Aromatic Alcohol Moiety Patents (Class 560/254)
  • Patent number: 6472555
    Abstract: The present invention relates to a process for the preparation of esters from alcohols using acetic acid as acetylating agent and clays as catalysts, which comprises the preparation of esters in a single step from the reaction of aliphatic, acyclic, cyclic, heterocyclic, &agr;,&bgr;-unsaturated and aromatic alcohols with carbon atoms in the range of C1 to C10 with acetic acid in a molar ratio of 1:3 to 11 using reusable natural montmorillonite/metal ion-exchanged clay catalysts in the solvent medium of aliphatic, aromatic, or chlorinated hydrocarbons at 30-140° C. for a period in the range of 0.02 to 3.0 hrs, and recovering the corresponding esters by simple work-up procedure.
    Type: Grant
    Filed: February 12, 1999
    Date of Patent: October 29, 2002
    Assignee: Council of Scientific and Industrial Research
    Inventors: Boyapati Manoranjan Choudary, Veldurthy Bhaskar, Mannepalli Lakshmi Kantam, Kottapalli Koteswara Rao, Kondapuram Vijaya Raghavan
  • Publication number: 20020151728
    Abstract: The present invention provides a production method of a 5-phthalancarbonitrile compound, which comprises the use of a novel compound of the formula [I] 1
    Type: Application
    Filed: June 21, 2002
    Publication date: October 17, 2002
    Applicant: Sumika Fine Chemicals Co., Ltd.
    Inventors: Tetsuya Ikemoto, Masami Igi
  • Patent number: 6452056
    Abstract: A fluorine-containing benzonitrile derivative (formula 1) is subjected to a reduction reaction to obtain a fluorine-containing benzylamine derivative (formula 2), and the amino group in said fluorine-containing benzylamine derivative is replaced with a hydroxyl group to obtain a fluorine-containing benzyl alcohol derivative (formula 3): wherein X is a halogen atom, when m is an integer of 2 or more, each X may be the same or different, and m is an integer of from 0 to 4.
    Type: Grant
    Filed: February 20, 2001
    Date of Patent: September 17, 2002
    Assignee: Asahi Glass Company, Limited
    Inventors: Tsuneo Kawanobe, Osamu Takazawa, Keisuke Yoshikawa, Hiroyuki Watanabe
  • Patent number: 6444843
    Abstract: (Acyloxyalkyl)aromatic carboxylic acids are produced by partial oxidation of alkyl substituted aromatic compounds which are represented by the following General Formula (1) CHR1R2—Ar—(R3)n  (1) (where Ar is an aromatic ring of two or greater valency, R1 is a hydrogen atom or alkyl group having a carbon number of 1 to 3, R2 is a hydrogen atom, alkyl group having a carbon number of 1 to 3, or —OCOR5 group, R3 is an alkyl group having a carbon number of 1 to 4, —COOH group, —CHO group, —CH2R4 group, or —COOR group, n is an integer of 1 to 5, R4 is a halogen atom, —OH group, or —OCOR5 group, and R5 is an alkyl group having a carbon number of 1 to 4), and carboxylic acids in the presence of oxygen using a catalyst including an element which belongs to Group VIII of the periodic table. (Hydroxyalkyl)alicyclic carboxylic acids are produced by carrying out hydrogenation and hydrolysis using the (acyloxyalkyl)carboxylic acids as a starting material.
    Type: Grant
    Filed: April 3, 2000
    Date of Patent: September 3, 2002
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Yuuichi Satoh, Jun Tatsumi, Toshiya Iida
  • Patent number: 6420596
    Abstract: This invention provides a process for the selective esterfication of a tertiary alcohol(I) by an acid anhydride(II) to produce corresponding tertiary ester(III) and carboxylic acid(V), using a reusable solid catalyst(IV) comprising one or more halides of indium, gallium, zinc and iron. The process comprises: (i) contacting a mixture of (I) and (II) in the absence or presence of a non aqueous solvent with the fine particles of (IV) in a stirred batch reactor provided with a reflux water condenser at atmospheric pressure at the reaction conditions, such that the mole ratio of (II) to (I) is in the range from about 0.1 to about 10.0; the weight ratio of (IV) to (I+II) is in the range from about 0.005 to about 0.5; the reaction temperature is below about 80° C., and the reaction period is in the range from about 0.1 h to about 50 h; (ii) removing the solid catalyst(IV) from the reaction mixture by filtration; and (iii) reusing the separated solid catalyst for subsequent batch of the process.
    Type: Grant
    Filed: November 29, 2000
    Date of Patent: July 16, 2002
    Assignee: Council of Scientific and Industrial Research
    Inventors: Vasant Ramchandra Choudhary, Kshudiram Mantri, Suman Kumar Jana
  • Publication number: 20020082446
    Abstract: Process for the esterification of organic acids with alcohols in a reactor of the chromatographic type in which the heterogeneous solid phase is capable of acting both as an esterification catalyst and as a means exhibiting preferential adsorption towards one of the reaction products (typically water). The process to which the present invention relates is particularly improved compared with conventional technology owing to the use, as the means for regenerating the catalyst, of a desorbent to which has been added a second compound, generally the anhydride of the acid used in the esterification reaction, which, by chemical reaction, completes the removal of the adsorbed water.
    Type: Application
    Filed: November 30, 2001
    Publication date: June 27, 2002
    Inventors: Roberto Ruggieri, Giovanni Ranghino, Gianni Carvoli, Agostino Tricella, Davino Gelosa, Massimo Morbidelli
  • Patent number: 6399828
    Abstract: A process for making compound of formula I from a phenylpropanolamine salt of formula II wherein: R1 is hydrogen or a lower alkyl group; each R2 is independently a hydrogen, halogen, lower alkyl group, lower alkoxy groups, lower alkyl group substituted with 1 to 5 halogens, lower alkoxy groups substituted with 1 to 5 halogens, or both R2 together when on adjacent carbons constitute a —O(CH2)xO— where x is 1 to 4, thereby forming a ring structure fused with the phenyl group; R3 is a C1-C8-alkyl group, a C1-C12-aralkyl group, C1-C12-alkaryl group, or a phenyl group, each optionally substituted by 1 to 5 substituents selected from halogen, hydroxy, or C1-C6-alkyl; and HX is an equivalent of an organic or inorganic acid, the process comprising: (a) acylating the phenylpropanolamine salt of formula II with an acylating agent in a solvent at elevated temperature to make a reaction mixture containing an O-acylated phenylpropanolamine salt of formula III which can
    Type: Grant
    Filed: October 29, 2001
    Date of Patent: June 4, 2002
    Assignee: Boehringer Ingelheim Chemicals, Inc.
    Inventors: Robert Frederick Boswell, Young Sek Lo
  • Patent number: 6383499
    Abstract: A topical medicament for the treatment of psoriasis comprises metallic iodine, virgin wax, a variety of oils of animal and plant origin, camphor, chlorophyll and benzoic acid in a pharmaceutically acceptable emollient excipient base.
    Type: Grant
    Filed: February 26, 2001
    Date of Patent: May 7, 2002
    Assignee: Curacid America Corporation
    Inventor: Ramon Efrain Vasquez Lipi
  • Publication number: 20020045770
    Abstract: The present invention provides a production method of a 5-phthalancarbonitrile compound, which comprises the use of a novel compound of the formula [I] 1
    Type: Application
    Filed: November 30, 2001
    Publication date: April 18, 2002
    Applicant: Sumika Fine Chemicals Co., Ltd.
    Inventors: Tetsuya Ikemoto, Masami Igi
  • Patent number: 6348622
    Abstract: There is provided a compound of the formula[I]: wherein R represents a hydrogen atom or a protective group for a hydroxyl group; and A represents a hydrogen atom, a halogen atom or a group of the formula A1: Q represents Q3: when A represents a halogen atom or a protective group for a hydroyl group, A represents Q4:  wherein R1 and R2 represent a hydrogen atom or a protective group for a hydroxyl group; and when A represents a hydrogen atom, Q is Q2:
    Type: Grant
    Filed: February 9, 2000
    Date of Patent: February 19, 2002
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshiya Takahashi, Shinzo Seko, Takashi Miki
  • Publication number: 20010056194
    Abstract: The present invention provides a production method of a 5-phthalancarbonitrile compound, which comprises the use of a novel compound of the formula [I] 1
    Type: Application
    Filed: July 20, 2001
    Publication date: December 27, 2001
    Inventors: Tetsuya Ikemoto, Masami Igi
  • Patent number: 6284894
    Abstract: A process for the preparation of an allylic aromatic compound in which an aromatic amine is reacted first with a nitrite and then with an allylic olefin having an eliminatable terminal substituent. Novel allylic derivatives of disubstituted benzene compounds are also described.
    Type: Grant
    Filed: December 17, 1999
    Date of Patent: September 4, 2001
    Assignee: Nycomed Imaging AS
    Inventors: Fredrik Ek, Lars Goran Wistrand
  • Publication number: 20010016666
    Abstract: The present invention relates to a process for the preparation of esters from alcohols using acetic acid as acetylating agent and clays as catalysts, which comprises the preparation of esters in a single step from the reaction of aliphatic, acyclic, cyclic, heterocyclic, &agr;,&bgr;-unsaturated and aromatic alcohols with carbon atoms in the range of C1 to C10 with acetic acid in a molar ratio of 1:3 to 11 using reusable natural montmorillonite/metal ion-exchanged clay catalysts in the solvent medium of aliphatic, aromatic, or chlorinated hydrocarbons at 30-140° C. for a period in the range of 0.02 to 3.0 hrs, and recovering the corresponding esters by simple work-up procedure.
    Type: Application
    Filed: February 12, 1999
    Publication date: August 23, 2001
    Inventors: BOYAPATI MANORANJAN CHOUDARY, VELDURTHY BHASKAR, MANNEPALLI LAKSHMI KANTAM, KOTTAPALLI KOTESWARA RAO, KONDAPURAM RAGHAVAN
  • Patent number: 6258975
    Abstract: Provided is an industrially useful process for producing an optically active 2-hydroxy-4-arylbutyric acid or its ester. An optically active acyloxysuccinic anhydride is reacted with an aromatic compound in the presence of a Lewis acid to produce an optically active 2-acyloxy-4-oxo-4-arylbutyric acid. The 2-acyloxy-4-oxo-4-arylbutyric acid is converted to an optically active 2-acyloxy-4-arylbutyric acid through catalytic reduction. The 2-acyloxy-4-arylbutyric acid is hydrolyzed in the presence of an acid or an alkali to produce an optically active 2-hydroxy-4-arylbutyric acid. The 2-hydroxy-4-arylbutyric acid is reacted with an alcohol in the presence of an acid to produce an optically active 2-hydroxy-4-arylbutyric acid ester.
    Type: Grant
    Filed: January 5, 2000
    Date of Patent: July 10, 2001
    Assignee: Ajinomoto Co., Inc.
    Inventors: Masahiko Kurauchi, Yoshimasa Hagiwara, Hiroyuki Matsueda, Takashi Nakano, Kunisuke Izawa
  • Patent number: 6235949
    Abstract: A process for the preparation of halide compounds, preferably aryl halides, by contacting a gaseous mixture of hydrohalic acid and a compound selected from an aryl halogen formate, an aryl carbonate and equivalents thereof with a Lewis acid catalyst.
    Type: Grant
    Filed: March 10, 1997
    Date of Patent: May 22, 2001
    Assignee: Rhodia Chimie
    Inventors: Herve Garcia, Laurent Gilbert, Serge Ratton, Christophe Rochin
  • Patent number: 6218568
    Abstract: Process for preparing intermediates of formula (III) wherein Y1 is acyloxy, wherein acyl is of the formula R—C(O)—, wherein R is alkyl of 1-6 carbon atoms, Y2 is aralkyloxy, and Z is benzoyloxy or acyloxy, wherein acyl is as defined above. Intermediates of formula (III) are useful in a novel process for preparing the mono-L-valine ester of 2-(2-amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-1,3-propanediol (ganciclovir). The mono-L-valine ester of ganciclovir and its pharmaceutically acceptable salts are of value as antiviral agents with improved absorption.
    Type: Grant
    Filed: February 3, 2000
    Date of Patent: April 17, 2001
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Charles A. Dvorak, Douglas L. Wren, Lawrence E. Fisher, Steven D. Axt, Eric R. Humphreys, Humberto B. Arzeno, Colin C. Beard, Sam Linh Nguyen, Yeun-Kwei Han, Christopher R. Roberts, Jan P. Lund, Paul R. Fatheree
  • Patent number: 6215017
    Abstract: Intermediates of Formula (III) wherein Y1 is acyloxy, wherein acyl is of the formula R—C(O)—, wherein R is alkyl of 1-6 carbon atoms, Y2 is aralkyloxy, and Z is benzoyloxy or acyloxy, wherein acyl is as defined above. Intermediates of formula (III) are useful in a novel process for preparing the mono-L-valine ester of 2-(2-amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-1,3-propanediol (ganciclovir). The mono-L-valine ester of ganciclovir and its pharmaceutically acceptable salts are of value as antiviral agents with improved absorption.
    Type: Grant
    Filed: February 3, 2000
    Date of Patent: April 10, 2001
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Charles A. Dvorak, Douglas L. Wren, Lawrence E. Fisher, Steven D. Axt, Eric R. Humphreys, Humberto B. Arzeno, Colin C. Beard, Sam Linh Nguyen, Yeun-Kwei Han, Christopher R. Roberts, Jan P. Lund, Paul R. Fatheree
  • Patent number: 6207857
    Abstract: The compounds of the formula I are precursors for organoleptic and antimicrobial compounds. The latter are generated in the presence of skin bacteria, enzymes or acidic or alkaline conditions. One precursor molecule can provide one or more different compounds.
    Type: Grant
    Filed: June 23, 1998
    Date of Patent: March 27, 2001
    Assignee: Givaudan-Roure (International) S.A.
    Inventors: Denise Anderson, Georg Frater
  • Patent number: 6187821
    Abstract: A benzene compound of the formula: wherein each symbol is as defined in the specification; an optically active isomer or salt thereof, a medicinal composition containing the same, and an immunosuppressant containing the same as the active ingredient.
    Type: Grant
    Filed: May 12, 1999
    Date of Patent: February 13, 2001
    Assignee: Welfide Corporation
    Inventors: Tetsuro Fujita, Kunitomo Adachi, Toshiyuki Kohara, Masatoshi Kiuchi, Kenji Chiba, Koji Teshima, Tadashi Mishina
  • Patent number: 6166075
    Abstract: This invention relates to new antiestrogens of the general formula ##STR1## in which the substituents have the meanings that are explained in more detail in the description.The new compounds are a) pure antiestrogens or b) antiestrogens with partial estrogenic action (tissue-selective estrogens).Based on these properties, the new compounds are suitable for the production of pharmaceutical agents: in the case of a), for example, for the treatment of breast cancer; in the case of b), for example, for hormone replacement therapy.
    Type: Grant
    Filed: June 9, 1999
    Date of Patent: December 26, 2000
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Klar, Rolf Bohlmann, Karsten Parczyk, Karl-Heinrich Fritzemeier, Monika Lessl, Rosemarie Lichtner
  • Patent number: 6114572
    Abstract: The present invention provides compounds of the formula ##STR1## wherein X is selected from the group consisting of ##STR2## Y is thio, oxy or a methylene group; Z is hydrogen or --C(O)--(CH.sub.2).sub.m --Q wherein Q is hydrogen or --COOH and m is an integer 1, 2, 3 or 4;R.sub.1 is C.sub.1 -C.sub.6 alkyl; andR.sub.2, R.sub.3 and R.sub.4 are each independently hydrogen or C.sub.1 -C.sub.6 alkyl;or a stereoisomer thereof; useful for the treatment of atherosclerosis and chronic inflammatory disorders; for inhibiting cytokine-induced expression of VCAM-1 and/or ICAM-1; for inhibiting the peroxidation of LDL lipid; for lowering plasma cholesterol; and as anti-oxidant chemical additives useful for preventing oxidative deterioration in organic materials.
    Type: Grant
    Filed: November 19, 1997
    Date of Patent: September 5, 2000
    Assignee: Hoechst Marion Roussel, Inc.
    Inventors: Roger A. Parker, Paul S. Wright, Steven J. Busch, Kim S. Chen, Mark T. Yates
  • Patent number: 6100425
    Abstract: A process for the preparation of the compound L-5-(2-acetoxypropionylamino)-2,4,6-triiodoisophthaloyl dichloride by reacting 5-amino-2,4,6-triiodoisophthaloyl dichloride with L-2-acetoxypropionyl chloride in N,N-dimethylacetamide as a solvent, characterized in that a catalytic amount of a lower alcohol is added to the reaction mixture.
    Type: Grant
    Filed: December 19, 1997
    Date of Patent: August 8, 2000
    Assignee: Bracco International, B.V.
    Inventors: Marco Villa, Maurizio Paiocchi
  • Patent number: 6046354
    Abstract: A novel glycerol derivative, a process for preparing the same, and a process for preparing a triazole derivative. An optically active 2-arylglycerol derivative which is novel and useful as a synthetic intermediate of medicament is provided, and furthermore, (R)-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)-propane-1,2-diol, which is useful as an antifungal agent, is prepared.
    Type: Grant
    Filed: August 31, 1998
    Date of Patent: April 4, 2000
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Yoshihiko Yasohara, Kenji Miyamoto, Noriyuki Kizaki, Shigeru Kawano, Junzo Hasegawa
  • Patent number: 6040446
    Abstract: Process and novel intermediates for preparing the L-mono-valine ester of 2-(2-amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-1,3-propanediol and its pharmaceutically acceptable salts. The present process and intermediates provide for reduced impurities in the mono-valine ester end-product and lower overall production costs. The process involves the condensation of a silylated guanine compound with a substituted glycerol derivative and esterification of this product with an L-valine derivative. These mono-valine products are of value as antiviral agents with improved absorption.
    Type: Grant
    Filed: July 31, 1998
    Date of Patent: March 21, 2000
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Charles A. Dvorak, Douglas L. Wren, Lawrence E. Fisher, Steven D. Axt, Eric R. Humphreys, Humberto B. Arzeno, Colin C. Beard, Sam Linh Nguyen, Yeun-Kwei Han, Christopher R. Roberts, Jan P. Lund, Paul R. Fatheree
  • Patent number: 6013649
    Abstract: This invention is directed to proteinase (protease) inhibitors, and more particularly to thiol sulfone inhibitors for matrix metalloproteinase 13(MMP-13), compositions of proteinase inhibitors, intermediates for the syntheses of proteinase inhibitors, processes for the preparation of proteinase inhibitors and processes for treating pathological conditions associated with pathological matrix metalloproteinase activity related to MMP-13.
    Type: Grant
    Filed: July 22, 1997
    Date of Patent: January 11, 2000
    Assignee: Monsanto Company
    Inventors: John N. Freskos, S. Zaheer Abbas, Gary A. DeCrescenzo, Daniel P. Getman, Robert M. Heintz, Brent V. Mischke, Joseph J. McDonald
  • Patent number: 5986095
    Abstract: A process is described for preparing a compound of the formula or the S-enantiomer thereof,wherein:R is alkyl, aryl, cycloalkyl, aralkyl, or cycloalkylalkyl,R.sup.1 is halogen;R.sup.2 is halogen, alkyl, cycloalkyl, aryl or ##STR1## wherein the process comprises treating the associated racemic alcohol with an acylatingagent ##STR2## (wherein L is a leaving group) and an enzyme or microorganism capable of enantioselective acylation. This process may also be used to isolate the unreacted R- or S-alcohol. The acylated product may be enantioselectively hydrolyzed with a lipase or lipase-supplying microorganism to the S- or R-alcohol. Compounds prepared by this invention are useful antipsychotic agents or useful intermediates therefor.
    Type: Grant
    Filed: January 6, 1992
    Date of Patent: November 16, 1999
    Assignee: E.R. Squibb & Sons, Inc.
    Inventors: Ronald L. Hanson, Ramesh N. Patel, Laszlo J. Szarka
  • Patent number: 5986129
    Abstract: The following description sets forth a process for producing rhein, diacerhein and other diacyl derivatives thereof, which comprises the following steps: treatment of a diphenylketone ##STR1## in which R.sub.1 is --OR', --NR'R", --SR', where R' and R" are H, an alkyl or aromatic group; R.sub.2 is H or a protective group, R.sub.3 is --OH or C.sub.1 -C.sub.4 alkyl, with an acid or superacid to give a 1-aminoanthraquinone derivative, diazotisation, replacement of the --NH.sub.2 group by --OH, optional removal of the protective group, and acylation.
    Type: Grant
    Filed: July 31, 1997
    Date of Patent: November 16, 1999
    Assignee: Laboratoire Medidom S.A.
    Inventor: Guido Di Napoli
  • Patent number: 5981792
    Abstract: The process for preparing 1-functional allyl alcohol carboxylic esters comprises reacting a 3-functional allyl alcohol with the anhydride of the carboxylic acid at temperatures above 100.degree. C. in the presence of metal compounds of transition groups V to VII, namely at temperatures of 100-200.degree. C., preferably 130-150.degree. C. As metal compounds, it is possible to use oxidic metal compounds in the highest or at least second highest oxidation state of the transition metals, for example tungstic acid or its salts and/or tungsten(VI) oxide and/or molybdenum(V) oxide and/or molybdenum(VI) oxide and/or rhenium(VII) oxide. The 3-functional allyl alcohol and the carboxylic anhydride are advantageously used in equimolar amounts, if desired with a slight excess of anhydride, and an alkali metal salt of a weak acid, for example sodium carbonate or sodium acetate, can be added to the reaction mixture in an amount sufficient to trap free protons.
    Type: Grant
    Filed: February 26, 1998
    Date of Patent: November 9, 1999
    Assignee: Dragoco Gerberding & Co. AG
    Inventor: Jurgen Vollhardt
  • Patent number: 5973178
    Abstract: A compound of the formula: ##STR1## wherein: A is hydrogen, a substituted or unsubstituted C.sub.1 to C.sub.4 alkyl, a substituted or unsubstituted C.sub.1 to C.sub.4 alkoxy or a substituted or unsubstituted phenyl;W is a substituted or unsubstituted phenylene or a substituted or unsubstituted naphthylene;Y is--CH.sub.2 --CH.sub.2 --Z wherein Z is selected from --OSO.sub.3 H, --SSO.sub.3 H, --OPO.sub.3 H, --OCOCH.sub.2 --Cll.sub.3, Cl, Br or F; andm is 1 or 2, e is 0 or 1,with the sum of e+m=2.
    Type: Grant
    Filed: May 20, 1998
    Date of Patent: October 26, 1999
    Assignee: DyStar L.P.
    Inventors: Thomas S. Phillips, Ronald P. Pedemonte
  • Patent number: 5942290
    Abstract: Molecular complex compounds comprising a mono-, bis- or trisacylphosphine oxide compound with an .alpha.-hydroxy ketone compound are suitable as photoinitiators for the photopolymerization of free-radically polymerizable compounds.
    Type: Grant
    Filed: August 21, 1997
    Date of Patent: August 24, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: David George Leppard, Thomas Lloyd James, Nils Hock, Manfred Kohler, Ronald Salathe
  • Patent number: 5883290
    Abstract: The present invention relates to a process for producing benzyl acetate and benzyl alcohol.Benzyl acetate itself is useful as a solvent and a perfume. Benzyl alcohol which is derived from the benzyl acetate by hydrolysis or by transesterification with methanol is an important compound useful as a powerful solvent, a nontoxic medical additive, and an intermediate compound for agricultural chemicals and medicines.
    Type: Grant
    Filed: December 4, 1996
    Date of Patent: March 16, 1999
    Assignee: Tosoh Corporation
    Inventors: Takashi Okada, Makoto Hanaya, Akitaka Hattori, Hideyuki Hamaji, Takanori Miyake, Seiichi Tokumaru, Nobuo Nagira, Shunya Ikumi, Takashi Hori, Norimasa Mizui
  • Patent number: 5817887
    Abstract: A color-photographic recording material is described which contains a magenta coupler and, as stabilizer, at least one compound of the formula ##STR1## where the radicals are as defined in the specification.
    Type: Grant
    Filed: February 7, 1995
    Date of Patent: October 6, 1998
    Assignee: Ciba-Geigy Corporation
    Inventors: David G. Leppard, Hugh Stephen Laver
  • Patent number: 5723652
    Abstract: The invention is to provide an asymmetric reaction catalyst useful for the production of medical or agricultural chemicals or intermediates thereof. The catalyst comprises an optically active monophosphino carboxylic acid derivative represented by the formula (I): ##STR1## where R.sup.1 represents a C.sub.1-6 alkyl group or phenyl group which may be optionally substituted with a C.sub.1-4 alkyl group or C.sub.1-4 alkoxy group,R.sup.2 represents a C.sub.1-4 alkyl group,R.sup.3 and R.sup.4 each represents independently a hydrogen atom, C.sub.1-4 alkyl group or phenyl group which may be optionally substituted with a C.sub.1-4 alkyl or C.sub.1-4 alkoxy group and a transition metal compound.
    Type: Grant
    Filed: June 26, 1996
    Date of Patent: March 3, 1998
    Assignee: Nissan Chemical Industries, Ltd.
    Inventor: Tohru Minami
  • Patent number: 5703272
    Abstract: A process for preparing a carboxylic acid ester which includes subjecting a carboxylic acid and an alcohol or a phenol to an esterification reaction in the presence of a silica-titania catalyst. The silica-titania catalyst is prepared by adding an acidic solution containing a silicon compound and a titanium compound dissolved therein to a solution of a basic compound to bring about co-precipitation, in which the acidic solution is a nitric acid-acidic solution or a sulfuric acid-acidic solution, a ratio of the amount (gram equivalent) of nitric acid or sulfuric acid to the amount (mol) of the silicon compound in the acidic solution is 0.5 to 50 and the amount of the titanium compound in the acidic solution is such that a ratio of titania (TiO.sub.2) in the silica-titania catalyst is 1 to 50% by weight.
    Type: Grant
    Filed: September 3, 1996
    Date of Patent: December 30, 1997
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Mariko Abe, Shuji Ebata, Takafumi Abe, Hirofumi Higuchi
  • Patent number: 5693626
    Abstract: A compound represented by the formula I ##STR1## wherein X is independently both F or both Cl or one X is independently F and the other is independently Cl; R.sub.1 is a straight or branched chain (C.sub.3 to C.sub.8) alkyl group substituted by one or two phosphate ester groups (e.g., a phosphate ester convertible in vivo into a hydroxy group) thereof or a pharmaceutically acceptable salt thereof and pharmaceutical compositions thereof useful for treating and/or preventing fungal infections are disclosed.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: December 2, 1997
    Assignee: Schering Corporation
    Inventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
  • Patent number: 5693251
    Abstract: An optically active phenol useful in the preparation of liquid crystalline compounds which is represented by the formula (V): ##STR1## wherein R.sub.2 represents an alkyl or alkoxyalkyl group having 1 to 20 carbon atoms optionally substituted by halogen atoms; Z' represents ##STR2## wherein q represents a number of 1 to 5 and * indicates asymmetric carbon atom; l represents a number of 2; t represents a number of 1 to 5; s represents a number of 0 or 1.
    Type: Grant
    Filed: November 23, 1994
    Date of Patent: December 2, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Higashii, Isao Kurimoto, Shoji Toda, Masayoshi Minai, Takeshi Tani, Chizu Kawakami, Koichi Fujisawa
  • Patent number: 5672735
    Abstract: The present invention refers to a Process for the preparation of S-(-)-5-??2-(acetyloxy)-1-oxopropyl!amino!-2,4,6-triiodo-1,3-benzenedicarb oxylic acid dichloride of formula (I) comprising the reaction between S-(-)-?2-(acetyloxy)!propionic acid chloride and 5-amino-2,4,6-triiodo-, 1,3-benzenedicarboxylic acid dichloride, in an aprotic dipolar solvent and in presence of a halogenhydric acid.
    Type: Grant
    Filed: May 21, 1996
    Date of Patent: September 30, 1997
    Assignee: Fructamine S.p.A.
    Inventors: Marina Mauro, Carlo Felice Viscardi, Massimo Gatti, Nicola Desantis
  • Patent number: 5661151
    Abstract: A compound represented by the formula I ##STR1## wherein X is independently both F or both Cl or one X is independently F and the other is independently Cl; R.sub.1 is a straight or branched chain (C.sub.3 to C.sub.8) alkyl group substituted by one or two hydroxy moieties, an ether or ester thereof (e.g., a polyether ester amino acid ester or phosphate ester) thereof or a pharmaceutically acceptable salt thereof and pharmaceutical compositions thereof useful for treating and/or preventing fungal infections are disclosed.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: August 26, 1997
    Assignee: Schering Corporation
    Inventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
  • Patent number: 5639903
    Abstract: The present invention is related to sulfonium salt compounds useful as an initiator of cationic polymerization and represented by a following general formula (I): ##STR1## wherein R.sub.1 is benzyl, phenyl, etc., R.sub.2, R.sub.3 and R.sub.4 are each independently hydrogen, alkyl, etc., R.sub.5 is hydrogen, alkyl, phenyl, etc., R.sub.6 is a group represented by a formula, --(CH.sub.2).sub.m --R.sub.11 wherein R.sub.11 is COR.sub.12, COOR.sub.13, OR,.sub.14, nitrile, OCOR.sub.15 or SOR.sub.16, wherein R.sub.12, R.sub.13, R.sub.14, R.sub.15 and R.sub.16 are each independently hydrogen, alkyl or phenyl, m is 0 or 1, and X represents SbF.sub.6, AsF.sub.6, PF.sub.6 or BF.sub.4.
    Type: Grant
    Filed: December 11, 1995
    Date of Patent: June 17, 1997
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Eiji Takahashi, Hiroo Muramoto
  • Patent number: 5608084
    Abstract: Lactones of formula ##STR1## and their pharmacologically acceptable salts endowed with antioxiding and hypolipidaemic properties and that show the capability to prevent and/or to delay the oxidative modification of the lipoproteins by competing with the chain of propagation of the lipidic peroxidation by means of an effective scavenging of the peroxylic radicals. The compounds object of the present invention are useful in the treatment of the atherosclerosis and of many correlated vascular pathologies, like ischaemic cardiopathies (angina pectoris and myocardial infarction), cerebral thrombosis and peripheral arteriopathies, because the high plasma levels of lipids and the oxidative modifications of the low density lipoproteins (LDL) represent crucial events in the pathogenesis of the atherosclerosis.
    Type: Grant
    Filed: November 13, 1995
    Date of Patent: March 4, 1997
    Assignee: Alfa Wassermann S.p.A.
    Inventors: Goffredo Rosini, Claudia Baldazzi, Eleonora Romagnoli, Stefano Saguatti, Silvano Piani
  • Patent number: 5606104
    Abstract: In preparing an acyloxybenzenesulfonic acid or salts thereof by sulfonating the corresponding acyloxybenzene (1), the preparation process of the acyloxybenzenesulfonic acid wherein as an additive is added at least one selected from among carboxylic acids or esters thereof (2), alkyl phosphates (3), polyphosphoric acids (4), amides and like compounds (6), carbonic esters (7), and hydroxy compounds (8). By the process, acyloxybenzenesulfonic acid excellent in hue can be prepared on an industrial scale in an enhanced yield at enhanced selectivity and lowered cost as compared with the processes of the prior art.
    Type: Grant
    Filed: October 5, 1995
    Date of Patent: February 25, 1997
    Assignee: Kao Corporation
    Inventors: Yoshio Hatayama, Katsuhisa Inoue, Hiroshi Danjo, Kohshiro Sotoya
  • Patent number: 5600035
    Abstract: Photoreactive compounds are synthesized from 2,5- or 2,6-dintrobenzyl groups. Also disclosed are methods of synthesizing reactive monomers containing 2,5- or 2,6-dintrobenzyl groups.
    Type: Grant
    Filed: July 13, 1994
    Date of Patent: February 4, 1997
    Assignee: PPG Industries, Inc.
    Inventors: Charles F. Kahle, II, Neil D. McMurdie, Raphael O. Kollah, Daniel E. Rardon, Gregory J. McCollum
  • Patent number: 5559267
    Abstract: Chiral 1,4-diol cyclic sulfates and their use as precursors in the preparation of chiral phospholane ligands, and chiral complexes useful as catalysts for carrying out enantioselective reactions.
    Type: Grant
    Filed: May 24, 1995
    Date of Patent: September 24, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Mark J. Burk
  • Patent number: 5516776
    Abstract: A process and intermediates for the enantioselective synthesis of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid are disclosed.
    Type: Grant
    Filed: September 12, 1994
    Date of Patent: May 14, 1996
    Assignee: Eli Lilly and Company
    Inventors: Charles J. Barnett, Thomas M. Wilson
  • Patent number: 5508466
    Abstract: A method is described for synthesis of N-Boc-L-propargylglycine, a key intermediate used in the preparation of high-potency, orally-active renin inhibitors. This method involves reaction of an organic halide with a glycine cation equivalent, such as methyl N-Boc-2-acetoxyglycine, in the presence of zinc dust to give Boc-protected amino acid derivatives in high yield. Typically useful organic halides are allylic, benzylic and propargylic halides. Resolution of methyl N-Boc-propargylglycine with .alpha.-chymotrypsin provides N-Boc-L-propargylglycine in high yield.
    Type: Grant
    Filed: April 13, 1994
    Date of Patent: April 16, 1996
    Assignee: G.D. Searle & Co.
    Inventors: Norman A. Abood, Roger A. Nosal
  • Patent number: 5508461
    Abstract: An (S)-1-phenyl-2-substituted propane derivative shown by the following formula (I) ##STR1## wherein R.sup.1 and R.sup.2 represent a lower alkyl group, etc., or R.sup.1 and R.sup.2 may form together an alkylene group, etc.; R.sup.3, R.sup.4 and R.sup.5 represent a hydrogen atom, etc.; and X represents a hydroxyl group which may be protected with a protective group, or a halogen atom etc., can readily be produced (i) by permitting a microorganism belonging to the genus Torulaspora, the genus Candida, the genus Pichia or the like to act on a phenylacetone derivative and asymmetrically reducing the compound, or (ii) by sterically inverting an (R)-enantiomer. (R,R)-1-phenyl-2-[(2-phenyl-1-methylethyl)amino]ethanol derivative having a high optical purity can easily be obtained from the compound of the formula (I). The ethanol derivative is useful as an anti-obesity agent and the like.
    Type: Grant
    Filed: June 2, 1994
    Date of Patent: April 16, 1996
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Michio Ito, Noritsugu Yamasaki, Yoshinori Kobayashi, Kiyoshi Ikura
  • Patent number: 5482523
    Abstract: Mannich condensation products prepared by the condensation of a compound of the formula: ##STR1## wherein R.sub.1 is hydrogen, hydroxy, lower alkyl or lower alkoxy; R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl; R.sub.5 is hydrogen, alkyl, phenyl, aralkyl, alkaryl, or an acyl group of the formula: ##STR2## wherein R.sub.6 is alkyl, phenyl, aralkyl or alkaryl; R.sub.7 is alkyl; u is an integer from 1 to 10; n is an integer from 5 to 100; and x is an integer from 0 to 10;with an aldehyde and a nitrogen base selected from ammonia, lower alkylamine, a polyamine and mixtures thereof.The Mannich condensation products and their fuel soluble salts are useful as fuel additives for the prevention and control of engine deposits.
    Type: Grant
    Filed: November 2, 1994
    Date of Patent: January 9, 1996
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5476964
    Abstract: Benzyl alcohols having a chiral center at the benzylic carbon can be conveniently racemized by treatment with solid acids which are strongly acidic cation exchange materials. Racemization may be effected generally in the range from 20.degree.-150.degree. C. in aqueous or partly aqueous systems in combination with a water-miscible organic solvent to improve solubility of the alcohol. Similar racemizations may be effected for benzyl ethers and esters. This process is valuable for recycling of unwanted enantiomers obtained in the resolution of racemic mixtures.
    Type: Grant
    Filed: November 21, 1994
    Date of Patent: December 19, 1995
    Assignee: UOP
    Inventor: David W. House
  • Patent number: 5385693
    Abstract: Disclosed herein are optically active carboxylic acid or acid halide compounds of formula III: ##STR1## Wherein R.sub.2 represents an optically active alkyl or alkoxyalkyl group having 3 to 15 carbon atoms optionally substituted by halogen atoms; R' represents a hydroxyl group or a halogen atom; k is 0 or 1; and n represents an integer of 1 to 6.
    Type: Grant
    Filed: May 17, 1993
    Date of Patent: January 31, 1995
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Higashii, Isao Kurimoto, Shoji Toda, Masayoshi Minai, Takeshi Tani, Chizu Kawakami, Koichi Fujisawa, Kiyoshi Imamura
  • Patent number: 5380901
    Abstract: The present invention provides a process for converting a hydrophobic siloxane diacrylate, an aromatic fluorinated diacrylate and a hydrophilic polyethylene glycol diacrylate to their respective multifunctional oligomers. Bis(4-acryloxybutyl)tetramethyldisiloxane, prepared from the corresponding diol, is converted to relatively low viscosity, multifunctional oligomers with the use of DMSO. The hydrophilic monomer, polyethylene glycol 400 diacrylate, formed more viscous, water soluble oligomeric products without the need for a solvent. Characterization of these oligomers by infrared spectroscopy and .sup.1 H NMR supports the assigned structures. Because of the predominant 1,6-arrangement of double bonds in these oligomers, they have a propensity to undergo cyclopolymerization as well as the usual crosslinking associated with the free radical polymerization of multifunctional monomers and oligomers.
    Type: Grant
    Filed: January 30, 1992
    Date of Patent: January 10, 1995
    Assignee: The United States of America as represented by the Secretary of Commerce
    Inventors: Joseph M. Antonucci, Jeffrey W. Stansbury, Guo-Wei Cheng