Patents Examined by Robert V. Hines
  • Patent number: 4368343
    Abstract: A process for producing high-vacuum oils comprises alkylation of condensed and non-condensed aromatic hydrocarbons by means of secondary normal alkylchlorides containing 8 to 12 carbon atoms or mixtures of said chlorides. The alkylchlorides are employed in a molar ratio to the condensed or non-condensed aromatic hydrocarbons of from 2.5:1 to 5:1. The alkylation reaction is conducted at a temperature within the range of from 20.degree. to 100.degree. C. in the presence of from 2 to 15 mol. % of aluminum chloride based on the amount of the employed alkylchlorides until the evolution of hydrogen chloride ceases, whereafter the catalyst is separated from the resulting alkylate. The alkylate is subjected to a vacuum fractionation and the desired fraction is collected which has a boiling temperature within the range of from 220.degree. to 250.degree. C./0.2-0.3 mm Hg, while the preceding fraction is recycled to alkylation stage.
    Type: Grant
    Filed: September 18, 1980
    Date of Patent: January 11, 1983
    Inventors: Izrail L. Kotlyarevsky, Ninel I. Myakina, Mikhail A. Kamkha, Ivan M. Ikryanov, Svetlana A. Glyadinskaya
  • Patent number: 4365091
    Abstract: A method for the production of acrylamide by a catalytic hydration of acrylonitrile characterized by using a compound oxide catalyst which is prepared by a precipitation process and represented by the formula,Ti.sub.a X.sub.b Y.sub.c O.sub.dwherein Ti is titanium, X is one of zinc, cadmium and copper, Y is either nickel or lanthanum and the atomic ratios a, b and c are 15 to 98, 2 to 85 and 0 to 20, respectively and d is the number of oxygen atoms satisfying the valence of the other elements.
    Type: Grant
    Filed: November 2, 1981
    Date of Patent: December 21, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takenaka Masaaki, Tsutomu Takahashi, Tatuya Momobayashi
  • Patent number: 4365093
    Abstract: Novel ethynylbenzene compounds and their derivatives which are useful for the treatment for the relief of inflammation, pain and fever.
    Type: Grant
    Filed: November 23, 1976
    Date of Patent: December 21, 1982
    Assignee: William H. Rorer, Inc.
    Inventor: Julius Diamond
  • Patent number: 4362551
    Abstract: Compounds of the general structural formula, ##STR1## in which R.sup.1 is C.sub.1 to C.sub.4 lower alkyl, cycloalkyl or alkylamino and R.sup.2 is H or lower N-alkylcarbamyl are made from corresponding m-aminophenylacetylenic compounds by conventional methods and are useful as selective herbicides.
    Type: Grant
    Filed: September 2, 1981
    Date of Patent: December 7, 1982
    Assignee: Gulf Oil Corporation
    Inventors: Edward T. Sabourin, Charles M. Selwitz
  • Patent number: 4362634
    Abstract: A metal-working lubricant contains as essential ingredients (1) polyol ester, (2) triaryl phosphate, (3) a sorbitan type or glycerol ester type nonionic surfactant. The metal working lubricant may be used neat or as a stable lubricant emulsion.
    Type: Grant
    Filed: March 19, 1980
    Date of Patent: December 7, 1982
    Assignee: Stauffer Chemical Company
    Inventors: George Berens, Frank L. Padovani, Peter E. Timony
  • Patent number: 4361440
    Abstract: Compounds of the general structural formula, ##STR1## in which R.sup.1 is C.sub.1 to C.sub.4 lower alkyl, cycloalkyl or alkylamino and R.sup.2 is H or lower N-alkylcarbamyl are made from corresponding m-aminophenylacetylenic compounds by conventional methods and are useful as selective herbicides.
    Type: Grant
    Filed: August 31, 1981
    Date of Patent: November 30, 1982
    Assignee: Gulf Oil Corporation
    Inventors: Edward T. Sabourin, Charles M. Selwitz
  • Patent number: 4360464
    Abstract: A process for the preparation of 1-aryloxy-3-aminopropane derivatives and acid addition salts thereof and such products per se the process comprising ring opening of tertiary azetidinol derivatives. They possess .beta.-adrenergic blocking activity and an activity of controlling secretion of gastric juice and are therefore useful antiulcerative medicines for peptic ulcer and duodenal ulcer.
    Type: Grant
    Filed: June 6, 1978
    Date of Patent: November 23, 1982
    Assignee: Teikoku Hormone Mfg. Co. Ltd.
    Inventors: Kunio Tsukamoto, Yasushi Suzuki, Akihiro Izumi, Yoshio Hiramatsu
  • Patent number: 4359584
    Abstract: p-Substituted aromatic amines are prepared by reacting a p-substituted, aromatic carbamic acid ester with an aromatic amine in the presence of an aliphatic or cycloaliphatic alcohol. The aromatic amines obtainable by the process according to the invention are antiseptics and valuable starting materials for the preparation of dyes, resins, finishes, plastics, pesticides and drugs.
    Type: Grant
    Filed: September 8, 1980
    Date of Patent: November 16, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Gerhard Nestler
  • Patent number: 4359585
    Abstract: This is an improvement in a process for the production of an amine such as hexamethylenediamine from a nitrile such as adiponitrile where the nitrile is hydrogenated under pressure in the presence of a Raney nickel catalyst, the reaction being conducted in a reactor from which is discharged a product stream containing both the amine and the Raney nickel catalyst. The improvement comprises charging to the process discharge stream containing the product amine and the Raney nickel catalyst, an inorganic base, whereby the Raney nickel catalyst is passivated and catalytic decomposition of the amine is substantially decreased.
    Type: Grant
    Filed: April 21, 1980
    Date of Patent: November 16, 1982
    Assignee: Monsanto Company
    Inventors: Charles R. Campbell, Charles E. Cutchens
  • Patent number: 4358620
    Abstract: Novel 9-aminoalkyl-methanoanthracenes of the formula: ##STR1## wherein A is C.sub.1 -C.sub.4 alkylene or C.sub.3 -C.sub.4 alkenylene and R.sub.1 and R.sub.2 are each hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl, C.sub.3 -C.sub.6 cycloalkyl(C.sub.1 -C.sub.3)alkyl, ar(C.sub.1 -C.sub.3)alkyl or polyhalo(C.sub.2 -C.sub.4)alkyl or, when taken together with the adjacent nitrogen atom, they may form a 5 to 7-membered nitrogen-containing heterocyclic ring which may contain an additional hetero atom, and their non-toxic salts, which are useful as anti-anxiety, anti-depressant, major tranquilizer, anti-histamine and anti-allergy drugs and can be prepared through a novel key intermediate, i.e. 9-formyl-9,10-dihydro-9,10-methanoanthracene, by various methods.
    Type: Grant
    Filed: April 14, 1980
    Date of Patent: November 9, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Makoto Sunagawa, Hiromi Sato, Junki Katsube, Hisao Yamamoto
  • Patent number: 4357352
    Abstract: The invention relates to a pharmaceutical composition comprising a tetracyclononane derivative of the formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are hydrogen atoms or alkyl radicals and A is CH.sub.2 CH.sub.2 or CH--R.sup.4 in which R.sup.4 is a hydrogen atom or an alkyl, cyclohexyl, phenylalkyl or optionally-substituted phenyl radical, or a salt thereof. The majority of compounds of the formula II are novel and they are included within the scope of the invention, as are processes for their manufacture. Typical of the compounds disclosed is 8-(1-amino-ethyl)tetracyclo-[4,3,0,0.sup.2,4,0.sup.3,7 ]nonane.
    Type: Grant
    Filed: December 4, 1978
    Date of Patent: November 2, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventor: Douglas L. Swallow
  • Patent number: 4355045
    Abstract: The invention relates to topically anti-inflammatory 1-phenylethanolamine derivatives of the general formula I: ##STR1## or acid-addition salts thereof, to pharmaceutical compositions thereof, and to analogy processes for their manufacture. A representative compound is 1-(4-amino-3,5-dichlorophenyl)-2-[1,1-dimethyl-2-(2-phenylacetamido)ethyla mino]ethanol. The derivatives are useful in particular for the treatment of inflammatory diseases or conditions of the skin.
    Type: Grant
    Filed: August 3, 1978
    Date of Patent: October 19, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventors: John Preston, Austin J. Reeve
  • Patent number: 4352941
    Abstract: Crude phenylhydrazine is distilled in the presence of a glycol to obtain phenylhydrazine of high purity in a high yield.
    Type: Grant
    Filed: June 28, 1978
    Date of Patent: October 5, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Shinichi Hasegawa, Yuji Ueda, Hiroshige Tomita
  • Patent number: 4351972
    Abstract: The invention relates to the production of anhydrous alkyl iodides. To this end, carboxylic acid alkyl esters of the formula R.sup.1 COOR.sup.2, in which R.sup.1 stands for hydrogen or an alkyl or aryl radical having from 1 to 8 carbon atoms and R.sup.2 stands for an alkyl group having from 1 to 4 carbon atoms, are reacted with iodine and hydrogen and optionally with carbon monoxide in the presence of compounds of noble metals comprised of rhodium, iridium, palladium or ruthenium as catalyst, and of a heterocyclic aromatic compound, in which at least one hetero atom is a quaternary nitrogen atom, or of a quaternary organophosphorus compound as a promoter, and optionally also in the presence of a carboxylic acid having from 1 to 8 carbon atoms and/or its anhydrides. The reaction is effected under practically anhydrous conditions at temperatures of from 350 to 420 K. and under a total pressure of up to 30 bars.
    Type: Grant
    Filed: August 26, 1981
    Date of Patent: September 28, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans K. Kubbeler, Heinz Erpenbach, Klaus Gehrmann, Klaus Schmitz
  • Patent number: 4351848
    Abstract: Alkylthiopropranolol, compositions, and methods of use in the treatment of cardio-vascular disorders in mammals.
    Type: Grant
    Filed: March 16, 1978
    Date of Patent: September 28, 1982
    Assignee: Drug Science Foundation
    Inventor: Thomas Walle
  • Patent number: 4351957
    Abstract: A process is described for the preparation of bis(aminophenyl)alkanes and bis(aminophenyl)cycloalkanes which comprises condensing a m-alkylphenol with an alkanone or cycloalkanone and heating the resulting condensation product with an at least stoichiometric amount of an acid addition salt of aniline or a substituted aniline or a mixture of such amines.
    Type: Grant
    Filed: June 29, 1979
    Date of Patent: September 28, 1982
    Assignee: The Upjohn Company
    Inventor: Kwok K. Sun
  • Patent number: 4351959
    Abstract: A process for the dechlorination of aromatic nitro or amino compounds consists in reacting anilines or nitrobenzenes which are polysubstituted by chlorine, with hydrogen, under the action of heat, in the presence of iodide or bromide ions, in the liquid phase and at low pressure.The process makes it possible selectively to obtain anilines which are chlorine-substituted in the meta-position.
    Type: Grant
    Filed: January 28, 1980
    Date of Patent: September 28, 1982
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: Georges Cordier
  • Patent number: 4341718
    Abstract: Disclosed herein are .alpha.-[(alkylamino)-methyl]-.beta.-aryloxy-benzeneethanols exhibiting antiarrhythmic activity and having the following formula: ##STR1## wherein R is hydrogen, halogen, lower alkyl, or lower alkoxy; X is phenyl, 1-naphthyl, or a phenyl group substituted by a halogen, a lower alkyl group, or a lower alkoxy group; R.sub.1 is lower alkyl; and pharmacologically acceptable acid addition salts thereof. Also disclosed is a process for the addition of an aryloxy group at the 3-position of a 3-phenyl-2-oxiranecarboxamide to produce an .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamide, said process comprising contacting an alkali metal aryloxide with said 3-phenyl-2-oxiranecarboxamide in the presence of a crown ether. Such .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamides may then be reduced to produce the compounds of the invention.
    Type: Grant
    Filed: July 3, 1978
    Date of Patent: July 27, 1982
    Assignee: American Home Products Corporation
    Inventors: Dong H. Kim, Stanley C. Bell
  • Patent number: 4341903
    Abstract: Methyl groups on N-methyl aromatic amines are redistributed to ring positions by heating in contact with an aluminum anilide catalyst and a nickel, cobalt, molybdenum or titanium-containing cocatalyst. For example, N-methyl-o-toluidine forms a mixture containing substantial quantities of 2,6-dimethylaniline, 2,4-dimethylaniline, and 2,4,6-trimethylaniline.
    Type: Grant
    Filed: April 13, 1981
    Date of Patent: July 27, 1982
    Assignee: Ethyl Corporation
    Inventors: John C. Wollensak, Kryn G. Ihrman, Chester P. Jarema
  • Patent number: 4340759
    Abstract: A process for the dechlorination of aromatic nitro or amino compounds consists in reacting anilines or nitrobenzenes which are polysubstituted by chlorine, with hydrogen, under the action of heat, in the presence of cations (Bi, Pb, Sn, Tl, Hg and Ag), in the liquid phase and at low pressure.The process makes it possible selectively to obtain anilines which are chlorine-substituted in the meta-position.
    Type: Grant
    Filed: January 24, 1980
    Date of Patent: July 20, 1982
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: Georges Cordier