Unsaturation In Acid Moiety Patents (Class 560/183)
  • Patent number: 5166373
    Abstract: The present invention provides novel acyclic terpenes of the formula: ##STR1## which are useful as intermediates for the industrially advantageous production of sarcophytol A.
    Type: Grant
    Filed: December 30, 1991
    Date of Patent: November 24, 1992
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
  • Patent number: 5151545
    Abstract: Variously substituted 3,5-dihydroxy-6,8-nonadienoic acids and esters, are blood cholesterol lowering agents and so are useful in the prevention and treatment of cardiovascular diseases such as atherosclerosis.
    Type: Grant
    Filed: March 27, 1990
    Date of Patent: September 29, 1992
    Assignee: Pfizer Inc.
    Inventors: Peter A. McCarthy, Frederick J. Walker
  • Patent number: 5142019
    Abstract: An oligomer of the structure: ##STR1## wherein R.sub.1 is hydrogen, lower alkyl having 1 to 5 carbon atoms or hydroxyalkyl having 1 to 5 carbon atoms; R.sub.2 and R.sub.3 are the same or different radicals selected from hydrogen, alkyl having 1 to 5 carbon atoms or one of R.sub.2 and one of R.sub.3 radicals joined together with the carbon atom to which they are attached to form cycloalkyl; R.sub.5 is hydrogen or methyl; R.sub.6 is alkyl having 1 to 6 carbon atoms, cycloalkyl of 5 to 6 carbon atoms and hydroxyalkyl of 2 to 6 carbon atoms. The oligomers can be used as reactive components with other materials containing co-reactive functional groups selected from hydroxyl, carboxylic acid, carboxylic acid anhydride and isocyanate. Reactive compositions can be formed which are useful as resinous film formers in coating applications which can be cured without the generation of formaldehyde.
    Type: Grant
    Filed: October 3, 1991
    Date of Patent: August 25, 1992
    Assignee: PPG Industries, Inc.
    Inventors: Padmanabhan Sundararaman, Rudolf Maska, Cynthia L. Verardi
  • Patent number: 5102911
    Abstract: HMG-CoA reductase inhibitors of formulae (I) and (II) are disclosed.
    Type: Grant
    Filed: July 6, 1990
    Date of Patent: April 7, 1992
    Assignee: Merck & Co, Inc.
    Inventors: Ta J. Lee, Wilbur J. Holtz
  • Patent number: 5082967
    Abstract: Novel diheteroatom-substituted fatty acid analog substrates of myristoylating enzymes are provided which contain oxyen and/or sulfur in place of two methylene groups in carbon positions from 3 to 13 in the fatty acid chain of a C.sub.13 -C.sub.14 fatty acid analog or alkyl ester thereof in which said oxygen or sulfur atoms are separated by at least one methylene group.
    Type: Grant
    Filed: February 9, 1990
    Date of Patent: January 21, 1992
    Assignee: Washington University
    Inventors: Robert O. Heuckeroth, Steven P. Adams, Jeffrey I. Gordon, George W. Gokel
  • Patent number: 5049681
    Abstract: A novel optically active allyl alcohol derivative represented by the following general formulae (I), (II), (III) and (IV): ##STR1## The novel optically active allyl alcohol can be used effectively for producing leucotrienes B.sub.4 by the process of reacting an optically active halogen substituted allyl alcohol and a novel optically active acetylene-substituted allyl alcohol.
    Type: Grant
    Filed: July 8, 1988
    Date of Patent: September 17, 1991
    Assignee: Nissan Chemical Industries, Ltd.
    Inventor: Fumie Sato
  • Patent number: 5045586
    Abstract: The present invention is directed to branched polyesters derived from the reaction product of hydroxy stearic acid or hydroxy stearic alkoxylate, a guerbet alochol or guerbet alcohol alkoxylate, which product is further reacted with a polycarboxylic acid to provide the required branching in the polyester structure. The invention is also directed to the preparation, compositions and application of said internal plastic lubricants, particularly suited for use in forming of polycarbonate thermoplastics.
    Type: Grant
    Filed: May 1, 1989
    Date of Patent: September 3, 1991
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 5030748
    Abstract: New composition of monomers and polymers and their methods of use are disclosed. The polymers are water soluble and are composed of repeat units formed from an ethylenically unsaturated compound, and repeat units formed from substituted allyloxy alkylenes.
    Type: Grant
    Filed: October 27, 1989
    Date of Patent: July 9, 1991
    Assignee: Betz Laboratories, Inc.
    Inventors: Fu Chen, William Carey
  • Patent number: 5025003
    Abstract: Compounds which are inhibitors of cholesterol biosynthesis (by inhibiting de novo squalene biosynthetis), and thus are useful as hypocholesterolemic agents and antiatherosclerotic agents, are provided which have the structure ##STR1## wherein R.sup.2 is a metal ion, lower alkyl or H; R.sup.3 is a metal ion or lower alkyl;R is R.sup.1 --(CH.sub.2).sub.n --, R.sup.1 --(CH.sub.2).sub.m --O-- orR.sup.1 --(CH.sub.2).sub.m --OCH.sub.2 --, wherein n is 1 to 4 and m is 0 to 3, andR.sup.1 is R.sup.5 --Q.sup.1 --Q.sup.2 --Q.sup.3 -- wherein R.sup.5, Q.sup.1, Q.sup.2 and Q.sup.3 are as defined herein.New intermediates, new methods of preparation and a method for using such compounds to inhibit cholesterol biosynthesis are also provided.
    Type: Grant
    Filed: September 18, 1989
    Date of Patent: June 18, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Scott A. Biller
  • Patent number: 5023362
    Abstract: Ketoester of the formula ##STR1## .alpha.-carboxylate-.omega.-acyl fluoride of the formula ##STR2## vinyl ether of the formula ##STR3## divinyl ether of the formula ##STR4## allyl ether of the formula ##STR5## and film-forming copolymers, useful as molding resins, of the vinyl ether and/or the divinyl ether or the allyl ether and a fluorinated vinyl monomer, for example, tetrafluoroethylene, wherein, in the above formulas, n is 0 to 6, p is 0 to 7, X is CO.sub.2 M, CO.sub.2 R, CO.sub.2 H, CONH.sub.2, COF, COCl or Cn, M is alkali metal, ammonium or quaternary ammonium and R is C.sub.1-8 alkyl, selected copolymers, after hydrolysis, being water-wettable and dyeable, exhibiting ion-exchange properties and being useful in curable fluoroelastomer compositions and, in film form, as the membrane in a chloroalkali electrolysis cell.
    Type: Grant
    Filed: June 19, 1987
    Date of Patent: June 11, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 5017718
    Abstract: A process for preparing a perfluoroalkyl-substituted compound is disclosed. The process comprises reacting a halopolyfluoroalkane having 1 to 20 carbon atoms with a compound selected from the group consisting of (1) a substituted or unsubstituted ethylene, (2) a substituted or unsubstituted acetylene and (3) a substituted or unsubstituted allylsilane, in the presence of a metal-carbonyl complex of the metal of the Group VIII of the Periodic Table. Alternatively, the reaction between the halopolyfluoroalkane and the substituted or unsubstituted allylsilane is effected under radical generating condition.
    Type: Grant
    Filed: January 26, 1984
    Date of Patent: May 21, 1991
    Assignee: Sagami Chemical Research Center
    Inventors: Iwao Ojima, Takamasa Fuchikami
  • Patent number: 5011944
    Abstract: .alpha.-Pyrones of the formula I ##STR1## in which R.sup.1 is --CF.sub.3 or --COOR.sup.3 and R.sup.3 is the radical of a C.sub.1 -C.sub.18 alcohol diminished by a hydroxyl group, and R.sup.2 is --F, --Br, --Cl, --CN, --CF.sub.3, C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.18 alkenyl, C.sub.2 -C.sub.18 alkynyl, C.sub.1 -C.sub.18 alkoxy, C.sub.1 -C.sub.18 alkylthio, C.sub.1 -C.sub.18 alkylsulfonyl, C.sub.6 -C.sub.16 aryl, C.sub.7 -C.sub.24 alkaryl, C.sub.7 -C.sub.12 aralkyl, C.sub.8 -C.sub.24 alkaralkyl, C.sub.6 -C.sub.16 aryloxy, C.sub.6 -C.sub.16 arylthio, C.sub.6 -C.sub.16 arylsulfonyl, C.sub.7 -C.sub.24 alkaryloxy, C.sub.7 -C.sub.24 alkarylthio, C.sub.7 -C.sub.24 alkarylsulfonyl, C.sub.7 -C.sub.12 aralkyloxy, C.sub.7 -C.sub.12 aralkylthio, C.sub.7 -C.sub.12 aralkylsulfonyl, C.sub.8 -C.sub.24 alkaralyloxy, C.sub.8 -C.sub.24 alkaralylthio, C.sub.8 -C.sub.24 alkaralylsulfonyl, secondary amine having 2 to 24 C atoms or trialkylsilyl or trialkoxysilyl each of which has 3 to 18 C atoms.
    Type: Grant
    Filed: May 24, 1989
    Date of Patent: April 30, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Vratislav Kvita, Marcus Baumann, Walter Fischer, Carl W. Mayer, Thomas Allmendinger
  • Patent number: 5010189
    Abstract: The invention relates to novel processes and intermediates for the preparation of 5-amino-4-hydroxyvaleric acid derivatives of the formula ##STR1## in which R.sup.1 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl or the radical of a natural amino acid, R.sup.2 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl, amino, hydroxy, mercapto, sulphinyl, sulphonyl or the radical of a natural amino acid, and R.sup.3 represents optionally substituted hydroxy or amino, by sigmatropic rearrangement of a suitable allyl ester, halolactonization of the resulting .gamma.,.delta.-unsaturated acid or of a suitable derivative thereof, exchange of halogen for a nitrogen-containing nucleophile, opening of the lactone ring and freeing of the amino group. Compounds of the formula I are starting materials for the preparation of renin-inhibitors which have an anti-hypertensive action.
    Type: Grant
    Filed: October 24, 1989
    Date of Patent: April 23, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Herold, Christof Angst
  • Patent number: 4983689
    Abstract: Preparation of a macromolecular monomer of a lactone having an alpha-beta monoolefinically unsaturated "head" is effected at low temperature with a strong oxonium salt, such as a trialkyloxonium (TAO) hexafluorophosphate catalyst, with essentially no formation of cyclic oligomers and an insignificant amount of diacrylate. Cationic ring-opening polymerization of lactone monomer in conjunction with an unsaturated alcohol (propagator) having an acryloyl or methacryloyl double bond, produces a polylactone macromer having an ethylenic double bond at one end and a hydroxyl group at the other. The polymerization proceeds by polyaddition of the lactone to the OH group which is the propagating species. The macromer so formed allows the preparation of a macromer of block copolymer of the polylactone with a polyether such as epichlorohydrin, using the same TAO catalyst. In such a macromer of block copolymer, the polylactone ester block is next to the double bond, followed by the polyether block.
    Type: Grant
    Filed: December 12, 1988
    Date of Patent: January 8, 1991
    Inventor: Simon H. Yu
  • Patent number: 4981993
    Abstract: The invention concerns new polyfunctional ethylenic monomers of the general formula (I): ##STR1## where R=cyano, substituted or unsubstituted acyl, substituted or unsubstituted alkoxycarbonyl or substituted or unsubstituted aryloxycarbonyl; R.sub.1 and R.sub.2 each represent --CHR.sub.3 R.sub.4 where R.sub.3 and R.sub.4 may be identical or different and represent H or an alkyl, alkenyl or aralkyl group. R.sub.1 and R.sub.2 may, alternatively, together form a radical --CH.sub.2 --(CR.sub.5 R.sub.6).sub.n --CHR.sub.7 where n=0 or 1 and R.sub.5, R.sub.6 and R.sub.7 may be identical or different and represent H or CH.sub.3.Particular monomers are: 2-cyano-4,4-dimethoxy-3-hydroxy-1-butene; 2-cyano-4,4-dibutoxy-3-hydroxy-1-butene; 4,4-dibutoxy-2-ethoxycarbonyl-3-hydroxy-1-butene; 2-butoxycarbonyl-4,4-dibutoxy-3-hydroxy-1-butene; 4,4-dimethoxy-2-hydroxythoxycarbonyl-1-butene; 4,4-dimethoxy-2-dimethylaminoethoxycarbonyl -3-hydroxy-1-butene; and 4,4-dimethoxy-2-ethoxycarbonyl-3-hydroxy-1-butene.
    Type: Grant
    Filed: August 18, 1988
    Date of Patent: January 1, 1991
    Assignee: Societe Francaise Hoechst
    Inventors: Didier Wilhelm, Alain Blanc
  • Patent number: 4966989
    Abstract: A process for the production of 4-chloro-3-alkoxy-but-2E-enoic acid alkyl esters starting from 4-chloroacetoacetic acid chloride by reaction with a dialkyl sulfite. The produced intermediate products are used as structural elements for, i.a., pharmaceutical agents.
    Type: Grant
    Filed: June 8, 1989
    Date of Patent: October 30, 1990
    Assignee: Lonza Ltd.
    Inventor: Laurent Duc
  • Patent number: 4965398
    Abstract: A process for preparing an .alpha.-hydroxycarboxylate represented by formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or a lower alkyl group; R.sup.2 represents a lower alkyl group, a phenyl group or a cycloalkyl group, or R.sup.1 and R.sup.2 are bonded to each other to form a five- to seven-membered cycloalkenyl or bicycloalkenyl ring which may be substituted with a lower alkyl group; and R.sup.3 represents a lower alkyl group,which comprises reacting an olefin compound represented by formula (II): ##STR2## wherein R.sup.1 ' represents a hydrogen atom or a lower alkyl group; and R.sup.2 ' represents a lower alkyl group, a phenyl group or a cycloalkyl group, or R.sup.1 ' and R.sup.2 ' are bonded to each other to form a five- to seven-membered cycloalkyl or bicycloalkyl ring which may be substituted with a lower alkyl group,with a glyoxylate represented by formula (III): ##STR3## wherein R.sup.
    Type: Grant
    Filed: July 28, 1989
    Date of Patent: October 23, 1990
    Assignee: Takasago International Corporation
    Inventors: Koichi Mikami, Masahiro Terada, Takeshi Nakai, Noboru Sayo, Hidenori Kumobayashi
  • Patent number: 4923642
    Abstract: Quaternary ammonium compounds containing one or two long-chain ester or amide radicals of etherified hydroxycarboxylic acids and, for the remainder, short-chain radicals, which are liquid to pasty substances that may readily be dissolved or dispersed in water or alcohol/water mixtures. They may be used in dilute or concentrated, storable form for softening fabrics without the absorbency of the treated fabrics being adversely affected. The quaternary ammonium compounds are obtained by reaction of epoxyfatty acid esters with amines and subsequent quaternization.
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: May 8, 1990
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Horst Rutzen, Horst Baumann, Bert Gruber
  • Patent number: 4914223
    Abstract: A composition of matter comprising an acrylamido-acyl or methacrylamido-acyl oligomer derived from at least one nucleophilic oligomer having at least one amino-, hydroxyl-, or thio-substituted polyoxyalkylene, polyalkyleneimine, polyester, polyolefin, polyacrylate, or polysiloxane oligomer, said nucleophilic oligomer having a molecular weight in the range of 200 to 20,000 is disclosed. Also disclosed are free radically polymerizable monomer-containing compositions containing said oligomers as well as acrylamido- and methacrylamido-acylated polymers which are the thermal or photocured products of said oligomers. In addition, a process is disclosed for providing said acrylamido- and methacrylamido-acylated oligomers which are useful, for example, in coatings, films, printing inks, adhesives, and saturants.
    Type: Grant
    Filed: August 17, 1988
    Date of Patent: April 3, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Jerald K. Rasmussen, Steven M. Heilmann, Frederick J. Palensky
  • Patent number: 4902334
    Abstract: A plant metabolism regulating agent comprising as an active ingredient an alpha,beta or beta,gamma-un-saturated carboxylic acid or its derivative. It is useful for controlling the metabolism of a plant, facilitating the growth of a beneficial plant such as cereals by inhibiting the growth of undesirable plants or eradicating them, regulating the growth of a plant and dwarfing a plant.
    Type: Grant
    Filed: October 31, 1984
    Date of Patent: February 20, 1990
    Assignee: Teijin Limited
    Inventors: Shizuo Azuma, Toshiyuki Hiramatsu, Teizo Yamaji, Yataro Ichikawa
  • Patent number: 4898853
    Abstract: This invention relates to acetylenic esters that are useful in the treatment of fungal diseases and hypercholesterolemic conditions.
    Type: Grant
    Filed: August 1, 1989
    Date of Patent: February 6, 1990
    Assignee: Merck & Co. Inc.
    Inventors: James V. Heck, Michael D. Lewis
  • Patent number: 4894181
    Abstract: Carbocyclic compounds of the formula I ##STR1## wherein Q is a benzene or cyclohexane ring or a naphthalene system, X is in each case --CH.sub.2 --(CH.sub.2).sub.p -- where it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O--, --S--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,p is 0, 1 or 2,A.sup.1 and A.sup.2 independently of one another are each a 1,4-phenylene group which is unsubstituted or monosubstituted or polysubstituted by halogen atoms and/or CH.sub.3 groups and/or CN groups and in which it would also be possible for one or more CH groups to be replaced by N atoms, a 1,4-cyclohexylene group wherein it would also be possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O-- and/or --S--, a piperidine-1,4-diyl group or a 1,4-bicyclo[2.2.2]octylene group,Z is --CO--O--, --O--CO--, --O--, --CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CHCN--CH.sub.2 --, --CH.sub.2 --CHCN--, --CH.dbd.CH--, --CH.dbd.N--, --N.dbd.CH--, --NO.
    Type: Grant
    Filed: May 16, 1988
    Date of Patent: January 16, 1990
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Klaus Praefcke, Bernd Kohne, Eike Poetsch
  • Patent number: 4888439
    Abstract: A novel polyprenyl compound is identified with the formula and useful for a pharmaceutical drag. ##STR1## wherein X represents a group of the formula: ##STR2## (wherein R.sup.1 and R.sup.2, which may be the same or different, represent each a hydrogen atom, a lower alkyl group, a hydroxyalkyl group, or a lower alkenyl group); a group of the formula: ##STR3## (wherein A including the nitrogen atom shown represents a ring containing nitrogen and oxygen atoms); or a group of the formula: ##STR4## (wherein R.sup.3 represents a hydrogen atom or a lower alkyl group, and R.sup.4 represents a lower alkyl group); Y represents a group of the formula: ##STR5## or a group of the formula: ##STR6## (wherein R.sup.5 represents a hydrogen atom or a lower alkyl group), and n represents an integer of from 2 to 5.
    Type: Grant
    Filed: May 1, 1985
    Date of Patent: December 19, 1989
    Assignee: Eisai Co., Ltd.
    Inventors: Isao Yamatsu, Takeshi Suzuki, Shinya Abe, Kouji Nakamoto, Akiharu Kajiwara, Manabu Murakami, Kiyoshi Oketani, Hideaki Fujisaki
  • Patent number: 4883904
    Abstract: A process for the preparation of ethyltrifluoroacetoacetate is provided. In this first step, ethyltrifluoroacetate is condensed with ethyl acetate in the presence of sodium ethoxide in cyclohexane. In a second step, the condensation product is neutralized with a protonic acid, such as formic acid, to release an enol. In the third step, the ethyltrifluoroacetoacetate obtained is separated by distillation. The ethyltrifluoroacetoacetate is used as an intermediate in syntheses in the pharmaceutical or plant protection industry.
    Type: Grant
    Filed: June 12, 1986
    Date of Patent: November 28, 1989
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventors: Louis Amiet, BErnard Langlois
  • Patent number: 4853151
    Abstract: Dispirotetradecanes of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are each independently of each other alkyl containing 1 to 12 carbon atoms wherein one or more non-adjacent CH.sub.2 groups may also be replaced by --O--, --CO--, --CO--O--, --O--CO--, --O--COO-- and/or --CH.dbd.CH-- (trans), one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, I, CN, NO.sub.2, NCS,A.sup.1 and A.sup.2 are each independently of each other trans-1,4-cyclohexylene wherein one or two non-adjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, or 1,4-phenylene wherein one or more CH groups may also be replaced by N, with it also being possible optionally for A.sup.1 and A.sup.2 to be substituted laterally or axially by F, Cl, CN, CH.sub.3,Z.sup.1 and Z.sup.2 are each independently of each other --C--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond,m and n are each 0, 1 or 2,(m+n) 0, 1 or 2,X.sup.1, X.sup.2, X.sup.3 and X.sup.
    Type: Grant
    Filed: August 11, 1987
    Date of Patent: August 1, 1989
    Assignee: Merck Patent Gesellschaft Mit Beschrankfter Haftung
    Inventors: Fritz Vogtle, Wolfgang Calaminus
  • Patent number: 4820858
    Abstract: The invention relates to a process for the preparation of 2-(hydroxyalkyl)acrylic compounds having the formula ##STR1## wherein X represents a --CN group, a --COOR.sub.3 group, a --COR.sub.4 group or a --CONR.sub.4 R.sub.5 group wherein R.sub.3 is an alkyl group containing 1-4 C atoms and R.sub.4 and R.sub.5 independently represent an H atom or R.sub.3, andwherein R.sub.1 and R.sub.2 independently represent an H atom or an alkyl group with 1-4 C atoms or an (hetero) aryl group, or R.sub.1 and R.sub.2 together represent a cyclic compound with 5-12 C atomsby contacting an acrylic compound H.sub.2 C.dbd.CH--X with a carbonyl compound of the formula ##STR2## wherein X, R.sub.1 and R.sub.2 denote the same as in the above, this being effected in the liquid phase in the presence of a tertiary amine, characterized in that the reaction is carried out at a pressure in excess of 500 bar in excess of 500 bar, advantageously 1,500-18,000 bar.
    Type: Grant
    Filed: March 18, 1988
    Date of Patent: April 11, 1989
    Assignee: Stamicarbon B.V.
    Inventors: Neil S. Isaacs, Jonathan Hill
  • Patent number: 4812593
    Abstract: Bifunctional compounds of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each alkyl of 1 to 6 carbon atoms, R.sup.2 and R.sup.3 may furthermore be hydrogen, R.sup.2 is furthermore alkoxy and R.sup.4 is hydrogen, alkyl of 1 to 6 carbon atoms or alkoxy, and a double bond may be present between carbon atoms 2 and 3, are prepared by converting a tetraalkoxyalkane or a dialkoxyalkanoate of the formulae ##STR2## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the above meanings, in the presence of a catalyst, such as a zeolite, in particular one of the pentasil type, and/or a phosphate and/or phosphoric acid on a carrier.
    Type: Grant
    Filed: August 6, 1987
    Date of Patent: March 14, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer
  • Patent number: 4806549
    Abstract: This invention relates to novel substituted 4-aminoquinoline derivatives which are inhibitors of gastric acid secretion in mammals. A compound of the invention is 3-butyryl-4-(2-methylphenylamino)-8-methoxyquinoline.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: February 21, 1989
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Robert J. Ife, Thomas H. Brown, Colin A. Leach
  • Patent number: 4782164
    Abstract: The invention relates to a new process for preparing active esters or carboxylic acids, which consists in reacting a carboxylic acid, in the presence of an agent for binding hydrohalic acid, with a carbonate of formula: ##STR1## in which R.sup.1 denotes either a radical of formula ##STR2## in which R.sup.3 and R.sup.4, which may be identical or different, are not hydrogen atoms and denote organic radicals which may be substituted or unsubstituted and saturated or unsaturated, and may be or may not be bound to a polymer, and which can be joined together to form a hetero-cyclic system with the nitrogen atom,or a substituted or unsubstituted aryl radical which may or may not be bound to a polymer,R.sup.2 denotes a hydrogen atom, an aliphatic or cycloaliphatic radical which may be substituted or unsubstituted and saturated or unsaturated, or a substituted or unsubstituted aromatic radical,and X denotes a halogen atom.This process is especially useful for the synthesis of active esters of N-protected amino acids.
    Type: Grant
    Filed: November 22, 1985
    Date of Patent: November 1, 1988
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Gerard Barcelo, Bertrand Castro, Mahmoud Jaouadi, Jean Martinez, Jean-Pierre Senet, Gerard Sennyey
  • Patent number: 4760169
    Abstract: A process for the preparation of an hydroxymethylene alkoxyacetic acid ester wherein a mixture of an alkoxyacetic acid ester and a formic acid ester are reacted in the presence of an alcoholic solution of an alkali metal alcoholate.
    Type: Grant
    Filed: April 9, 1987
    Date of Patent: July 26, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Arndt, Fritz Maurer
  • Patent number: 4719032
    Abstract: Cyclohexane derivatives of formula IR.sup.1 --Cy--CH.sub.2 --Q--(Cy).sub.m --O--(CO).sub.n --CH.sub.2 --R.sup.2 IwhereR.sup.1 denotes alkyl with 1 to 12 C atoms in which also one or two non-adjacent CH.sub.2 groups may be replaced by --O--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,R.sup.2 denotes H, alkyl with 1 to 12 C atoms in which also one or two non-adjacent CH.sub.2 groups may be replaced by --O--, --CO--, --O--CO-- or --CO--O--,Cy denotes trans-1,4-cyclohexyleneQ denotes --CH.sub.2 -- or --O--,m denotes 1 or 2, andn denotes 0 or 1,are suitable as components of liquid-crystalline phases.
    Type: Grant
    Filed: March 21, 1986
    Date of Patent: January 12, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Andreas Wachtler, Joachim Krause, Reinhard Hittich, Bernhard Scheuble
  • Patent number: 4707295
    Abstract: Bicyclooctane derivatives of the formula IR.sup.1 --A.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 independently of one another are each an alkyl group which has 1-12 C atoms and in which it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by O atoms and/or CO groups and/or --O13 CO groups and/or --CO--O groups and/or --CH.dbd.CH-- groups, one of the radicals R.sup.1 and R.sup.2 being also --A.sup.3 --R.sup.3,A.sup.1 is a 1,4-cyclohexylene group which is unsubstituted or substituted in the 1-position and/or 2-position and/or 3-position and/or 4-position by alkyl which has in each case 1-5 C atoms and is unsubstituted or substituted or fluorinated, and in which it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by one or two different groupings from the group --O--, --CO--, --CH.dbd.CH--, --S--, --SO-- or --SO.sub.2 --, or is substituted by F, Cl, Br, CN and/or CHO,A.sup.2 is a 1,4-bicyclo[2.2.2] octylene group,--A.sup.3 --R.sup.3 is --Cy--R.sup.
    Type: Grant
    Filed: March 24, 1986
    Date of Patent: November 17, 1987
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ludwig Pohl, Bernhard Scheuble, Andreas Wachtler, Reinhard Hittich, Peter Fuss
  • Patent number: 4683287
    Abstract: Described herein are compositions containing a reactive monomer derived from the reaction product of a hydroxyalkyl acrylate or methacrylate and a lactone. These compositions can be reacted with other ethlenically unsaturated monomers to produce curable oligomers and polymers than can be made into high quality industrial finishes by incorporation of various conventional crosslinking agents, plus other normally used formulating ingredients.
    Type: Grant
    Filed: August 14, 1986
    Date of Patent: July 28, 1987
    Assignee: Union Carbide Corporation
    Inventors: Joseph V. Koleske, Linda A. Domeier
  • Patent number: 4656308
    Abstract: Ethylenically unsaturated monomers containing activated ester groups are used to make polymers and copolymers which are useful in coatings, adhesives and moldings.
    Type: Grant
    Filed: September 5, 1985
    Date of Patent: April 7, 1987
    Assignee: American Cyanamid Company
    Inventors: Peter J. Schirmann, Werner J. Blank, Girish G. Parekh
  • Patent number: 4650890
    Abstract: 7-Substituted lower alkyl hept-6-enoates and 4-hydroxy-tetrahydropyran-2-ones bearing 6-olefinic substituents (E), (Z), ethyl erythro-3,5-dihydroxy-7-phenyl-hept-6-enates are prepared by a multi-step process involving lower alkyl 3,5-dihydroxy-hept-6-enates. The final products are useful as anti hypercholesteremic agents.
    Type: Grant
    Filed: July 26, 1985
    Date of Patent: March 17, 1987
    Assignee: Sandoz Corp.
    Inventors: Charles F. Jewell, Jr., James R. Wareing
  • Patent number: 4647688
    Abstract: Fatty ethers are provided which are lower alkyl ethers cyano-substituted lower alkyl ethers, ester ethers or amide ethers of fatty alcohols substituted with at least one of the following substituents: formyl, methylol, or acryloxymethyl. The substituted fatty ethers are useful as monomers in a wide variety of polymer systems.
    Type: Grant
    Filed: February 28, 1985
    Date of Patent: March 3, 1987
    Assignee: Henkel Corporation
    Inventors: Michael J. Virnig, James P. Clark, Kenneth D. MacKay
  • Patent number: 4633013
    Abstract: Disclosed is a process for the preparation of .alpha.-haloacetoacetic esters by the reaction of an alkali metal alkoxide with a 5-halo-4H-1,3-dioxin-4-one compound, the desired product being obtained as an alkali metal salt which may be converted to the corresponding free ester by treating with acid.
    Type: Grant
    Filed: June 11, 1984
    Date of Patent: December 30, 1986
    Assignee: Eastman Kodak Company
    Inventor: Robert J. Clemens
  • Patent number: 4632975
    Abstract: Described herein are polyfunctional acrylate derivatives of caprolactone-polyols. The derivatives have low viscosity, are thermally stable and impart toughness properties to radiation cured coatings utilizing them.
    Type: Grant
    Filed: September 19, 1985
    Date of Patent: December 30, 1986
    Assignee: Union Carbide Corporation
    Inventors: John A. Cornell, Steven J. Kubisen, Jr.
  • Patent number: 4621150
    Abstract: A catalyst for isomerization consisting essentially of a salt or complex salt represented by the formula:[ML.sub.m ].sup.n+ [Y].sub.n.sup.- (I)where M is a metal of Group IB, IIA, IIB or VIII of the periodic table, L is a ligand, Y is a conjugated base of a Bronsted acid, m is 0, 1, 2, 3 or 4 and n is 1, 2 or 3.
    Type: Grant
    Filed: February 21, 1985
    Date of Patent: November 4, 1986
    Assignee: Sagami Chemical Research Center
    Inventors: Kenji Hirai, Takamasa Fuchikami, Hiroaki Hirose, Iwao Ojima
  • Patent number: 4613684
    Abstract: A commercially economical process for preparing a carboxylic acid ester from a carboxylic acid amide is disclosed. The process is very meritorious, since it produces neither ammonia nor ammonium sulfates. Rather, the process by-produces formamides which are very useful compounds as solvents. Further, formamide can easily be converted to hydrogen cyanide by dehydration. The process comprises reacting a carboxylic acid amide with a formic acid ester and/or methanol and carbon monoxide in the presence of a bicyclic amidine or tertiary amine catalyst and optionally in the co-existence of a metal carbonyl. An industrial process for preparing methyl methacrylate which is a materialization of the process shown above is described in detail referring to a figure.
    Type: Grant
    Filed: September 27, 1984
    Date of Patent: September 23, 1986
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tetsuo Aoyama, Koichi Kida, Takako Uchiyama
  • Patent number: 4596889
    Abstract: A process for the preparation of an alkenyl-lactic acid ester by reaction of a cyanohydrin with an alcohol in the presence of hydrogen chloride, followed by hydrolysis. The compounds obtained may be used for the preparation of alkaloids and crop protection agents, and as monomers for copolymerization.
    Type: Grant
    Filed: February 22, 1985
    Date of Patent: June 24, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Kroener, Walter Goetze
  • Patent number: 4582924
    Abstract: An .alpha.-fluoroalkyl carboxylic acid ester of the general formula ##STR1## wherein A is R.sup.1 R.sup.2 COR.sup.3 -- or R.sup.4 CO--, wherein R.sup.1 and R.sup.2 are independently hydrogen, alkyl, alkoxyl or phenyl, with or without the formation of a common ring therebetween, R.sup.3 is hydrogen or alkyl, R.sup.4 and R are independently alkyl, and R.sub.f is fluoroalkyl. The .alpha.-fluoroalkyl carboxylic acid ester is prepared by reacting a fluoroalkyl silyl ketene acetal of the formula ##STR2## wherein R' is alkyl and R.sub.f and R are the same as defined above, with the corresponding acetal, ketone or acyl halide.
    Type: Grant
    Filed: March 7, 1984
    Date of Patent: April 15, 1986
    Assignee: Daikin Kogyo Co., Ltd.
    Inventors: Nobuo Ishikawa, Takeshi Nakai
  • Patent number: 4575562
    Abstract: Dimethyl adipate is produced from dimethyl hex-3-enedioate which is prepared by carbonylation of butadiene under reactive conditions in the presence of an alcohol, a platinum-group-metal catalyst and quinone oxidant.
    Type: Grant
    Filed: September 19, 1984
    Date of Patent: March 11, 1986
    Assignee: Monsanto Company
    Inventors: Charles K. Hsu, Frank Dobinson
  • Patent number: 4539148
    Abstract: Useful intermediates, 7.alpha.-acylamino-3-(oxo or exomethylene)-1-dethia-1-oxacepham-4.alpha.-carboxylates, are produced by the intramolecular carbenoid insertion of a 2-diazo-3-(oxo or exomethylene)-4-(3.alpha.-acylamino-2-oxoazetidin-4.beta.-yl)oxybutyrate prepared in several steps from the corresponding oxazolinoazetidinone and diketone.
    Type: Grant
    Filed: August 16, 1983
    Date of Patent: September 3, 1985
    Assignee: Shionogi & Co., Ltd.
    Inventors: Sadao Yamamoto, Hikaru Itani, Hiromi Takahashi, Teruji Tsuji, Wataru Nagata
  • Patent number: 4539130
    Abstract: This invention relates to peroxygen bleaching activator compounds and bleaching compositions. The peroxygen bleach activator compounds, used in combination with peroxygen bleach compounds which yield hydrogen peroxide in an aqueous solution, provide effective and efficient bleaching of textiles over a wide range of temperatures. In a highly preferred embodiment the bleaching compositions of the invention are detergent compositions.
    Type: Grant
    Filed: October 30, 1984
    Date of Patent: September 3, 1985
    Assignee: The Procter & Gamble Company
    Inventors: James E. Thompson, Charles D. Broaddus
  • Patent number: 4536347
    Abstract: Ruthenium-on-charcoal and ruthenium-on-carbon black catalysts, containing from 0.1 to 5% by weight of iron, for the preparation of olefinically unsaturated alcohols by selective hydrogenation of the corresponding .alpha., .beta.-unsaturated carbonyl compounds in the liquid phase are prepared by modifying the catalyst with iron only after it has been impregnated with the ruthenium compound, and reducing the catalyst with hydrogen at from 400.degree. to 600.degree. C., with thorough mixing.The catalysts according to the invention are particularly useful for improving the industrially difficult hydrogenation of citral to give the soughtafter fragrances geraniol and nerol.
    Type: Grant
    Filed: March 19, 1984
    Date of Patent: August 20, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Horner, Matthias Irgang
  • Patent number: 4529814
    Abstract: Acyloxyalkadienoates of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.6 and R.sup.7 are each hydrogen or a hydrocarbon radical, and R.sup.1 may furthermore be R.sup.6 --O--CO--, R.sup.4 is hydrogen or a hydrocarbon radical, but may only be hydrogen if x is 0, R.sup.5 is hydrogen, or is ##STR2## if x is 0, and x is 0 or 1, and their preparation.
    Type: Grant
    Filed: September 17, 1982
    Date of Patent: July 16, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Hans-Martin Weitz
  • Patent number: 4515984
    Abstract: A process is described for the preparation of an alkali metal formyl acetic acid alkyl ester by reaction of acetic acid alkyl ester, an alkali-metal alcoholate and carbon monoxide at elevated pressure and elevated temperature, the improvement wherein an excess of acetic acid alkyl ester referred to the alkali-metal alcoholate is employed and the reaction is carried out in the absence of a solvent.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: May 7, 1985
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventor: Moustafa El-Chahawi
  • Patent number: 4486327
    Abstract: The invention relates to bodies containing bleach activators. The bodies comprise specific peroxygen bleach activators and select binder or enrobing materials. When formulated in such bodies the peroxygen bleach activators have excellent storage stability and maintain excellent dispersibility in wash water.
    Type: Grant
    Filed: December 22, 1983
    Date of Patent: December 4, 1984
    Assignee: The Procter & Gamble Company
    Inventors: Alan P. Murphy, Ali Kassamali, John D. Curry
  • Patent number: 4483778
    Abstract: This invention relates to peroxygen bleaching activator compounds and bleaching compositions. The peroxygen bleach activator compounds, used in combination with peroxygen bleach compounds which yield hydrogen peroxide in an aqueous solution, provide effective and efficient bleaching of textiles over a wide range of temperatures. In a highly preferred embodiment the bleaching compositions of the invention are detergent compositions.
    Type: Grant
    Filed: December 22, 1983
    Date of Patent: November 20, 1984
    Assignee: The Procter & Gamble Company
    Inventors: James E. Thompson, Charles D. Broaddus