Patents Examined by Robert V. Hines
  • Patent number: 4163757
    Abstract: Diphenylamine is reacted with styrene in the presence of a base modified acid clay catalyst to improve yields of the p-styrenated diphenylamine (DPA), particularly the distyrenated DPA. Fuller's Earth exemplifies the clay, while KOH exemplifies the base. The highly p-styrenated diphenylamine is an active antioxidant with low volatility.
    Type: Grant
    Filed: November 13, 1978
    Date of Patent: August 7, 1979
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Richard M. D'Sidocky
  • Patent number: 4161492
    Abstract: Cycloaliphatic amines are prepared by catalytically hydrogenating an aromatic amine under elevated pressures and temperatures in the presence of a supported ruthenium catalyst wherein the support is a hydroxide and/or hydrated oxide of chromium and manganese and/or their dehydration products. The catalyst preferably contains from 0.1 to 10% by weight ruthenium based on the total weight of the supported catalyst. Novel cycloaliphatic amines produced according to the process have the formulas ##STR1## wherein THE R substituents are hydrogen or alkyl.
    Type: Grant
    Filed: July 27, 1977
    Date of Patent: July 17, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventor: Oskar Weissel
  • Patent number: 4160784
    Abstract: O-Aminophenyl ketone derivatives are regio-specifically prepared by reacting an aniline unsubstituted in at least one ortho position with a nitrile in the presence of boron trihalogenide to introduce a substituted iminomethyl into the ortho position of said aniline and hydrolyzing the resulting iminomethyl compound.
    Type: Grant
    Filed: February 18, 1977
    Date of Patent: July 10, 1979
    Assignee: Shionogi & Co., Ltd.
    Inventors: Tsutomu Sugasawa, Tatsuo Toyoda, Makoto Adachi, Kazuyuki Sasakura
  • Patent number: 4160090
    Abstract: N-Amino substituted aniline and 1,3-phenylenediamine compounds having 1 or 2 nitro groups on the aromatic ring. The compounds are useful as herbicides and as intermediates for preparing herbicides.
    Type: Grant
    Filed: November 7, 1977
    Date of Patent: July 3, 1979
    Assignee: United States Borax & Chemical Corporation
    Inventors: Don L. Hunter, William G. Woods, James D. Stone, Cecil W. LeFevre
  • Patent number: 4160036
    Abstract: Compounds of the general formula (I): ##STR1## in which one or more substituents R.sub.1 may be present and in which: R.sub.1 represents a halogen atom, preferably fluorine or chlorine, or a trifluoromethyl group or a group --NR.sub.5 R.sub.6 in which R.sub.5 and R.sub.6 which may be the same or different represent a hydrogen atom, or an alkyl group containing from 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms or an acyl group, preferably the residue of a C.sub.1 -C.sub.6 alkanoic acid;X represents a straight or branched chain alkyl group containing 2 to 6 carbon atoms; andR.sub.2 and R.sub.3 which may be the same or different each represent a hydrogen atom or an alkyl group containing from 1 to 4 carbon atoms, preferably a methyl group; andR.sub.4 represents a hydrogen atom or an alkyl group containing 1 to 4 carbon atoms, are provided together with processes for the production thereof. They have a .beta..sub.2 -stimulant activity.
    Type: Grant
    Filed: February 27, 1978
    Date of Patent: July 3, 1979
    Assignee: Allen & Hanburys Limited
    Inventors: John Bradshaw, Ian Collins
  • Patent number: 4159996
    Abstract: A method for preparing alkane diamines by initially reacting a vicinal nitroketone with a primary amine hydrochloride thereby forming a nitroalkyliminoalkane or a nitrooximinoalkane and thereafter catalytically hydrogenating the nitroalkylimino- or nitrooximinoalkane to a diamine.
    Type: Grant
    Filed: October 31, 1977
    Date of Patent: July 3, 1979
    Assignee: Texaco Inc.
    Inventors: Richard F. Love, Stanley R. Newman, John M. Larkin
  • Patent number: 4159255
    Abstract: A centrifugal compressor refrigeration system is made, employing a halocarbon gas refrigerant in contact with a lubricant composition comprising 100 parts of castor oil and from 20 parts to 110 parts of a chemically and thermally stable, low viscosity blending fluid, soluble in castor oil; wherein the halocarbon gas is only slightly soluble in the lubricant composition, which provides good lubricity over the expected temperatures and operating conditions of the refrigeration system and is highly resistant to chemical reaction with the halocarbon and/or materials in the refrigeration system.
    Type: Grant
    Filed: April 22, 1977
    Date of Patent: June 26, 1979
    Assignee: Westinghouse Electric Corp.
    Inventors: Gordon C. Gainer, Russell M. Luck
  • Patent number: 4158016
    Abstract: A method for racemization of optically active amines which comprises contacting an optically active amine of the formula: ##STR1## wherein C* is an asymmetric carbon atom, R.sub.1 is alkyl, aralkyl or aryl and R.sub.2 is aryl or alkoxycarbonyl, the aryl or aralkyl moiety bearing optionally one or more alkyl or alkoxy groups on the aromatic ring, provided that R.sub.1 and R.sub.2 are always different from each other, with a catalyst comprising an alkali metal and a polycyclic aromatic hydrocarbon until a sufficient amount of the optically active amine is racemized.
    Type: Grant
    Filed: December 16, 1977
    Date of Patent: June 12, 1979
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tsuneyuki Nagase, Gohu Suzukamo, Yoshio Suzuki
  • Patent number: 4157343
    Abstract: Aromatic diamines are prepared by reacting an alkyl formimine which has been obtained by the reaction of an amine possessing a primary or secondary alpha carbon atom with formaldehyde with an aromatic amine in an anhydrous acidic medium. The reaction is usually effected at ambient temperatures and atmospheric pressures and is exemplified by reacting n-hexylformimine with N,N-dimethylaniline in an anhydrous trifluoroacetic acid medium to form p-dimethylamino-N-n-hexylbenzylamine.
    Type: Grant
    Filed: June 22, 1978
    Date of Patent: June 5, 1979
    Assignee: UOP Inc.
    Inventor: James P. Shoffner
  • Patent number: 4155935
    Abstract: Reaction of benzalcyclanones with secondary amines affords aminobenzylcyclohexanones, which, upon reduction, yield aminobenzylcyclohexanols having potent analgesic activity. Epimeric aminobenzylcycloalkanols having analgesic activity are prepared by the reaction of C-phenyl nitrones with cycloalkenes to form benzisoxazoles, treatment with alkyl halide to form the corresponding benzisoxazolium halides, followed by hydrogenolysis.
    Type: Grant
    Filed: June 29, 1977
    Date of Patent: May 22, 1979
    Assignee: American Home Products Corporation
    Inventors: John P. Yardley, Peter B. Russell
  • Patent number: 4156017
    Abstract: The specification discloses the use of compounds having the formula: ##STR1## wherein R is a possibly substituted aromatic hydrocarbon radical as insecticides and ovicides.
    Type: Grant
    Filed: February 22, 1977
    Date of Patent: May 22, 1979
    Assignee: Schering Aktiengesellschaft
    Inventors: Hans-Rudolf Kruger, Clemens Kotter, Hartmut Joppien
  • Patent number: 4154761
    Abstract: Compounds of the general formula (I): ##STR1## in which R.sup.1 represents hydrogen or a straight or branched chain alkyl group, or an acyl group of the formula --COR.sup.5 (in which R.sup.5 represents a hydrogen atom or a straight or branched chain alkyl group);R.sup.2 represents an aryl group of the formula: ##STR2## (in which R.sup.6 represents a hydrogen atom or independently one or more of the following groups, that is, hydroxy, alkoxy, alkyl, halogen, dialkylamino and trifluoromethyl, or may represent a 3,4-methylenedioxy group ##STR3## R.sup.3 and R.sup.4 may independently represent hydrogen or a straight or branched chain alkyl group; andN represents 1, 2 or 3; and pharmaceutically acceptable salts thereof; and hydrates of said compounds or salts thereof. The invention also includes processes for the production of these compounds, compositions containing them and methods of treatment using them.
    Type: Grant
    Filed: January 28, 1977
    Date of Patent: May 15, 1979
    Assignee: Allen & Hanburys Limited
    Inventors: Ian Collins, Philip D. Wicks
  • Patent number: 4153629
    Abstract: 9,10-Dihydro-9,10-methanoanthracene N-oxide derivatives represented by the formula: ##STR1## wherein A represents a straight or branched C.sub.1 -C.sub.6 alkylene; R.sup.1 and R.sup.2 each represents C.sub.1 -C.sub.4 alkyl or phenyl-C.sub.1 -C.sub.4 alkyl, or ##STR2## represents the group ##STR3## and X represents methylene, hydroxymethylene, C.sub.1 -C.sub.4 ##STR4## or hydroxy-C.sub.1 -C.sub.4 ##STR5## and their pharmaceutically acceptable acid addition salts which are useful as anti-depressants, tranquilizers, or anti-epileptics.
    Type: Grant
    Filed: December 15, 1976
    Date of Patent: May 8, 1979
    Assignee: Shionogi & Co., Ltd.
    Inventors: Hiroshi Tanida, Tadashi Irie
  • Patent number: 4148919
    Abstract: 7-AMINO-6,7-DIHYDRO [5H] benzocycloheptenes of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, chlorine, bromine and iodine in 2- or 4- position of the ring when halogen and R is selected from the group consisting of hydrogen and phenyl alkyl of 7 to 10 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressive activity and a process for their preparation and novel intermediates.
    Type: Grant
    Filed: July 26, 1976
    Date of Patent: April 10, 1979
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Andre Pierdet, Claude Dumont, Marie-Helene Kannengiesser
  • Patent number: 4147724
    Abstract: This invention relates to a new and improved process for the preparation of polyamines based on diphenylmethane by acid condensation of aromatic amines with formaldehyde followed by processing of the condensation mixture. Compared with similar processes known in the art, the process according to the invention combines the advantage of requiring less distillation for processing the reaction mixture with the advantage of a wide scope for variation of the composition of the product finally obtained, particularly with regard to its concentration of 2,4'-isomers and greatly reduced concentration of 2,2'-isomers.
    Type: Grant
    Filed: December 17, 1976
    Date of Patent: April 3, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Gunther Ellendt
  • Patent number: 4145442
    Abstract: Ortho-para-substituted phenoxy-hydroxypropylamines having the general formula ##STR1## and pharmaceutically acceptable, non-toxic acid addition salts thereof, wherein R.sup.1 is alkyl or hydroxyalkyl, R.sup.2 is alkoxyalkyl or alkylthioalkyl, and R.sup.3 is halogen, alkyl, alkenyl, alkinyl, alkoxymethyl, or alkoxy are disclosed, as are methods for their preparation.Pharmaceutical preparations are prepared whose active ingredients include at least one of the newly discovered phenoxy-hydroxypropylamine compounds. Therapeutically effective doses of these preparations selectively block the .beta.-receptors of the heart making them useful in treating heart diseases in animals including humans.
    Type: Grant
    Filed: August 31, 1976
    Date of Patent: March 20, 1979
    Assignee: Aktiebolaget Hassle
    Inventors: Peder B. Berntsson, Arne E. Brandstrom, Enar I. Carlsson, Stig A. I. Carlsson, Lars Ek, Benny R. Samuelsson, Sven E. Sjostrand, Gert C. Strandlund, Bengt A. H. Ablad
  • Patent number: 4141993
    Abstract: Compounds of the formula ##STR1## and pharmaceutically acceptable salts thereof, wherein X and Y are the same or different and each represents a hydrogen atom, a chloro or a methoxy group, n is an integer 0 or 1 and R.sup.1 and R.sup.2 are the same or different and each representing a hydrogen atom or a methyl group; processes for their preparation; pharmaceutical preparations containing at least one of these compounds and the use thereof in the treatment of depressive states.
    Type: Grant
    Filed: May 19, 1977
    Date of Patent: February 27, 1979
    Assignee: Astra Lakemedel Aktiebolaget
    Inventors: Bernt S. E. Carnmalm, Ulf H. A. Lindberg, Tomas De Paulis, Svante B. Ross, Nils-Erik Stjernstrom, Carl B. J. Ulff, Sven-Ove Ogren
  • Patent number: 4139560
    Abstract: New nonadienylamines, nonatrienylamines and nonylamines are described, as well as a new process for their manufacture by reacting a 1,3-diolefine with a Schiff's base in the presence of certain nickel catalysts. The new compounds are suitable for combating micro-organisms, for example in the protection of materials.
    Type: Grant
    Filed: March 3, 1977
    Date of Patent: February 13, 1979
    Assignee: Ciba Geigy Corporation
    Inventors: Dieter Reinehr, Bernard Hugelin, Eduard Troxler
  • Patent number: 4137265
    Abstract: A group of water-insoluble nitrogen-containing polyols is provided which are capable of self-catalyzed reaction with organic polyisocyanates to form rigid polyurethane foams of excellent dimensional strength. The polyols of this group are prepared by reacting from 2 to 3 mols of propylene oxide with one mol of the Mannich reaction product of a mol of phenol or nonylphenol with one or two mols of diethanolamine.
    Type: Grant
    Filed: January 28, 1976
    Date of Patent: January 30, 1979
    Assignee: Texaco Development Corporation
    Inventors: Gayle D. Edwards, Doris M. Rice, Robert L. Soulen
  • Patent number: 4137328
    Abstract: Novel substituted 1-phenyl-2-alkylamino-alkanols, 1-phenyl-2-alkylaminoalkanes and .alpha.-aminoalkyl phenyl ketones useful as heart stimulants are disclosed.
    Type: Grant
    Filed: January 27, 1978
    Date of Patent: January 30, 1979
    Assignee: Pfizer Inc.
    Inventors: David A. Cox, Ian T. Barnish, Anthony G. Evans