Patents Examined by Robert V. Hines
  • Patent number: 4536599
    Abstract: An amine of the formula, ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are each hydrogen, alkyl or the like and n is 1, 2 or 3, including .alpha.-phenyl-.beta.-(p-tolyl)-ethylamine, which is useful as an optically resolving agent, an intermediate of medicines and the like, is effectively produced by a novel process comprising hydrolysis of the corresponding nitrile of the formula, ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and n are the same as above, followed by alkali-decomposition of the resulting amide of the formula, ##STR3## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and n are the same as above. An amide including the above one is effectively produced by hydrolysis of the corresponding nitrile in the presence of a base and hydrogen peroxide using an organic quaternary ammonium salt and/or a tertiary amine as a catalyst.
    Type: Grant
    Filed: November 1, 1979
    Date of Patent: August 20, 1985
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Fujio Masuko, Tadashi Katsura
  • Patent number: 4536518
    Abstract: Novel cis-isomeric derivatives of 4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine are useful as antidepressant agents. These novel compounds act to block the synaptosomal uptake of serotonin (5-hydroxy-tryptamine), thereby alleviating serotonin abnormalities at central receptor sites. The preferred embodiment is the enantiomer cis-(1S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenam ine and its pharmaceutically acceptable acid addition salts.
    Type: Grant
    Filed: November 1, 1979
    Date of Patent: August 20, 1985
    Assignee: Pfizer Inc.
    Inventors: Willard M. Welch, Jr., Charles A. Harbert, B. Kenneth Koe, Allen R. Kraska
  • Patent number: 4536606
    Abstract: The heat provided to a cracking furnace is manipulated so as to maintain the actual conversion of a first component in the feed stream flowing to the cracking furnace substantially equal to the desired conversion for the first component. The actual conversion of the first component is determined based on an analysis for the concentration of the first component in the feed stream flowing to the cracking furnace, an analysis of the concentration of the first component in the product stream flowing from the cracking furnace, an estimate of the conversion of the first component and a calculation of the expansion of the feed stream in the cracking furnace. The thus derived actual conversion is compared to a desired conversion with the results of the comparison being utilized in combination with the feed flow rate to manipulate the heat provided to the cracking furnace.
    Type: Grant
    Filed: March 10, 1981
    Date of Patent: August 20, 1985
    Assignee: Phillips Petroleum Company
    Inventor: James W. Hobbs
  • Patent number: 4536516
    Abstract: Triphenylalkene derivatives, in particular 1-(p-.beta.-dimethylaminoethyoxyphenyl)-1,2-diphenylbut-1-ene, which possess utility as anti-oestrogens.
    Type: Grant
    Filed: April 17, 1984
    Date of Patent: August 20, 1985
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael J. K. Harper, Dora N. Richardson, Arthur L. Walpole, deceased
  • Patent number: 4533751
    Abstract: There is provided a process for the addition of a secondary aliphatic amine to myrcene or an 8-substituted myrcene and isomerization to a dialkyl 1,3-dienamine. The process is liquid phase and employs an excess of the amine relative to myrcene or substituted myrcene. The catalyst is an alkali metal amide anion formed from the amine.
    Type: Grant
    Filed: October 9, 1981
    Date of Patent: August 6, 1985
    Assignee: SCM Corporation
    Inventors: Leon Cherney, Charles R. Gorman, Sean G. Traynor, Carlos G. Cardenas
  • Patent number: 4531970
    Abstract: This invention relates to N-(2,2-dialkoxyethyl)-N-substituted-2-2-dichloroacetamides, their use as antidotes and herbicidal compositions containing these compounds.
    Type: Grant
    Filed: November 25, 1983
    Date of Patent: July 30, 1985
    Assignee: PPG Industries, Inc.
    Inventor: Jay K. Rinehart
  • Patent number: 4532350
    Abstract: Process for the selective preparation of metachloroanilines.It is carried out by the hydrodechlorination of polychloroanilines or polychloronitrobenzenes with hydrogen, in the liquid phase and in an acid medium, under the action of heat and under pressure, in the presence of a noble metal used in association with a heavy metal.These meta-chloroanilines are intermediates especially for active plant-protection substances.
    Type: Grant
    Filed: December 30, 1982
    Date of Patent: July 30, 1985
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Georges Cordier, Pierre Fouilloux
  • Patent number: 4529554
    Abstract: A process is provided for preparing nickel ylides which are themselves novel compounds defined by the following Formula I: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.
    Type: Grant
    Filed: August 18, 1980
    Date of Patent: July 16, 1985
    Assignee: Gulf Research & Development Company
    Inventors: David L. Beach, James J. Harrison
  • Patent number: 4521620
    Abstract: A method of producing acrylamide from acrylonitrile in the presence of a metallic conversion catalyst which comprises contacting an oil-in-water emulsion of acrylonitrile, said water phase being the continuous phase and containing up to 7% acrylonitrile and said oil phase being the dispersed phase and containing the remaining acrylonitrile to be converted to acrylamide, whereby a substantial portion of the acrylonitrile is converted to acrylamide which remains in the aqueous phase of the oil-in-water emulsion, and then an additional low HLB emulsifier is added to invert the oil-in-water emulsion to a water-in-oil emulsion containing acrylamide.
    Type: Grant
    Filed: December 9, 1981
    Date of Patent: June 4, 1985
    Assignee: Nalco Chemical Company
    Inventor: Kenneth G. Phillips
  • Patent number: 4518802
    Abstract: N-[4-[(3-aminopropyl)amino]butyl]-2,2-dihydroxyethanamide is an immunostimulant in animals and an intermediate for synthesis of the antibiotic BMG162-aF2.
    Type: Grant
    Filed: February 27, 1984
    Date of Patent: May 21, 1985
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Tomio Takeuchi, Shinichi Kondo, Hironobu Iinuma, Daishiro Ikeda, Teruya Nakamura, Akio Fujii
  • Patent number: 4514573
    Abstract: This invention relates to new isoprenylamine derivatives and acid addition salts thereof, which are useful for controlling virus infection of vertebrate animals.
    Type: Grant
    Filed: May 12, 1982
    Date of Patent: April 30, 1985
    Assignee: Nisshin Flour Milling Co., Ltd.
    Inventors: Yoshiyuki Tahara, Yasuhiro Komatsu, Hiroyasu Koyama, Reiko Kubota, Teruhito Yamaguchi, Toshihiro Takahashi
  • Patent number: 4513148
    Abstract: The invention is an improved process for the production of methylnitramine y nitrating dimethylurea with a mixture of sulfuric acid and nitric acid with subsequent separation of 1,3-dimethyl-1,3-dinitrourea by the use of a suitable solvent with recovery of a dimethyl dinitrourea in organic solvent, with hydrolysis of the dimethyldinitrourea with hot water to yield methylnitramine.
    Type: Grant
    Filed: July 1, 1982
    Date of Patent: April 23, 1985
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: George W. Nauflett
  • Patent number: 4507500
    Abstract: A process for producing 2-mercaptoethylamine hydrohalides of the general formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are identical or different, and each represents a hydrogen atom, a lower alkyl group, a hydroxy-substituted lower alkyl group or a phenyl group, and X represents a halogen atom,which comprises reacting a 2-mercaptothiazoline of the general formula ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined above, with a 2-halogenoethylamine hydrohalide of the general formula ##STR3## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and X are as defined above, in the presence of water.
    Type: Grant
    Filed: July 7, 1981
    Date of Patent: March 26, 1985
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Shigenobu Nakayama, Eiichi Noda, Yoshiaki Noguchi, Isamu Yamamoto, Noboru Kawasaki
  • Patent number: 4506098
    Abstract: A process for the preparation of 2,6-dialkylaniline which comprises the reaction of a 1-nitroalkene with a 1,3-alkadiene to form a dialkyl nitrocyclohexene adduct and subsequent reaction of the resulting adduct with hydrogen in the presence of a hydrogenation catalyst to form the corresponding dialkylcyclohexyl amine, followed by dehydrogenation with aqueous ammonia in the presence of a dehydrogenation catalyst.
    Type: Grant
    Filed: July 6, 1981
    Date of Patent: March 19, 1985
    Assignee: Chevron Research Company
    Inventor: Shigeto Suzuki
  • Patent number: 4504679
    Abstract: Disclosed herein is a process of synthesizing urea including reacting ammonia and carbon dioxide at a urea synthesis pressure and temperature in a urea synthesis zone, separating excess ammonia and unreacted ammonium carbamate from the thus-obtained urea synthesis melt as a gaseous mixture containing ammonia and carbon dioxide, recirculating the gaseous mixture to the urea synthesis zone, and, on the other hand, obtaining urea from an aqueous urea solution which has been obtained by separating the excess ammonia and unreacted ammonium carbamate. The above process features ingeniously combined conditions of various process steps. It produces urea using less high-pressure steam and recovers less low-pressure steam. A stripping operation making use of carbon dioxide can be effectively incorporated in the above process. The above process permits to cut the construction cost of a urea synthesis plant.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: March 12, 1985
    Assignee: Toyo Engineering Corporation
    Inventors: Shigeru Inoue, Hiroshi Ono, Akito Fukui, Hidetsugu Fujii, Haruyuki Morikawa, Suguru Watanabe
  • Patent number: 4503249
    Abstract: Iron (II) hexacyanocobaltate and ruthenium (III) hexacyanocobaltate have been found to be useful in the catalytic hydrogenation of organic materials.
    Type: Grant
    Filed: September 21, 1982
    Date of Patent: March 5, 1985
    Assignee: Phillips Petroleum Company
    Inventors: Gerhard P. Nowack, Marvin M. Johnson, Donald C. Tabler
  • Patent number: 4495365
    Abstract: Described herein are herbicidal compositions comprised of a thiocarbamate or haloacetanilide herbicide and an antidotally effective amount of an N-acylsulfonamide compound corresponding to the formula ##STR1## in which R is selected from the group consisting of hydrogen, methyl, chloro, acetamido, and 1-4 carbon alkoxyamido;R.sub.1 is selected from the group consisting of hydrogen, allyl, and metal ion;R.sub.2 is selected from the group consisting of 1-10 carbon alkyl, 1-4 carbon haloalkyl, 2-4 carbon alkenyl, 2-4 carbon haloalkenyl, acetonyl, 1-6 carbon alkoxy, 1-4 carbon alkoxycarbonyl, 1-4 carbon alkylthioalkyl, alkoxyalkyl, O,O-dialkylphosphorodithioylalkyl, phenyl, halophenyl, halophenylthioalkyl, cyclohexanedione, and dimethyl barbituric acid; orR.sub.1 and R.sub.2 together with the carbonyl group to which R.sub.2 is attached are selected from the group consisting of succinimide, substituted succinimide, phthalimide, and substituted phthalimide.
    Type: Grant
    Filed: April 29, 1982
    Date of Patent: January 22, 1985
    Assignee: Stauffer Chemical Co.
    Inventor: Ferenc M. Pallos
  • Patent number: 4492801
    Abstract: A one-step process for the preparation of N-substituted (meth)acrylamides from the reaction of a (meth)acrylate ester and an amine over a catalytic amount of a metal alkoxide catalyst is described. These catalysts, such as stannous dimethoxide, lead dimethoxide, zinc dimethoxide, copper dimethoxide and bismuth tributoxide give high selectivity to the N-substituted (meth)acrylamides and little selectivity of the Michael adduct propionate ester, which would predominate in the absence of these catalysts. Also, these catalysts are less costly than organo metal catalysts commonly used.
    Type: Grant
    Filed: February 28, 1983
    Date of Patent: January 8, 1985
    Assignee: Texaco Inc.
    Inventors: Edward E. McEntire, Kathy B. Sellstrom, Edward C. Y. Nieh, David R. Livingston
  • Patent number: 4490557
    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 products 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: November 5, 1981
    Date of Patent: December 25, 1984
    Assignee: Dynapol
    Inventors: Daniel J. Dawson, Kenneth M. Otteson
  • Patent number: 4490392
    Abstract: A benzylalcohol derivative of the formula: ##STR1## wherein R is hydroxy, benzyloxy, halogen or alkoxy having one to four carbon atoms, and Ring A is monomethoxyphenyl, dimethoxyphenyl, trimethoxyphenyl or 3,4-methylenedioxyphenyl, or a pharmaceutically acceptable acid addition salt thereof is prepared by reducing a compound of the formula: ##STR2## wherein R' is benzyloxy, halogen or alkoxy having one to four carbon atoms, and Ring A is the same as defined above, to give a compound of the formula: ##STR3## wherein R' and Ring A are the same as defined above, and when R' is benzyloxy, if required, further subjecting the compound [I'] to catalytic hydrogenation to give a compound of the formula: ##STR4## wherein Ring A is the same as defined above. The benzylalcohol derivative [I] is useful as an anti-diabetic agent.
    Type: Grant
    Filed: July 27, 1978
    Date of Patent: December 25, 1984
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Muneyoshi Ikezaki, Takeshi Kanno, Hajime Iwai, Masanori Inamasu