Patents Examined by Bernard Helfin
  • Patent number: 4593116
    Abstract: Urethanes are made by reacting an organic nitro compound with an organic compound containing at least one hydroxyl group in the presence of carbon monoxide, hydrogen and a catalyst system. The carbon monoxide and hydrogen are used in quantities such that the molar ratio of CO to H.sub.2 is from 0.3:1 to 3:1. The catalyst system is made up of at least one noble metal or compound of a noble metal from Group VIIIB of the Periodic System of Elements, at least one organic nitrogen base and a co-catalyst combination of iron or copper oxidic or hydroxidic compound and a chloride compound. The product urethanes are useful in the production of isocyanates and pesticides.
    Type: Grant
    Filed: June 13, 1984
    Date of Patent: June 3, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Stammann, Johann Grolig, Robert Becker, Helmut Waldmann
  • Patent number: 4593117
    Abstract: Low molecular weight N- and O-substituted diurethanes and/or polyurethanes are prepared by reacting a diamine and/or polyamine containing a primary amino group with an N-aryl-0-alkyl urethane in the presence of at least one high boiling alcohol. This reaction may be carried out at a temperature of from 180.degree. to 350.degree. C. and a pressure of approximately 0.1 to 1,500 mbar. The arylamine corresponding to the N-ary-0-alkyl urethane which forms during this reaction is continuously removed from the reaction mixture.
    Type: Grant
    Filed: December 5, 1984
    Date of Patent: June 3, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Stefan Penninger, Gunther Hammen, Peter Heitkamper
  • Patent number: 4590302
    Abstract: The invention relates to new terpene ethers of the formula ##STR1## in which R denotes a cyclic or bicyclic radical or an alkyl radical which is substituted by cyclic, bicyclic or tricyclic radicals, optionally via an oxygen bridge. The compounds are prepared by reaction of camphene with alcohols R--OH, in which R represents one of the above-mentioned radicals. The new ethers are used in the field of aroma substances and solvents, and as intermediates for plant protection agents, agents for combating pests and medicaments.
    Type: Grant
    Filed: July 25, 1984
    Date of Patent: May 20, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Franz Scheidl, Manfred Gscheidmeier
  • Patent number: 4588532
    Abstract: p-Acyloxybenzene sulfonates, well suited for detergency applications, are facilely and rapidly prepared by acylating an alkali or alkaline earth metal, or ammonium p-phenol sulfonate, with an anhydride of a straight or branched chain carboxylic acid having from 7 to 12 carbon atoms, in a polar aprotic solvent and in the presence of a catalytically effective amount of an organic sulfonic acid.
    Type: Grant
    Filed: February 19, 1985
    Date of Patent: May 13, 1986
    Assignee: Rhone-Poulenc Chimie de Base
    Inventors: Jose Moyne, Camille Disdier
  • Patent number: 4588835
    Abstract: A process for preparing an alkoxyphenol represented by the formula: ##STR1## wherein R is hydrogen, alkyl having 1 to 4 carbon atoms, formyl, hydroxymethyl, alkoxymethyl, dialkoxymethyl, acetoxymethyl or diacetoxymethyl, R' is alkyl having 1 to 4 carbon atoms, and n is an integer of 1 to 5, characterized in that a phenol halide represented by the formula: ##STR2## wherein R and n are as defined above, and X is chlorine or bromine is reacted, in the presence of a copper salt serving as a catalyst and of a solvent, with a product prepared by heating, in the presence of a dehydrating agent, an alkali metal hydroxide and a compound of the formula R'OH wherein R' is as defined above.
    Type: Grant
    Filed: October 19, 1984
    Date of Patent: May 13, 1986
    Assignee: Otsuka Kagaku Yakuhin Kabushiki Kaisha
    Inventors: Sigeru Torii, Hideo Tanaka, Mitsuo Akada
  • Patent number: 4588487
    Abstract: This process relates to the halodecarboxylation of 3'-carboxydiphenylether salts using diacyl peroxides, molecular bromine, moderate temperature, an inert atmosphere and atmospheric pressure to afford 2-chloro-4-trifluoromethyl-3'-bromo-4'-nitrodiphenylether.
    Type: Grant
    Filed: September 16, 1985
    Date of Patent: May 13, 1986
    Assignee: Rohm and Haas Company
    Inventors: Barry C. Lange, Edward M. Szapacs
  • Patent number: 4587365
    Abstract: The instant invention relates to a process which comprises modifying a conventional polyoxyalkylene polyol by capping all the hydroxyl groups of the polyol with benzyl, aryl, substituted benzyl, substituted aryl or alkyl groups having 1 to 4 carbon atoms. This process comprises reacting the conventional polyoxyalkylene polyol with an alkali metal methoxide followed by reaction with an alkali metal hydride which in turn is followed by reaction with an organic halide.
    Type: Grant
    Filed: October 29, 1984
    Date of Patent: May 6, 1986
    Assignee: BASF Corporation
    Inventor: Michael J. Anchor
  • Patent number: 4587261
    Abstract: The invention relates to new cycloalkane derivatives, a process for the preparation thereof and compositions--particularly feed additives and animal feeds--containing the same.The new compounds of the present invention correspond to the general formula I ##STR1## wherein n is 3, 4, 5 or 6;R denotes a phenyl group optionally carrying one or more substituent/s/ selected from the group consisting of halogen, lower alkoxy and lower alkyl;R.sup.1 and R.sup.2 each represent hydrogen or form together a valence bond;R.sup.3 represents lower alkoxy or a phenyl optionally substituted by one or more C.sub.1-12 alkoxy.The fodder additives and fodders according to the invention contain as active ingredient an amount of 1 ppm to 85% by weight of a compound of the general formula I in admixture with inert solid or liquid carriers or diluents and can be used to advantage in animal husbandry.
    Type: Grant
    Filed: May 3, 1983
    Date of Patent: May 6, 1986
    Assignee: Egyt Gyogyszervegyeszeti Gyar
    Inventors: Zoltan Budai, Pal Benko, Ildiko Ratz nee Simonek, Eva Rakoczy nee Pinter, Karoly Magyar, Jozsef Kelemen, Attila Mandi
  • Patent number: 4585898
    Abstract: 3-Bromobenzaldehydes are prepared by reacting a benzaldehyde having a free 3-position with bromine chloride in the presence of aluminum chloride and a small amount of dibromomethane.
    Type: Grant
    Filed: December 18, 1984
    Date of Patent: April 29, 1986
    Assignee: Hardwicke Chemical Company
    Inventors: Roland L. Lau, John S. Hudson
  • Patent number: 4585899
    Abstract: A process for selectively forming aldehydes which comprises hydrogenating a carboxylic acid or a carboxylic acid ester in the presence of a manganese catalyst supported on an activated alumina.
    Type: Grant
    Filed: January 22, 1985
    Date of Patent: April 29, 1986
    Assignee: Chem Systems Inc.
    Inventors: Abraham P. Gelbein, Robert Hansen
  • Patent number: 4585900
    Abstract: A process for selectively forming aldehydes which comprises hydrogenating a carboxylic acid or a carboxylic acid ester in the presence of an yttrium catalyst activated with copper.
    Type: Grant
    Filed: January 22, 1985
    Date of Patent: April 29, 1986
    Assignee: Chem Systems Inc.
    Inventors: Norman L. Holy, Abraham P. Gelbein, Robert Hansen
  • Patent number: 4584408
    Abstract: Phenoxy resins and other 1,3-bis(aryloxy)-2-propanol compounds are prepared by contacting hydroxy-substituted aromatic compounds with organyl 2-oxo-1,3-dioxolan-4-ylmethyl carbonates.
    Type: Grant
    Filed: January 7, 1985
    Date of Patent: April 22, 1986
    Assignee: The Dow Chemical Company
    Inventors: Pen-Chung Wang, James M. Renga
  • Patent number: 4584190
    Abstract: A chalcone derivative of the formula (I): ##STR1## in which R.sub.1 represents hydrogen or a methyl group, and R.sub.2 represents a linear or branched aliphatic hydrocarbon group having from 2 to 24 carbon atoms.The derivative is effective in protecting the skin when made into ultraviolet absorbing agents including an anti-sunburn oil, since it has the maximum absorbing capacity at a wave length in the vicinity of 350 nm, does not irritate the skin and is highly compatible with a cosmetic base.
    Type: Grant
    Filed: November 9, 1984
    Date of Patent: April 22, 1986
    Assignee: Kao Corporation
    Inventors: Tohru Tejima, Koichi Nakamura, Michihiro Hattori, Shinichi Masuda, Genji Imokawa, Naotake Takaishi
  • Patent number: 4584409
    Abstract: Described are tertiary hydroxyl carboxaldehydes defined according to the generic structure: ##STR1## wherein the lines ##STR2## represent covalent carbon-carbon bonds when m does not=0; and wherein the lines ##STR3## do not represent any bonds when m=0; wherein R represents hydrogen or methyl; wherein p and q each represents 0 or 1 with the proviso that p=1 when q=0 and p=0 when q=1; wherein X and Z each represent one or more carbon atoms required to complete a bicyclo ring with the lines ##STR4## represents carbon-carbon bonds; wherein X and Z complete a phenyl moiety when the line ##STR5## represents no bond; wherein X and Z complete a cycloalkyl ring moiety with the lines ##STR6## represent carbon-carbon bonds and with the line ##STR7## representing no bond; and wherein when m is 0, X represents an alkylene moiety, processes for preparing same by means of reacting carbon monoxide and hydrogen with an unsaturated tertiary alcohol defined according to the structure: ##STR8## by means of an oxo reaction, and
    Type: Grant
    Filed: March 8, 1985
    Date of Patent: April 22, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
  • Patent number: 4584410
    Abstract: In a Reimer-Tiemann reaction for the preparation of a mixture of two hydroxybenzaldehydes (i.e., salicylaldehyde and p-hydroxybenzaldehyde) by reacting phenol with chloroform and an aqueous alkali solution in a heterogeneous system, the two hydroxybenzaldehydes can be prepared in a controlled formation ratio, yield and reaction rate depending upon the conditions used when the reaction is carried out in the presence of a phase transfer catalyst selected from the group consisting of a cationic type phase transfer catalyst, an amphoteric type phase transfer catalyst and an anionic type phase transfer catalyst.
    Type: Grant
    Filed: November 13, 1984
    Date of Patent: April 22, 1986
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Kazuhiko Hamada, Gohfu Suzukamo, Fujio Masuko, Makoto Nakamura
  • Patent number: 4582944
    Abstract: A process for producing a hydroxydiphenyl ether, which comprises reacting at least one hydroquinone compound with itself or with a monohydric phenol compound in the presence of a catalyst composed essentially of a synthetic mica in which at least 10 mole % of cation-exchangeable interlayer cations are made up of a metal ion other than alkali metal ions, and/or a proton.
    Type: Grant
    Filed: May 3, 1984
    Date of Patent: April 15, 1986
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Katsuo Taniguchi, Hideo Nakamura, Terunori Fujita
  • Patent number: 4582922
    Abstract: A mixture of methyl anthranilate, dissolved in a water-miscible solvent, with a solution of formaldehyde is reduced in a hydrogen atmosphere in the presence of a hyrogenation catalyst at moderate temperatures and pressures to yield methyl N-methylanthranilate. The invention provides a process which is feasible towards producing the compound in commercial quantities in high purity and good yield.
    Type: Grant
    Filed: February 1, 1985
    Date of Patent: April 15, 1986
    Assignee: National Starch and Chemical Corporation
    Inventor: Eric A. Meier
  • Patent number: 4582923
    Abstract: Urethanes are made by reacting a primary amine with carbon monoxide and a compound containing at least one hydroxyl group in the presence of an oxidizing agent and a catalyst system. The catalyst system is made up of (i) a noble metal and/or a noble metal compound of a metal of the Eighth Secondary Group of the Periodic System of Elements and (ii) an oxidizing quinoid and/or a compound capable of being converted to an oxidizing quinoid compound under the reaction conditions. The catalyst system may optionally include (iii) metal compounds of elements of the Third to Fifth Main Groups and/or First to Eighth Secondary Groups of the Periodic System of Elements and/or (iv) a tertiary amine. This reaction is generally carried out at a temperature of from 100.degree. to 300.degree. C. and at a pressure of from 5 to 500 bars. The product urethanes are useful in the production of isocyanates and pesticides.
    Type: Grant
    Filed: May 17, 1985
    Date of Patent: April 15, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Stammann, Robert Becker, Johann Grolig, Helmut Waldmann
  • Patent number: 4581463
    Abstract: Halonitroarylacetic acid esters are prepared by reacting a halonitroaromatic compound with an alpha,alpha-disubstituted acetic acid ester in an inert solvent and in the presence of a base. The halonitroarylacetic acid esters formed by the process can be readily converted into derivatives, such as pharmaceuticals.
    Type: Grant
    Filed: August 10, 1984
    Date of Patent: April 8, 1986
    Assignee: Ethyl Corporation
    Inventors: G. Patrick Stahly, Barbara C. Stahly
  • Patent number: 4579981
    Abstract: An improved process for the preparation of 2-chloro-1,3-dimethoxybenzene involving the reaction of [2,6-dimethoxyphenyl]lithium with chlorinating agents is disclosed. 2-Chloro-1,3-dimethoxybenzene is useful as a starting material for the synthesis of pharmacologically valuable 1,2-benzisoxazoloxyacetic acids.
    Type: Grant
    Filed: August 13, 1984
    Date of Patent: April 1, 1986
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Gregory M. Shutske, Thomas B. K. Lee, Gregory M. Jobin