Patents Examined by J. E. Evans
  • Hydrogenation of aldehydes
    Patent number: 5004845
    Abstract: Aliphatic aldehydes are hydrogenated to alcohols containing by product ester which ester is removed and separately hydrogenated to provide additional product.
    Type: Grant
    Filed: June 27, 1988
    Date of Patent: April 2, 1991
    Assignee: Davy McKee (London) Limited
    Inventors: Michael W. Bradley, Norman Harris, Keith Turner
  • Process for producing fluorine-containing aliphatic carboxylic acids
    Patent number: 5004567
    Abstract: Process for producing fluorine-containing aliphatic carboxylic acids having the general formula of Y--R.sub.f --Y' as defined herein by reaction of fluorine-containing aliphatic halogen compounds having the general formula of X--R.sub.4 --X' as defined herein with carbon dioxide under the presence of zinc in an organic solvent and hydrolysis of the reaction product, wherein the improvement comprises controlling the concentration of carbon dioxide in the organic solvent at a level of 0.3 to 5 mol/l.
    Type: Grant
    Filed: July 22, 1988
    Date of Patent: April 2, 1991
    Assignee: Tosoh Corporation
    Inventors: Mitsuru Takahashi, Hideo Shuyama, Osamu Miyano, Yukihiro Tsutsumi
  • Substituted propane-phosphonous acid compounds
    Patent number: 5004826
    Abstract: The compounds of the formula ##STR1## in which one of the groups R.sup.1, R.sup.2 and R.sup.3 represents hydrogen, C.sub.1-8 -alkyl, C.sub.3-6 -cycloalkyl, phenyl optionally substituted by halogeno, C.sub. 1-4 -alkyl, C.sub. -4 -alkoxy and/or trifluoromethyl, or C.sub.7-10 -phenylalkyl optionally substituted in the phenyl moiety by halogeno, C.sub.1-4 -alkyl C.sub.1-4 -alkoxy and/or trifluormethyl, and the other two are hydrogen, or salts thereof.These compounds have valuable pharmaceutical properties.
    Type: Grant
    Filed: December 1, 1989
    Date of Patent: April 2, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: John G. Dingwall, Josef Ehrenfreund, Roger G. Hall, James Jack
  • Diphosphonic acid compounds and use for calcium metabolism disorders
    Patent number: 5002937
    Abstract: The present invention provides compounds of the formula: ##STR1## The present invention also provides processes for the preparation of these compounds and pharmaceutical compositions containing them useful in treatment and prophylaxis of disorders of calcium metabolism.
    Type: Grant
    Filed: July 5, 1989
    Date of Patent: March 26, 1991
    Assignee: Boehringer Mannheim GmbH
    Inventors: Elmar Bosies, Harald Zilch
  • Process for manufacturing fatty alcohols
    Patent number: 5001284
    Abstract: In a process for manufacturing fatty alcohols comprising hydrogenating the corresponding fatty acid methyl esters, the hydrogen used for the hydrogenation reaction is regenerated from impure methanol as a by-product of the reaction. The impure methanol recovered from the hydrogenation reactor is conducted to a steam reformer reactor, from whence the regenerated hydrogen is recycled back to the hydrogenation reactor.
    Type: Grant
    Filed: October 12, 1989
    Date of Patent: March 19, 1991
    Assignee: L'Air Liquide, Societe Anonyme pour l'Etude et l'Exploitation des Procedes Georges Claude
    Inventors: Rene Dupont, Laurent Ferenczi, Guy Simonet
  • 2-acylamino-5-halogenated-cinnamic acid derivative and method for its production
    Patent number: 4997972
    Abstract: A 2-acylamino-5-halogenated-cinnamic acid derivative represented by the formula (III) which is useful as an intermediate for producing medicines and agricultural chemicals: ##STR1## wherein Ac represents a lower acyl group, R represents a hydrogen atom or a lower alkyl group, and X.sub.1 represents a halogen atom. This derivative is obtained by reacting a compound represented by the formula (I), ##STR2## wherein Ac and X.sub.1 are as defined above, and X.sub.2 represents a bromine or iodine atom, with acrylic acid or its ester represented by the formula (II),CH.sub.2 .dbd.CHCOOR (II)where R is as defined above, in the presence of a palladium catalyst, a tri(unsubstituted- or substituted-phenyl)phosphine and an acid-binding agent.
    Type: Grant
    Filed: December 14, 1989
    Date of Patent: March 5, 1991
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hiroaki Ohno, Daisaku Matsunaga
  • Use of blends of mannich acrylamide polymers and dimethyldiallylammonium halide polymers for flocculating enzyme broth streams
    Patent number: 4997759
    Abstract: Blends of Mannich acrylamide polymers and dimethyldiallylammonium halide polymers have been found to be superior flocculants for enzyme broth streams yielding higher solid compaction and greater supernatant clarities than the use of either polymer alone.
    Type: Grant
    Filed: February 5, 1990
    Date of Patent: March 5, 1991
    Assignee: American Cyanamid Company
    Inventors: Algird S. Cibulskas, Henri R. Asbell
  • Vinyl fluorides and pesticidal uses
    Patent number: 4997855
    Abstract: Nematodes and insects are controlled by application of vinyl fluorides of the formula ##STR1## where R is CH.sub.2 X--, CHX.sub.2 --, CX.sub.3 --, XCH.dbd.CH--, CH.sub.2 .dbd.CX-- or straight chain alkyl(C.sub.2 -C.sub.8);R.sup.1 is hydrogen, fluoro, chloro, bromo, CH.sub.2 Z--, CHZ.sub.2 -- or CZ.sub.3 --;R.sup.2, X and Z independently are hydrogen, fluoro, chloro or bromo; Y.sup.1, Y.sup.2, Y.sup.3, and Y.sup.4 independently are CH.sub.3 or any value of R.sup.2, X and Z; a is 0-12; n is 7-13; and n is greater than a.Particular species controlled are the root-knot, stunt, lesion, cyst and free-living nematodes, and the southern corn rootworm. The vinyl fluorides also have anthelmintic utility.
    Type: Grant
    Filed: September 15, 1988
    Date of Patent: March 5, 1991
    Assignee: FMC Corporation
    Inventor: Clinton J. Peake
  • Preparation of aliphatically substituted fluorobenzenes
    Patent number: 4996377
    Abstract: Aliphatically substituted fluorobenzenes of the general formula I ##STR1## where R is an aliphatic or cycloaliphatic radical, n is 2, 3 or 4 and X is hydrogen, fluorine, chlorine or bromine, are prepared by diazotization of the corresponding aniline derivative of the general formula II ##STR2## in the presence of tetrafluoboric acid and decomposition of the resulting diazonium tetrafluoborate of the general formula III ##STR3## by a process in which the decomposition reaction is carried out simultaneously with the diazotization reaction, in the presence of elemental copper and/or copper(I) and/or copper(II) salts and at from -15.degree. to 80.degree. C.
    Type: Grant
    Filed: February 21, 1990
    Date of Patent: February 26, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Jochen Wild, Albrecht Harreus, Norbert Goetz
  • Stabilized 1,1,1-trichloroethane compositions
    Patent number: 4992604
    Abstract: 1,1,1-Trichloroethane (viz., methylchloroform) is stabilized with from about 2 to about 4 percent by weight 1,3-dioxolane, from about 0.25 to about 0.5 percent by weight butylene oxide, from about 0.25 to about 2 percent by weight nitromethane, from about 0.2 to about 0.75 percent by weight 1-nitropropane, from about 0.75 to about 2 percent by weight secondary butanol, and from 0 to about 100 parts per million by weight acetaldehyde dimethylhydrazone.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: February 12, 1991
    Assignee: PPG Industries, Inc.
    Inventors: Donald A. Reich, Catherine C. Doyen, Stephanie J. Oates
  • Preparation of tertiary butyl alcohol
    Patent number: 4992602
    Abstract: Tertiary butyl alcohol is prepared by the catalytic decomposition of tertiary butyl hydroperoxide in solution in a monocyclic aromatic solvent in the presence of a metal phthalocycnaine catalyst.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: February 12, 1991
    Assignee: Texaco Chemical Company
    Inventors: John R. Sanderson, Edward T. Marquis
  • Method for producing alkadienols
    Patent number: 4990698
    Abstract: An improving method for producing alkadienols by reaction of conjugated alkadiene and water in the presence of carbon dioxide and a catalyst composed of a palladium compound and phosphine (or phosphite), wherein the by-products having high boiling point and the palladium catalyst are efficiently separated from the reaction product for re-use without impairing their effectiveness as the catalyst.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: February 5, 1991
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Keisuke Wada, Keiichi Sato, Yukio Kasori, Yoko Misu
  • Optically active dimethyl heptanediols
    Patent number: 4990694
    Abstract: (3S, 5S)-(-)-2,6-dimethyl-3,5-heptanediol expressed by the following formula: ##STR1## and (3R, 5R)-(+)-2,6-dimethyl-3,5-heptanediol expressed by the following formula: ##STR2## are disclosed, which are useful as reagents for asymmetric synthesis such as chiral auxiliary and chiral synthon.
    Type: Grant
    Filed: February 22, 1990
    Date of Patent: February 5, 1991
    Assignee: Wako Pure Chemical Industries Ltd.
    Inventors: Akira Tai, Takashi Sugimura
  • Process for purifying crude glycerol
    Patent number: 4990695
    Abstract: The invention provides a process for purifying crude glycerol such as splitters crude, soaplye crude and methanolysis crude which comprises a microfiltration step over a filter material on a ceramic support preferably comprising alumina. Preferably the filter material comprises zirconia and/or alumina. Preferably the process further comprises the step of distillation and/or treatment with ion exchange resins. Also the process may involve a combination of microfiltration and ultrafiltration.
    Type: Grant
    Filed: August 9, 1989
    Date of Patent: February 5, 1991
    Assignee: Unilever Patent Holdings B.V.
    Inventors: Thomas Buenemann, Johannes C. Oudejans, Pietro Gamba, Aldo Rampi
  • Alcohols production by hydrogenation of carboxylic acids
    Patent number: 4990655
    Abstract: Ethanol is produced from acetic acid or propanol is produced from propionic acid by contacting either acetic acid or propionic acid in the vapor phase with hydrogen at elevated temperature and a pressure in the range from 1 to 150 bar in the presence of a catalyst comprising as essential components (i) a noble metal of Group VIII of the Periodic Table of the Elements, and (ii) rhenium, optionally on a support, for example a high surface area graphitized carbon.
    Type: Grant
    Filed: December 9, 1988
    Date of Patent: February 5, 1991
    Assignee: BP Chemicals Limited
    Inventors: Melanie Kitson, Peter S. Williams
  • Methyl alcohol process
    Patent number: 4990696
    Abstract: Perchloroethylene is oxychlorinated to provide hexachloroethane which is reacted with methane to produce methyl chloride which is hydrolyzed to form methyl alcohol product and hydrogen chloride which is recycled to the oxychlorination step.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: February 5, 1991
    Inventor: John E. Stauffer
  • Phosphinic acid derivatives
    Patent number: 4988681
    Abstract: A phosphinic acid derivative represented by the general formula [I], or a pharmaceutically acceptable salt thereof, ##STR1## wherein R.sup.1 represents an alkyl, cycloalkyl or aralkyl group which may be substituted; R.sup.2 and R.sup.5 may be identical or different, and each represents a hydrogen atom, or an ester residue capable of forming a non-toxic ester hydrolyzable in vivo; and A represents a group of the formula ##STR2## wherein R.sup.3 represents an alkyl group, a group of the formula ##STR3## wherein R.sup.30 represents a halogen atom, a carboxyl group, a hydroxyl group, a cycloalkyl group which may be substituted, an aryl group which may be substituted, an arylthio group, a heteroarylthio group which may be substituted, an alkylthio group which may be substituted, an amino group which may be substituted, or a lower alkoxycarbonyl group; R.sup.
    Type: Grant
    Filed: June 22, 1989
    Date of Patent: January 29, 1991
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Kiyofumi Ishikawa, Takehiro Fukami, Hiroshi Naganuma, Kyoko Nakamichi
  • Branched perfluoroalkyl halides and preparation
    Patent number: 4983780
    Abstract: The present invention relates to new perfluoroalkyl halides and to their preparation by a process based on the thermodecomposition of perfluorocarbides in the presence of Cl.sub.2, Br.sub.2 and I.sub.2.
    Type: Grant
    Filed: September 19, 1989
    Date of Patent: January 8, 1991
    Assignee: Ausimont S.r.l.
    Inventors: Claudio Tonelli, Vito Tortelli
  • Process for preparing N-phosphonomethyl-glycine
    Patent number: 4983764
    Abstract: The invention relates to an improvement of a process for preparing N-phosphonomethyl-glycine by oxydation of N-phosphonomethyl-imino-diacetic acid in an aqueous sulphuric acidic medium with hydrogen peroxide.A characteristic feature is using a waste acid liquor as reaction medium formed as aqueous sulphuric acid and obtained after the separation of N-phosphonomethyl-glycine when carrying out oxydation. This solution is optionally diluted with water until a concentration of 12-18 weight % of sulphuric acid and 3-5 weight % of N-phosphonomethyl-glycine.
    Type: Grant
    Filed: October 24, 1989
    Date of Patent: January 8, 1991
    Assignee: Nitrokemia Ipartelepek
    Inventors: Jeno Pelyva, Laszlo Lendvai, Sandor Balint, Zoltan Kolonics, Csaba Soptei, Sandor Laszlo, Bela Karacsonyi, Janosne Benczik, Csaba Kayos, Sandor Silye
  • Process for preparing optically active 3-hydroxybutanoic acid
    Patent number: 4981992
    Abstract: A process for preparing an optically active 3-hydroxybutanoic acid represented by formula (I): ##STR1## wherein: R.sup.1 represents a protective group of carboxylic acid, andR.sup.2 represents a hydrogen atom; a lower alkyl group which may be substituted with a halogen atom; a lower alkoxy group; a phenyl group which may be substituted with a lower alkyl group or a lower alkoxy group; or a benzyloxy group which may be substituted with a lower alkyl group or a lower alkoxy group,is disclosed, comprising asymmetrically hydrogenating a 3-oxobutanoic acid ester represented by formula (II): ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, in the presence of a ruthenium-optically active phosphine complex as a catalyst. The compound of formula (I) which is useful for synthesizing a 4-acetoxyazetidin-2-one derivative, a useful intermediate for obtaining penem antibiotics, can be prepared economically.
    Type: Grant
    Filed: November 14, 1989
    Date of Patent: January 1, 1991
    Assignee: Takasago International Corporation
    Inventors: Noboru Sayo, Takao Saito, Yoshiki Okeda, Hiroyuki Nagashima, Hidonori Kumobayashi