Patents Examined by Bernard Helfin
  • Patent number: 4465867
    Abstract: A process for preparing o-methallyloxyphenol by reacting catechol with methallyl chloride in the presence of at least one of KI and NaI serving as a catalyst with use of a base, and an organic solvent or a mixture of an organic solvent and water, the process being characterized in that methallyl chloride is reacted with the catalyst after the reaction to recover the catalyst as converted to methallyl iodide and reuse the catalyst.
    Type: Grant
    Filed: June 11, 1982
    Date of Patent: August 14, 1984
    Assignee: Otsuka Kagaku Yakuhin Kabushiki Kaisha
    Inventors: Tsukasa Maekawa, Takeshi Gondo, Shigeo Takahashi, Hidetoshi Kume
  • Patent number: 4465865
    Abstract: A method of preparing terephthalic aldehyde or isophthalic aldehyde from p-xylene or m-xylene, which comprises chlorinating the side chain or p or m xylene to a chlorination degree of 2.5 to 3.5, and thereafter contacting the so-chlorinated product with hexamethylenetetramine in aqueous solution at elevated temperature whereby the corresponding aldehyde is obtained.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: August 14, 1984
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventors: Fritz Englander, Klaus-Dieter Steffen
  • Patent number: 4465868
    Abstract: A process for preparing o-methallyloxyphenol characterized in that catechol and methallyl chloride are reacted with use of:A. at least one base selected from among carbonates and bicarbonates of alkali metals, bicarbonates of alkaline earth metals and amines at least 10 in pKa,B. at least one catalyst selected from among iodides of alkali metals or alkaline earth metals, hydrogen iodide and methallyl iodide, andC. a ketone solvent or ketone-water mixture solvent.
    Type: Grant
    Filed: June 11, 1982
    Date of Patent: August 14, 1984
    Assignee: Otsuka Kagaku Yakuhin Kabushiki Kaisha
    Inventors: Tsukasa Maekawa, Takeshi Gondo, Syozo Hayase
  • Patent number: 4463195
    Abstract: Ortho-nitrobenzaldehyde, a well known compound suitable as an indicator and as an intermediate for many organic syntheses including production of pharmaceuticals, is obtained by contacting a C.sub.1 -C.sub.4 lower alkyl ester of o-nitrophenyl pyruvic acid in the form of its enolate, i.e. the enol salt or enol ester, with hydrogen peroxide; the enol salt can be the enolate of an alkali metal, an alkaline earth metal or of aluminum, and the enol ester can be the ester formed by the enolic hydroxyl and formic, acetic, propionic or butyric acid.
    Type: Grant
    Filed: April 14, 1983
    Date of Patent: July 31, 1984
    Assignee: Siegfried Aktiengesellschaft
    Inventors: Hans-Rudolf Marti, Rene Gnehm
  • Patent number: 4461729
    Abstract: A method for preparation of secondary alcohol mixtures by selective reaction of an olefin or olefin mixture and a carboxylic acid compound in the presence of a particular type of shape selective zeolite catalyst. The reaction selectively produces .alpha.-methylalkyl carboxylate enriched ester product which, upon subsequent hydrolysis, yields the desired 2-alcohol enriched secondary alcohol product.
    Type: Grant
    Filed: August 23, 1982
    Date of Patent: July 24, 1984
    Assignee: Mobil Oil Corporation
    Inventor: Lewis B. Young
  • Patent number: 4461917
    Abstract: This invention comprises certain analogs PGE or 11-deoxy-PGE compounds in which the carbonyl at C-9 is replaced by methylene. Also provided in this invention, are novel chemical processes and novel chemical intermediates useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: September 12, 1977
    Date of Patent: July 24, 1984
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4461730
    Abstract: A method for the preparation of secondary alcohol mixtures by selective reaction of an olefin or olefin mixture and a carboxylic acid compound in the presence of zeolite mordenite. The reaction selectively produces .alpha.-methylalkyl carboxylate enriched ester product which, upon subsequent hydrolysis, yields the desired secondary alcohol product enriched in alcohols having hydroxy functionality at the 2-position.
    Type: Grant
    Filed: August 23, 1982
    Date of Patent: July 24, 1984
    Assignee: Mobil Oil Corporation
    Inventor: Lewis B. Young
  • Patent number: 4460794
    Abstract: Alkylbenzaldehyde is continuously produced in high yield from alkylbenzene by formylation with carbon monoxide in the presence of HF--BF.sub.3, where the alkylbenzene, HF--BF.sub.3 and carbon monoxide under a carbon monoxide partial pressure of at least 5 kg/cm.sup.2 absolute are introduced into the reactor to continuously carry out complexing of the alkylbenzene with HF--BF.sub.3 and formylation with the carbon monoxide successively in one and same reactor.
    Type: Grant
    Filed: June 9, 1982
    Date of Patent: July 17, 1984
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Susumu Fujiyama, Shunichi Matsumoto
  • Patent number: 4459425
    Abstract: 3-l-Menthoxypropane-1,2-diol having the formula: ##STR1##
    Type: Grant
    Filed: August 25, 1982
    Date of Patent: July 10, 1984
    Assignee: Takasago Perfumery Co., Ltd.
    Inventors: Akira Amano, Michio Moroe, Toshio Yoshida
  • Patent number: 4456773
    Abstract: A process for the preparation of polyoxyalkylene ethers of the formulaR.sup.1 O--[C.sub.n H.sub.2n O--].sub.x Min whichR.sup.1 is an alkyl radical with 1 to 4 carbon atoms, an alkylene radical, an aryl radical or an alkaryl radical,M is an alkali cation,n is any number from 2 to 3, andx is a whole number,by the stoichiometric polymerization of alkylene oxides or their mixtures having the general formula C.sub.n H.sub.2n O on alkali alcoholate mixtures, composed of 1 to 20 mole percent of potassium alcoholate and 99 to 80 mole percent of sodium alcoholate. Compared to the use of sodium alcoholate alone, the addition reaction proceeds uniformly at temperatures as low as 80.degree. to 100.degree. C. and the initial delay at the start of the reaction is avoided. Even so, it is possible to keep the isomerization of propylene oxide to allyl alcohol within limits. Products are obtained with a relatively narrow molecular weight distribution and a low double bond content.
    Type: Grant
    Filed: September 10, 1982
    Date of Patent: June 26, 1984
    Assignee: Th. Goldschmidt AG
    Inventor: Jurgen Fock
  • Patent number: 4456772
    Abstract: Optionally substituted fluoro-nitro-benzaldehydes are prepared from optionally substituted halogeno-nitro-benzaldehydes and an alkali metal fluoride in a substantially anhydrous inert aprotic solvent, by heating to 50.degree. to 250.degree. C.
    Type: Grant
    Filed: March 3, 1982
    Date of Patent: June 26, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Marzolph, Heinz U. Blank
  • Patent number: 4454355
    Abstract: The invention provides a process for the preparation of p-nitrophenetole with high yields and in an especially pure form from p-chloronitrobenzene and ethanol by heating to a temperature of from 60.degree. to 80.degree. C. with addition of alkali metal hydroxide and a phase transfer catalyst.
    Type: Grant
    Filed: May 24, 1982
    Date of Patent: June 12, 1984
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans Schubert, Konrad Baessler
  • Patent number: 4454338
    Abstract: Amidino compounds represented by the formula ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and antithrombin agents. Having strong anti-C1 (C1r, C1s) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula ##STR2## with 6-amidino-2-naphthol and, if necessary, can be transformed into pharmaceuticlly acceptable acid addition salts thereof.
    Type: Grant
    Filed: September 9, 1981
    Date of Patent: June 12, 1984
    Assignee: Torii & Co., Ltd.
    Inventors: Setsuro Fujii, Toshiyuki Okutome, Toyoo Nakayama, Takashi Yaegashi, Masateru Kurumi
  • Patent number: 4454337
    Abstract: A new chemical sequence for preparing certain indoles is disclosed which employes certain 2-substituted-6-nitrophenylacetaldehyde semicarbazones claimed here. Said semicarbazones are cyclized to the indoles by low pressure hydrogenation.
    Type: Grant
    Filed: March 2, 1983
    Date of Patent: June 12, 1984
    Assignee: SmithKline Beckman Corporation
    Inventor: Lawrence I. Kruse
  • Patent number: 4454332
    Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin from acetone dicarboxylate via intermediate II: ##STR1## wherein R is a readily removable carboxyl protecting group.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: June 12, 1984
    Assignee: Merck & Co., Inc.
    Inventors: Thomas M. H. Liu, David G. Melillo, Kenneth M. Ryan, Meyer Sletzinger, Ichiro Shinkai
  • Patent number: 4453018
    Abstract: An alkylated phenolic ether is prepared by reacting in the absence of a protic solvent a phenolic compound containing an unreacted phenolic hydroxy group with an alkyl sulfite of the formula (RO).sub.2 SO in which R is a one to four carbon alkyl group, the reaction occurring in one step and without the intermediate preparation of a phenolate.
    Type: Grant
    Filed: April 1, 1982
    Date of Patent: June 5, 1984
    Assignee: International Telephone and Telegraph Corporation
    Inventor: Randall B. Nelson
  • Patent number: 4453017
    Abstract: A methylated phenolic ether is prepared by reacting in the absence of a protic solvent a phenolic compound containing an unreacted phenolic hydroxy group with trimethyl phosphate, the reaction occurring in one step and without the intermediate preparation of a phenolate.
    Type: Grant
    Filed: April 1, 1982
    Date of Patent: June 5, 1984
    Assignee: International Telephone and Telegraph Corporation
    Inventor: Randall B. Nelson
  • Patent number: 4453004
    Abstract: A process for the preparation of an alkylated phenolic ether comprising reacting a phenolic compound at a temperature of at least the melting point of the phenol and in the absence of a solvent with an alkylating agent until an alkylated phenol is produced.
    Type: Grant
    Filed: April 1, 1982
    Date of Patent: June 5, 1984
    Assignee: International Telephone and Telegraph Corporation
    Inventor: Randall B. Nelson
  • Patent number: 4453016
    Abstract: Aromatic aldehydes are formed by the liquid phase reaction of molecular oxygen with methyl-substituted aromatic compounds in the presence of base, a cobalt, manganese, chromium or nickel salt catalyst and activated charcoal.
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: June 5, 1984
    Assignee: The Dow Chemical Company
    Inventors: Andrew T. Au, Chu W. Jung
  • Patent number: 4451663
    Abstract: New bronchospasmolytically active compounds exhibiting long duration of action and reduced undesired side effects of the structural formula ##STR1## and therapeutically acceptable salts thereof, in which formula R is selected from the group consisting of --C(CH.sub.3).sub.3, ##STR2## R.sup.1 is selected from the group consisting of H and R.sup.2, R.sup.2 represents the radical of the formula ##STR3## wherein R.sup.3 is selected from the group consisting of(a) H(b) alkyl groups containing 1-3 carbon atoms ##STR4## wherein R.sup.5 is selected from the group consisting of(a) OH(b) alkoxy groups containing 1-3 carbon atoms and whereinR.sup.4 is selected from the group consisting of(a) H(b) alkyl groups containing 1-3 carbon atoms, with the proviso that R.sup.3 and R.sup.4 are combined as follows:______________________________________ when R.sup.3 is then R.sup.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: May 29, 1984
    Assignee: Aktiebolaget Draco
    Inventors: O. A. Torsten Olsson, Leif A. Svensson, Kjell I. L. Wetterlin