating the appropriate reaction product of a triamine and an organic monocarboxylic acid. They demonstrate friction reducing and/or fuel consumption reducing properties when formulated into lubricants, particularly lubricating oils, and fuels.
    Type: Grant
    Filed: February 1, 1984
    Date of Patent: July 16, 1985
    Assignee: Mobil Oil Corporation
    Inventor: Andrew G. Horodysky
  • Patent number: 4529822
    Abstract: This invention relates to preparing formamide compounds in a process which comprises reacting an amine with a formylalkanolamine in the presence of carbon monoxide in which the mole ratio of amine to formylalkanolamine ranges from 0.2:1 to 5:1. The reaction is conducted at a temperature ranging from about 50.degree. to 300.degree. C. and a pressure ranging from about 100 to 10,000 psig. The amine employed in the reaction has the formula: ##STR1## wherein R' is hydrogen, an alkyl group of 1 to 10 carbon atoms, cyclohexyl, or --R"--O--R'", wherein R" is a divalent alkylene group of 2 to 4 carbon atoms and R'" is an alkyl group of 1 to 3 carbon atoms; and R is hydrogen or an alkyl group of 1 to 10 carbon atoms. The formylalkanolamine employed in the reaction has the formula: ##STR2## wherein R is an alkylene group of 1 to 3 carbon atoms, z is 0 or 1 and y is 1 or 2 and the sum of y and z is 2.
    Type: Grant
    Filed: October 19, 1983
    Date of Patent: July 16, 1985
    Assignee: Texaco, Inc.
    Inventors: Roger G. Duranleau, Clifford L. Lambert, Jr.
  • Patent number: 4524005
    Abstract: Borated hydrocarbylenetriamine amides can be made by borating the appropriate reaction product of a triamine and an organic monocarboxylic acid. They demonstrate friction reducing and/or fuel consumption reducing properties when formulated into lubricants, particularly lubricating oils, and fuels.
    Type: Grant
    Filed: February 1, 1984
    Date of Patent: June 18, 1985
    Assignee: Mobil Oil Corporation
    Inventor: Andrew G. Horodysky
  • Patent number: 4497727
    Abstract: This invention relates to novel polymers of dipropargylamine and derivatives thereof, a process for preparing same and the electrically conductive polymers resulting from doping poly(dipropargylamine) and derivatives thereof.
    Type: Grant
    Filed: February 13, 1984
    Date of Patent: February 5, 1985
    Assignee: W. R. Grace & Co.
    Inventors: Yoshiyuki Okamoto, Edward F. Hwang
  • Patent number: 4491583
    Abstract: A process for inducing the production of endogenous interferon in a vertebrate animal which comprises parenterally, intranasally or topically adminstering to the animal an interferon-inducing effective amount of composition containing as the essential active ingredient a compound of the formula ##STR1## or a non-toxic acid addition salt thereof wherein R.sub.7 and R.sub.8 are each alkyl of from 12 to 30 carbon atoms and Z is selected from the group consisting of N-(lower alkyl)-piperazino and N-(W-hydroxy-lower alkyl)-piperazino, said lower alkyl groups having from 1 to 4 carbon atoms.
    Type: Grant
    Filed: July 18, 1983
    Date of Patent: January 1, 1985
    Assignee: Pfizer Inc.
    Inventors: Timothy H. Cronin, Hermann Faubl, William W. Hoffman, James J. Korst
  • Patent number: 4439619
    Abstract: Fluorinated alkenylene diamine compounds are inhibitors of ornithine decarboxylase enzyme in vivo and have the following formula: ##STR1## wherein: R.sub.a represents hydrogen or R.sub.2, where R.sub.2 is as defined below;R.sub.b represents hydrogen or, when R.sub.a is hydrogen, R.sub.2, where R.sub.2 is as defined below;R.sub.c represents hydrogen or --COR.sub.3, where R.sub.3 is as defined below;R.sub.1 represents hydrogen or C.sub.1 --C.sub.6 alkyl;each R.sub.2, independently, represents C.sub.2 -C.sub.5 alkylcarbonyl, phenylcarbonyl, phenyl-(C.sub.1 -C.sub.4 alkyl) carbonyl, or an aminocarboxylic acid residue derived by removal of an hydroxy group from a carboxy moiety of an L-aminocarboxylic acid;R.sub.3 represents hydroxy, or, when R.sub.a and R.sub.b are both hydrogen, C.sub.1 -C.sub.8 alkoxy, --NR.sub.4 R.sub.5, where R.sub.4 and R.sub.5 are as defined below, or an aminocarboxylic acid residue derived by removal of an hydrogen atom from the amino moiety of an L-aminocarboxylic acid;R.sub.4 and R.sub.
    Type: Grant
    Filed: August 21, 1981
    Date of Patent: March 27, 1984
    Assignee: Merrell Toraude et Compagnie
    Inventors: Philippe Bey, Fritz Gerhart, Michel Jung
  • Patent number: 4435425
    Abstract: Fluorinated diaminobutane compounds in vivo are inhibitors of gamma-aminobutyric acid transaminase and have the following formula: ##STR1## wherein: R.sub.1 represents hydrogen, C.sub.1 -C.sub.6 alkyl, or phenyl-(C.sub.1 -C.sub.4 alkyl);R.sub.2 represents hydrogen, C.sub.1 -C.sub.6 alkyl, phenyl-(C.sub.1 -C.sub.4 alkyl), or R.sub.4, where R.sub.4 is as defined below;R.sub.3 represents hydrogen, or, except when R.sub.2 represents R.sub.4, R.sub.4, where R.sub.4 is as defined below;each R.sub.4, independently, represents C.sub.2 -C.sub.5 alkylcarbonyl, phenylcarbonyl, phenyl-(C.sub.1 -C.sub.4 alkyl) carbonyl, or an aminocarboxylic acid residue derived by removal of an hydroxy group from the carboxy moiety of an L-aminocarboxylic acid; andp represents 1 or 2,and pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: April 9, 1982
    Date of Patent: March 6, 1984
    Assignee: Merrell Toraude et Compagnie
    Inventors: Albert Sjoerdsma, Philippe Bey, Michel Jung, Fritz Gerhart, Daniel Schirlin
  • Patent number: 4430336
    Abstract: N-Substituted 2-methylnaphthylamides of the general formula ##STR1## where R.sup.1 is ##STR2## R.sup.3 being hydrogen or alkoxy, or R.sup.1 is ##STR3## R.sup.4 and R.sup.5 being unsubstituted or substituted alkyl, or R.sup.4 and R.sup.5 together forming a heterocyclic ring which contains two oxygen atoms and is unsubstituted or substituted by alkyl or aryl,R.sup.2 is alkyl which is unsubstituted or substituted by halogen, alkoxy, imidazolyl, pyrazolyl or oxo (.dbd.O), or is alkenyl, alkynyl, cycloalkenyl or alkoxy, or substituted or unsubstituted phenyl, or substituted or unsubstituted hetaryl andX is hydrogen, methyl or halogen, fungicides containing these compounds, and processes for the preparation of the compounds.
    Type: Grant
    Filed: November 18, 1980
    Date of Patent: February 7, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Costin Rentzea, Bernd Zeeh, Ernst-Heinrich Pommer
  • Patent number: 4426307
    Abstract: A novel latent heat accumulative material capable of accumulating heat in a temperature range best suited for the storage of solar energy was obtained by adding an organic compound or compounds such as urea [CO(NH.sub.2).sub.2 ]to a system consisting of sodium acetate (CH.sub.3 CO.sub.2 Na) and water (H.sub.2 O). Further addition of a crystal nucleus forming material or materials such as sodium pyrophosphate decahydrate (Na.sub.4 P.sub.2 O.sub.7.10H.sub.2 O) to said composition could minimize supercooling and allowed a wider scope of application of the present heat accumulative material.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: January 17, 1984
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Takahiro Wada, Ryoichi Yamamoto
  • Patent number: 4425360
    Abstract: The present invention provides pyruvic acid oximes of the general formula: ##STR1## wherein R is a hydrogen atom, a C.sub.3 -C.sub.8 cycloalkyl, C.sub.1 -C.sub.6 alkoxy, cinnamyloxy, phenylamino, phenyl-N-alkylamino or phenylthio radical or an aryl or aryloxy radical, the aryl moiety of which can be substituted one or more times by C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, halogen, hydroxyl, trifluoromethyl, amino, acetylamino, nitrile, nitro or methylenedioxy, A is a straight-chained or branched, saturated or unsaturated aliphatic hydrocarbon chain containing up to 10 carbon atoms, which can be substituted one or more times by halogen or hydroxyl, and R.sub.1 is a C.sub.1 -C.sub.8 alkyl radical, which can be substituted one or more times by halogen, hydroxyl, nitrile, phenyl or carboxyl, or is a nitrile or formyl group, with the proviso that when R--A-- is a methyl or ethyl radical, R.sub.1 is not a methyl radical or a nitrile group and when R--A-- is a benzyl radical, R.sub.
    Type: Grant
    Filed: September 8, 1981
    Date of Patent: January 10, 1984
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans P. Wolff, Ruth Heerdt, Manfred Hubner, deceased, Hans Kuhnle, Felix H. Schmidt
  • Patent number: 4420612
    Abstract: A catalyst membrane including a porous polytetrafluoroethylene membrane having grafted thereon polystyrenesulfonic acid. The catalyst membrane is useful for hydrolyzing water soluble organic substances such as polysaccharides.
    Type: Grant
    Filed: February 28, 1983
    Date of Patent: December 13, 1983
    Assignee: Director Genereal of Agency of Industrial Science & Technology
    Inventors: Seiichi Aiba, Kazuhisa Hiratani, Tsutomu Nakagawa
  • Patent number: 4400327
    Abstract: Reaction of silylamine with a metallic carboxylate produces siloxylated organometallic compounds with M--O--Si bonds. These siloxylated organometallic compounds are useful catalysts in the preparation of urethane foams and elastomers, especially when prepared in situ with the urethane foam or elastomer reactants.
    Type: Grant
    Filed: December 30, 1981
    Date of Patent: August 23, 1983
    Assignee: Union Carbide Corporation
    Inventors: Feyyaz O, Baskent, James D. Reedy
  • Patent number: 4377533
    Abstract: Process for introducing a substituent selected from branched- or straight-chain alkyl radicals having from 1 to 12 carbon atoms, aralkyl or cycloalkyl radicals in which the alkyl moiety has from 1 to 4 carbon atoms, into a carbon chain bearing a stable functional group the said carbon chain having at least one proton in .alpha.-position in relation to this functional group, process whereby, in a first step, this carbon chain is reacted with a complex base comprising a mixture of alkali metal amide and alkali metal alcoholate suspended in an anhydrous organic solvent to provide temporarily a carbanion, then in a second step this carbanion is reacted in an anhydrous organic solvent with an alkyl, aralkyl or cycloalkyl halide corresponding to the substituent to be introduced.
    Type: Grant
    Filed: April 3, 1981
    Date of Patent: March 22, 1983
    Assignee: Sanofi
    Inventors: Michel Bouisset, Michel Chignac, Claude Grain, Charles Pigerol
  • Patent number: 4370497
    Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.
    Type: Grant
    Filed: August 7, 1980
    Date of Patent: January 25, 1983
    Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
  • Patent number: 4353828
    Abstract: Fluorinated alkenylamines of the Formula V ##STR1## wherein n represents 0, 1, 2 or 3; R.sub.1 represents hydrogen or C.sub.1 -C.sub.10 alkyl and Y represents (a), when n represents O, CH.sub.2 F, (b), when n represents 1, CH.sub.2 F or CHF.sub.2, or (c) when n represents 2 or 3, CH.sub.2 F, CHF.sub.2 or CF.sub.3 are novel process intermediates. They are obtained by hydrolysis and subsequent reduction of the corresponding alkenyl fluorinated methyl ketimine magnesium halides, which are novel compounds resulting from reaction of the corresponding alkenyl magnesium halides with the corresponding fluorinated acetonitriles. The fluorinated alkenylamines of Formula V are oxidized while the amino group is protected to provide, after removal of the amine protecting group, the corresponding fluorinated methyl aminoalkanoic acids which are useful pharmacological or anti-bacterial agents.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: October 12, 1982
    Assignee: Merrell Toraude et Compagnie
    Inventors: Philippe Bey, Fritz Gerhart, Viviane Van Dorsselaer
  • Patent number: 4348536
    Abstract: The instant invention is directed to novel compounds and the use thereof in producing polyurethane resins. The compounds generally correspond to the following formula: ##STR1## wherein n is an integer of from 1 to 5,R is a C.sub.1 -C.sub.5 alkyl groupY is a C.sub.1 -C.sub.5 alkyl group or a ##STR2## and Z is a ##STR3## where n=0 or 1, X is --O-- or ##STR4## and R' is an aliphatic group having from 1 to 15 carbon atoms and may contain ester, ether, or amide groups or tertiary nitrogen and, when m=0, R' may be a hydrogen atom.
    Type: Grant
    Filed: February 6, 1978
    Date of Patent: September 7, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Johannes Blahak, Hans Hubner, Johannes Koster, Hans J. Meiners, Heinz Thomas
  • Patent number: 4335045
    Abstract: An N-alkenyl-2-aminomethyl-pyrrolidine is prepared by firstly reacting tetrahydrofurfurylamine with gaseous hydrochloric acid and thionyl chloride to produce 2,5 dichloropentylamine hydrochloride. This is acetylized, possibly by acetyl chloride in dichloroethane in the presence of triethylamine, into N-acetyl-2,5-dichloropentylamine which is condensed with an alkenylamine into an N-alkenyl-2-acetylaminomethyl pyrrolidine from which the acetyl group is separated, for example by boiling with concentrated hydrochloric acid.
    Type: Grant
    Filed: March 24, 1976
    Date of Patent: June 15, 1982
    Assignee: Sachim S.A.
    Inventor: Eric-Alain Denzler
  • Patent number: 4334097
    Abstract: N-.alpha.-Alkoxyalkyl-carboxamides are prepared by reacting primary or secondary amides of aliphatic, araliphatic or aromatic carboxylic acids, or cyclic carboxamides (lactams) which are not capable of forming an aromatic system, with open-chain .alpha.-halogenoalkyl ethers with at least 3 C atoms per molecule, in the presence of tertiary amines. N,N-Bis-.alpha.-alkoxyalkylcarboxamides can also be obtained from the primary carboxiamides. The reaction products, of which the compounds V and VI: ##STR1## wherein R.sup.4 =C.sub. -C.sub.4 -alkyl and R.sup.5 =CH.sub.3 or C.sub.2 H.sub.5, are new, are intermediates mainly for the preparation of N-alkenyl- or N-vinyl-carboxamides, of which, in turn, the compounds VII are new: ##STR2## The N-alkenyl- or N-vinyl-carboxamides can themselves be processed to give valuable homopolymers and copolymers.
    Type: Grant
    Filed: May 1, 1981
    Date of Patent: June 8, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Erwin Schmidt
  • Patent number: 4332724
    Abstract: There is provided a process for the preparation of an amido or an ureido derivative of certain 4,5,6,7-tetrahydro-7-oxobenzo[b]thiophenes or certain 1,2,3,4-tetrahydro-4-oxonaphthalenes which can be employed as an animal growth regulant. The process comprises: oxidizing in the presence of a cobalt catalyst a compound having the formula: ##STR1## wherein R.sub.1 and R.sub.2 are each a substituent selected from the group consisting of alkanoyl C.sub.1 -C.sub.7, halogen-substituted alkanoyl C.sub.1 -C.sub.7, carboalkoxy C.sub.1 -C.sub.4, ##STR2## and ##STR3## R.sub.3 is selected from the group consisting of hydrogen and alkyl C.sub.1 -C.sub.4 ; R.sub.4 is selected from the group consisting of hydr ogen, alkyl C.sub.1 -C.sub.8, alkanoyl C.sub.2 -C.sub.4, halogen-substituted alkanoyl (C.sub.2 -C.sub.
    Type: Grant
    Filed: November 16, 1977
    Date of Patent: June 1, 1982
    Assignee: American Cyanamid Co.
    Inventors: Terence J. Bentley, William H. Gastrock, Goro Asato
  • Patent number: 4329363
    Abstract: The present application discloses a method of correcting an imbalance of immune homeostasis caused by cytostatic treatment or radiotherapy by administering to a patient in need of such treatment an effective amount of a novel substituted mercapto acid amide and pharmaceutical compositions containing such novel substituted mercapto acid amides.
    Type: Grant
    Filed: January 16, 1980
    Date of Patent: May 11, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Conrad P. Dorn, Howard Jones
  • Patent number: 4329462
    Abstract: Carboxylic amides can be produced simply and in good yield by reacting primary alcohols with at least one compound selected from ammonia, primary amines, and secondary amines, in the presence of a molecular oxygen-containing gas and a palladium or platinum catalyst under oxidative conditions.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: May 11, 1982
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Nobuhiro Tamura, Yohei Fukuoka, Joji Nishikido, Setsuo Yamamatsu, Yoshio Suzuki
  • Patent number: 4322553
    Abstract: The disclosure herein relates to a new process for the preparation of N-(halomethyl)acylamides by reacting the corresponding N-(alkoxymethyl)acylamide with thionyl chloride or thionyl bromide in the presence of a Lewis Acid catalyst.
    Type: Grant
    Filed: February 2, 1981
    Date of Patent: March 30, 1982
    Assignee: Monsanto Company
    Inventor: John P. Chupp
  • Patent number: 4322271
    Abstract: N-Vinyl-N-alkyl-carboxylic acid amides are prepared, starting from N-ethyl-carboxylic acid amides, in a 3-stage process consisting of the following stages:(a) anodic alkoxylation of the N-ethyl-carboxylic acid amides to give N-.alpha.-alkoxyethyl-carboxylic acid amides;(b) alkylation of these N-.alpha.-alkoxyethyl-carboxylic acid amides with an alkyl halide or dialkyl sulfate in an alkaline medium to give N-.alpha.-alkoxyethyl-N-alkyl-carboxylic acid amides; and(c) splitting off of alcohol from the products of stage (b) by heating to temperatures between about 60.degree. and about 350.degree. C.Instead of stages (b) and (c), it is also possible to carry out the following stages after stage (a):(b.sub.1) splitting off of alcohol from the N-.alpha.-alkoxyethylcarboxylic acid amides obtained in stage (a) by heating to temperatures of about 60.degree. to about 600.degree. C., to give N-vinyl-carboxylic acid amides; and(c.sub.
    Type: Grant
    Filed: May 14, 1980
    Date of Patent: March 30, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Harald Jensen, Erwin Schmidt, Michael Mitzlaff, Jurgen Cramer, Rudolf Pistorius, Hartmut Pietsch, Klaus Dehmer
  • Patent number: 4314086
    Abstract: Aliphatic/aromatic ethers are prepared by reacting an aliphatic halide with either an alkali or alkaline earth metal, or ammonium phenolate or naphtholate, in an inert organic solvent, and in the presence of at least one tertiary amine sequestering agent having the formula:N--CHR.sub.1 CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.
    Type: Grant
    Filed: June 20, 1980
    Date of Patent: February 2, 1982
    Assignee: Rhone-Poulenc Industries
    Inventors: Gerard Soula, Daniel Michelet
  • Patent number: 4311858
    Abstract: The disclosure herein relates to a new process for the preparation of N-(halomethyl) acylamides by reacting the corresponding N-(alkoxymethyl) acetamide with a hydrogen halide.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: January 19, 1982
    Assignee: Monsanto Company
    Inventor: John P. Chupp
  • Patent number: 4304937
    Abstract: A process of preparing a carboxylic acid amide which comprises reacting (a) an aldehyde with (b) at least one compound selected from the group consisting of ammonia, a primary amine and a secondary amine in the presence of a molecular oxygen-containing gas and palladium metal or platinum metal as the catalyst.
    Type: Grant
    Filed: November 13, 1979
    Date of Patent: December 8, 1981
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Nishikido Joji, Tamura Nobuhiro, Fukuoka Yohei
  • Patent number: 4301021
    Abstract: Perfumed compositions include, as an odorant therefor, an olfactory affecting amount of N,N-diethyl-2-ethylhexanamide.
    Type: Grant
    Filed: April 2, 1980
    Date of Patent: November 17, 1981
    Assignee: Rhone-Poulenc Industries
    Inventor: Claude Breant
  • Patent number: 4301083
    Abstract: Polyoxyalkylene compounds having at least four oxyalkylene units and one or two terminal hydroxyl groups are etherified by reacting same with organic primary chlorides or bromides in the presence of an aqueous, at least 30% by weight solution of sodium or potassium hydroxide to produce the corresponding etherified polyoxyalkylene derivatives. The molar ratio of the organohalide to the hydroxyl group(s) of the polyoxyalkylene compound is at least 1.2, and the molar ratio of the alkali metal hydroxide to such hydroxyl group(s) is at least 1.
    Type: Grant
    Filed: January 2, 1980
    Date of Patent: November 17, 1981
    Assignee: Kuraray Co., Ltd.
    Inventors: Noriaki Yoshimura, Masuhiko Tamura
  • Patent number: 4296255
    Abstract: Compositions are disclosed having a physiological cooling action on the skin. The compositions contain, as the active ingredient, certain acyclic tertiary and secondary carboxamides.
    Type: Grant
    Filed: April 25, 1980
    Date of Patent: October 20, 1981
    Assignee: Wilkinson Sword Limited
    Inventors: David G. Roswell, David J. Spring, Roger Hems
  • Patent number: 4293501
    Abstract: The present invention relates to sodium, thallium, silver or lithium salts of the compoundHS--CH=CHNHC(O).sub.n R.sub.6wherein n is 1 or 2, R.sub.6 is alkyl, phenyl or substituted phenyl. The salts are useful as reagents for the preparation of sulfur containing Clavulanic acid derivatives.
    Type: Grant
    Filed: December 14, 1979
    Date of Patent: October 6, 1981
    Assignee: Beecham Group Limited
    Inventors: Roger J. Ponsford, Andrew J. G. Baxter, Robert Southgate
  • Patent number: 4281193
    Abstract: Substituted formamides are prepared by the catalytic oxidation of substituted tertiary amines, in which the catalyst is a metal halide used in conjunction with an alkali metal halide or ammonium halide.
    Type: Grant
    Filed: July 16, 1980
    Date of Patent: July 28, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Harold E. Bellis
  • Patent number: 4267374
    Abstract: Novel compounds of the formula ##STR1## wherein A is methylene, ethylene or ethylidene; R.sub.1 is --C.tbd.CH or --CH.dbd.CH.sub.2 ; R.sub.2 is hydrogen or COR wherein R is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, --NR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.5 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms or ##STR2## wherein R.sub.6 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R.sub.a is hydrogen, ##STR3## alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched or ##STR4## wherein R.sub.7 is selected from hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl and p-hydroxybenzyl; and R.sub.b has the same meaning as defined for R.sub.a except R.sub.b is not ##STR5## and R.sub.a and R.sub.
    Type: Grant
    Filed: June 25, 1979
    Date of Patent: May 12, 1981
    Assignee: Merrell Toraude et Compagnie
    Inventors: Brian W. Metcalf, Michel Jung, Charles Danzin
  • Patent number: 4262157
    Abstract: Decarboxylation of carboxylic acids using diazabicycloalkenes and, if desired, also a simple copper salt, as the means for decarboxylation.
    Type: Grant
    Filed: March 27, 1980
    Date of Patent: April 14, 1981
    Assignee: Abbott Laboratories
    Inventors: Yuji Hori, Yoshiaki Nagano, Hiroshi Taniguchi
  • Patent number: 4251459
    Abstract: The title compounds are prepared by the reaction of a 2-alkyl-2-oxazoline with hydrogen sulfide in a continuous process wherein both reactants are maintained in the liquid phase throughout the reaction by the use of superatmospheric pressure. This continuous process reduces the reaction time substantially compared to prior art process and also reduces the quantity of by-products.
    Type: Grant
    Filed: July 11, 1979
    Date of Patent: February 17, 1981
    Assignee: The Dow Chemical Company
    Inventors: Kim G. Bargeron, Thad S. Hormel, David K. Winegardner, Bruce G. Lovelace