Polycarboxylic Patents (Class 562/578)
  • Publication number: 20130131178
    Abstract: The invention relates to the use of oxaloacetate in the treatment of ischaemia. The invention provides quantities that are therapeutically effective for the treatment of disorders associated with high levels of glutamate in brain tissue, such as, for example, cerebral ischaemia. In addition, the compositions of the invention are suitable for bolus-type delivery.
    Type: Application
    Filed: May 13, 2011
    Publication date: May 23, 2013
    Inventors: José Castillo Sánchez, Tomá Sobrino Moreiras, Pedro Ramos Cabrer, Francisco Campos Perez, Jesús Agulla Freire, Bárbara Argibay González
  • Publication number: 20130052585
    Abstract: Provided are novel symmetrical and asymmetrical bifunctional photodecomposable bases (PDBs) with dicarboxylate anion groups that show increased imaging performance. Also provided are photoresist compositions prepared with the bifunctional dicarboxylated PDBs and lithography methods that use the photoresist compositions of the present invention.
    Type: Application
    Filed: August 26, 2011
    Publication date: February 28, 2013
    Inventors: Ramakrishnan Ayothi, William D. Hinsberg, Sally A. Swanson, Gregory M. Wallraff
  • Publication number: 20120095261
    Abstract: A process for preparation of ?-ketoglutaric acid, which is adapted for preparing L-arginine ?-ketoglutarate 1:1 and 2:1, comprising the steps of: (a) reacting methyl dichloroacetate and acrylic acid methyl ester with sodium methoxide to obtain dimethyl 2,2-dichloroglutarate; (b) reacting the dimethyl 2,2-dichloroglutarate from step (a) with hydroxide solution to obtain crude ?-ketoglutaratic acid aqueous solution; (c) purifying the crude ?-ketoglutaratic acid aqueous solution to obtain purified ?-ketoglutaratic acid aqueous solution; and (d) adjusting a concentration of the purified ?-ketoglutaratic acid aqueous solution by adding water, thereby a yield of the purified ?-ketoglutaratic acid aqueous solution is approximately 75%. While avoiding the use of massive organic solvents, the process of the present invention has a remarkable high yield to realize mass production with low manufacturing cost and shortened production time.
    Type: Application
    Filed: October 13, 2010
    Publication date: April 19, 2012
    Inventor: Guoji Zhang
  • Publication number: 20110008461
    Abstract: A PEPCK inhibitor can include identifying a molecule that has a size capable of fitting into and interacting with the PEPCK binding site and at least one of the following: (a) a first terminal substituent having co-planar atoms acting as metal ligands to the active site metal ion PEPCK; (b) at least one of an atom or substituent at positions 2 or 3 from the first terminal substituent includes a neutral carbon center or include an oxygen, sulfur, selenium, or other atom with similar physiochemical properties; (c) at least one of an atom or substituent at positions 2 or 3 from the first terminal substituent is devoid of an electropositive atom or substituents; or (d) a second terminal substituent opposite of the first terminal substituent, said second terminal substituent having an atom that is a hydrogen boding acceptor and/or is negatively charged.
    Type: Application
    Filed: July 12, 2010
    Publication date: January 13, 2011
    Inventors: Gerald Carlson, Todd Holyoak, Sarah Sullivan, Rose Mary Stiffin
  • Publication number: 20100137444
    Abstract: The present invention relates to novel ketone compounds, compositions comprising ketone compounds, and methods useful for treating and preventing cardiovascular diseases, dyslipidemias, dysproteinemias, and glucose metabolism disorders comprising administering a composition comprising a ketone compound. The compounds, compositions, and methods of the invention are also useful for treating and preventing Alzheimer's disease, Syndrome X, peroxisome proliferator activated receptor-related disorders, septicemia, thrombotic disorders, obesity, pancreatitis, hypertension, renal disease, cancer, inflammation, and impotence. In certain embodiments, the compounds, compositions, and methods of the invention are useful in combination therapy with other therapeutics, such as hypocholesterolemic and hypoglycemic agents.
    Type: Application
    Filed: June 26, 2009
    Publication date: June 3, 2010
    Inventors: Jean-Louis Henri Dasseux, Daniela Carmen Oniciu
  • Publication number: 20100069498
    Abstract: A method for improving adsorption of amino acids in a vertebrate, including mammal and bird, is included. The method comprises administering to a vertebrate, including mammal and bird, in a sufficient amount and/or at a sufficient rate to enable a desired effect, AKG, AKG derivates or metabolites, AKG analogues or mixtures thereof. Also contemplated is a method for decreasing adsorption of glucose in a vertebrate, including mammal and bird, comprising administering to the vertebrate, including mammal and bird, in the need thereof, AKG, AKG derivates or metabolites, AKG analogues or mixtures thereof, for decreasing glucose adsorption as well as compositions for use in treatment.
    Type: Application
    Filed: November 25, 2009
    Publication date: March 18, 2010
    Applicant: ESSENTYS AB
    Inventors: Stefan G. PIERZYNOWSKI, Douglas Burrin
  • Patent number: 7488759
    Abstract: The invention concerns salts of the compound of formula I with malic acid, their preparation, corresponding pharmaceutical compositions and their use as antimycotics.
    Type: Grant
    Filed: November 29, 2006
    Date of Patent: February 10, 2009
    Assignee: Novartis AG
    Inventors: Danielle Giron, Jean-Louis Reber, Stefan Hirsch
  • Publication number: 20080081349
    Abstract: The present invention is directed to an isotopically labeled trapping agent, methods for detecting reactive metabolites and methods of identifying drug candidates. More specifically, the isotopically labeled trapping agent and methods for detecting reactive metabolites may be used to detect both “hard” and “soft” reactive metabolites, thereby eliminating false positives.
    Type: Application
    Filed: September 24, 2007
    Publication date: April 3, 2008
    Inventors: Norman D. Huebert, Zhengyin Yan
  • Patent number: 6555078
    Abstract: The present invention provides an inexpensive process for the preparation of lithium salts of formula LiX having a desired or required level of purity using lithium chloride and lithium sulfate. In the process of the invention, a lithium salt selected from lithium chloride, lithium sulfate, and combinations thereof is reacted with NaX or KX in a aqueous, semiaqueous, or organic solution and the precipitated salts are removed to obtain the LiX solution of desired purity. Preferably, a semiaqueous solution containing water and an organic solvent is used at some point in the reaction. The process of the invention eliminates the use of highly acidic materials and thus reduces the cost of raw materials and the need for specialized equipment.
    Type: Grant
    Filed: September 16, 1997
    Date of Patent: April 29, 2003
    Assignee: FMC Corporation
    Inventor: Vijay Chandrakant Mehta
  • Patent number: 6528668
    Abstract: Methods for making 2-(&ohgr;-alkoxycarbonylalkanoyl)-4-butanolide and derivatives thereof, esters of &ohgr;-hydroxy-(&ohgr;-3)-ketoaliphatic acid and derivatives thereof, which are useful as a variety of synthetic raw materials and intermediates, and are prepared as intermediates in the production step of &ohgr;-hydroxyaliphatic acid being important intermediates of large cyclic lactone-based perfumes in the perfume industry.
    Type: Grant
    Filed: January 14, 2002
    Date of Patent: March 4, 2003
    Assignee: Toray Industries, Inc.
    Inventors: Hideaki Takaoka, Sigeru Wada, Nobuhiko Ito, Akio Hasebe, Shinzo Imamura, Hideo Muraoka
  • Patent number: 6252105
    Abstract: Organic compounds, e.g. fluorinated organic compounds such as fluorinated carboxylic acids or fluorinated carboxylic acid chlorides, may contain small amounts of carboxylic acid fluorides, hydrogen fluoride or hydrolyzable fluoride, which during the preparation of derivatives of the fluorinated organic compounds, for example by esterification, may yield corrosive fluorides or hydrogen fluoride. The invention is a method for the synthesis and/or purification of preferably fluorinated organic compounds such as carboxylic acids, carboxylic acid chlorides and derivatives such as esters thereof, starting from corresponding carboxylic acid chlorides containing acid fluorides or hydrolyzable fluoride, and alcohols under the catalytic action of “onium” salts of carboxylic acids, to obtain products which have a low fluoride content. Alternatively, an inorganic oxide adsorbent is utilized.
    Type: Grant
    Filed: July 6, 1999
    Date of Patent: June 26, 2001
    Assignee: Solvay Fluor und Derivate GmbH
    Inventors: Max Braun, Johannes Eicher, Francine Janssens, Kerstin Eichholz, Stefan Palsherm
  • Patent number: 5876916
    Abstract: The invention comprises a novel pyruvate compound for the treatment or prevention of reperfusion injury following ischemia, diabetic effects, cholesterol levels, injured organs, ethanol intoxication or as a foodstuff. The novel pyruvate compound is particularly a pyruvate thiolester, a glycerol-pyruvate ester or a dihydoxyacetone-pyruvate ester.
    Type: Grant
    Filed: February 27, 1997
    Date of Patent: March 2, 1999
    Assignee: Case Western Reserve University
    Inventors: Henri Brunengraber, Catherine Bomont, France David, Peter T. Hallowell
  • Patent number: 5766439
    Abstract: A process is described for producing organic acids such as lactic acid. The process includes the steps of producing lactic acid by fermentation, resulting in an aqueous fermentation broth containing lactic acid, and adding a calcium base, such as calcium carbonate, to the fermentation broth, thereby producing calcium lactate in the broth. Biomass is removed from the broth, thereby leaving an aqueous solution or dispersion of calcium lactate. The calcium lactate is reacted with a source of ammonium ions, such as ammonium carbonate, or a mixture of ammonia and carbon dioxide, thereby producing an ammonium lactate. Contaminating cations can be removed by ion exchange. The free lactic acid or a derivative thereof can be separated from the ammonium ions, preferably by salt-splitting electrodialysis.
    Type: Grant
    Filed: November 20, 1996
    Date of Patent: June 16, 1998
    Assignee: A. E. Staley Manufacturing Co.
    Inventors: Aharon M. Eyal, William F. Lehnhardt
  • Patent number: 5646098
    Abstract: The invention relates to novel compositions comprising ene and free radical adducts of unsaturated and saturated hydrocarbons, and acyclic and cyclic vicinal polycarbonyl compounds such as diethyl ketomalonate and indantrione. The adducts are reacted with nucleophiles such as amines, electrophiles such as anhydrides and esters, and metal ions. Post-products are obtained via reaction of said products with capping reagents such as boric acid. Compositions containing said adducts, products and post-products include oleaginous substances such as fuels and lube oils.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: July 8, 1997
    Assignee: Exxon Chemical Patents Inc
    Inventor: Stanley J. Brois
  • Patent number: 5426219
    Abstract: An organic acid can be recovered from a fermentation broth by clarifying the broth to remove at least a substantial portion of the impurities therein, producing a clarified feed; acidulating the clarified feed by adding a quantity of a mineral acid effective to lower the pH of the feed to between about 1.0 and about 4.5, producing an acidulated feed which is substantially saturated with respect to at least one electrolyte selected from the group consisting of MHSO.sub.4, M.sub.2 SO.sub.4, M.sub.3 PO.sub.4, M.sub.2 HPO.sub.4, MH.sub.2 PO.sub.4, and MNO.sub.3, where M is selected from the group consisting of Na, NH.sub.4, and K; extracting the acidulated feed with an extraction mixture which includes (a) water, (b) a mineral acid, in a quantity effective to maintain the pH of the feed between about 1.0 and about 4.
    Type: Grant
    Filed: July 26, 1993
    Date of Patent: June 20, 1995
    Assignee: A.E. Staley Manufacturing Co.
    Inventors: William F. Lehnhardt, Robert V. Schanefelt, Lori L. Napier
  • Patent number: 5426218
    Abstract: A poly(methylene oxalate) polymer [poly(oxy(1,2-dioxo-1,2-ethanediyl)oxymethylene)], a bis(tetrabutylammonium)oxalate salt, methods of synthesis thereof and methods of use. Poly(methylene oxalate) is insoluble in all common organic solvents, does not melt and is resistant to fire. Applications are as a light-weight material for use at high temperatures, e.g. as a structural material in aircraft and space vehicles, as a binder for brake systems, and as an insulator for microelectronic components.
    Type: Grant
    Filed: September 13, 1994
    Date of Patent: June 20, 1995
    Assignee: Baylor University
    Inventors: A. G. Pinkus, Rajan Hariharan
  • Patent number: 5274051
    Abstract: Novel carbonyl containing compositions are prepared by contacting, in the presence of a free radical initiator, a first compound selected from the group consisting of saturated hydrocarbons, substituted saturated hydrocarbons, polymers and mixtures thereof with a carbonyl containing compound or mixtures thereof having the structure: ##STR1## where X and Y are independently selected from OH, OR.sub.1, NR.sub.1 R.sub.2 and R.sub.1 wherein R.sub.1 and R.sub.2 are selected independently from the group consisting of aryl radicals or alkyl radicals of from 1 to 18 carbon atoms.
    Type: Grant
    Filed: November 5, 1992
    Date of Patent: December 28, 1993
    Assignee: Exxon Research & Engineering Company
    Inventors: Stanley J. Brois, Jacqueline Ogletree
  • Patent number: 5214197
    Abstract: A novel 2,4-dihydroxyadipic acid derivative of the formula: ##STR1## wherein R.sup.1 and R.sup.4 are the same or different and each a hydrogen atom, an alkyl group, an aralkyl group, an aryl group or a silyl group, and R.sup.2 and R.sup.3 are the same or different and each a hydrogen atom or a protective group of a hydroxy group or together form a ring, which is useful as a common intermediate in the synthesis of HMG-CoA reductase inhibitor.
    Type: Grant
    Filed: July 2, 1991
    Date of Patent: May 25, 1993
    Assignee: Kanegafuchi Chemical Industry Co., Ltd.
    Inventors: Shigeo Hayashi, Noboru Ueyama, Kenji Inoue, Teruyoshi Koga, Satomi Takahashi
  • Patent number: 4927966
    Abstract: New compounds having utility for enhancing the activity of antifolates are disclosed of the formula: ##STR1## wherein X is selected from hydrogen ##STR2## and R"--; R' is selected from alkyl, alkenyl, alkynyl, substituted and unsubstituted aryl, and substituted and unsubstituted heterocyclic aryl; R" is selected from ##STR3## and R'S; M is selected from OR and secondary amine; and R is selected from hydrogen, alkyl, acyloxymethyl, substituted and unsubstituted aryl, substituted and unsubstituted heterocyclic aryl, amino cation and metal cation.
    Type: Grant
    Filed: June 4, 1987
    Date of Patent: May 22, 1990
    Assignee: The Research Foundation of State University of New York
    Inventor: Thomas I. Kalman
  • Patent number: 4849542
    Abstract: A process for the preparation of oxo-alkanedioic acids or diesters thereof by reacting an alkenoic acid or an ester thereof, at least one of the C atoms of the carbon carbon double bond carrying a H atom, with CO and H.sub.2 in the presence of a catalytic system prepared by combining:a. Pd and/or a Pd compound,b. a compound containing an anion of an acid having a pKa of less than 2, except hydrohalogenic acid and carboxylic acids, andc. a bidentate ligandR.sup.1 R.sup.2 --M--R--M--R.sup.3 R.sup.4wherein M is P, As or Sb, R is a divalent organic bridging group having at least two C atoms in the bridge, and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are optionally substituted hydrocarbon groups.
    Type: Grant
    Filed: October 28, 1986
    Date of Patent: July 18, 1989
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4800231
    Abstract: Novel keto-diesters are produced by a 2:1 condensation of lower alkyl esters of .alpha.,.beta.-ethylenically unsaturated carboxylic acids and aldehydes having two hydrogen atoms as portions of a formyl group, in the presence of a thiazolium salt as catalyst and a tertiary amine.
    Type: Grant
    Filed: March 23, 1988
    Date of Patent: January 24, 1989
    Assignee: Shell Oil Company
    Inventor: Pen C. Wang
  • Patent number: 4795632
    Abstract: Preparations for washing or rinsing hair contain polyaldehydocarboxylic acids having an average molecular weight of from 600 to 10,000, a carboxyl group content of from 5 to 9 and preferably from 7 to 9 and an aldehyde group content of from 1 to 5 and preferably from 1 to 3 per 10 monomer units, or water-soluble salts thereof. These additives reduce the smoothness of dry hair and improve body and stylability after washing. The polyaldehydocarboxylic acids are preferably used in conjunction with hair-conditioning linear alkyl and/or alkylether phosphate salts, alkyl, hydroxyalkyl and/or aminoalkyl phosphonate salts. Preferred embodiments are hair shampoos containing from about 1 to about 10% by weight of the polyaldehydocarboxylic acids and from about 5 to about 50% by weight of anionic surfactants of the alkyl sulfate and/or alkylether sulfate type and hair rinses containing from about 1 to about 10% by weight of hair-conditioning alkyl and/or alkylether phosphate salts and/or alkane phosphonate salts.
    Type: Grant
    Filed: June 16, 1986
    Date of Patent: January 3, 1989
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Karl Giede, Horst Hoeffkes
  • Patent number: 4736044
    Abstract: A process for the production of a substituted alpha, beta dicarboxylic acid compound substantially free of tar and other resinous reaction byproducts comprising the reaction at conditions favoring the ENE reaction of an ethylenically unsaturated hydrocarbon and an ethylenically unsaturated alpha, beta dicarboxylic acid compound in the presence of a boron compound.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: April 5, 1988
    Assignee: Amoco Corporation
    Inventor: Joseph B. Hanson
  • Patent number: 4655975
    Abstract: Polycarboxylates such as disodium diglycolate can form peroxyhydrates becoming a solid source of hydrogen peroxide. Upon dissolution in water, these poly(carboxylates and/or sulfonates) both form a chelant and hydrogen peroxide. This combination is particularly useful to form aqueous cleaning solutions for use in cleaning laundry, dishes and the like.
    Type: Grant
    Filed: January 27, 1986
    Date of Patent: April 7, 1987
    Assignee: The Dow Chemical Company
    Inventor: Karel A. J. Snoble
  • Patent number: 4578503
    Abstract: An alkylated or alkenylated malonic ester having a fluorine containing aliphatic substituent and derivatives thereof as expressed by the following general formula: ##STR1## where R.sub.f is a fluorine containing aliphatic group, R is an aliphatic group, or hydrogen or alkali metal atom, and R' is an unsubstituted or substituted aliphatic group.And a method to trap the enolate ion of a malonic ester having a fluorine containing aliphatic substituent as expressed by the following general formula,R.sub.f CH(CO.sub.2 R).sub.2where R.sub.f is a fluorine containing aliphatic group and R is an aliphatic group, hydrogen or alkali metal atom, wherein said malonic ester is converted under the action of a weaker base and/or fluoride ion to a fluorine containing enolate ion to be trapped as expressed by the following general formula:R.sub.f C.sup..crclbar. (CO.sub.2 R).sub.2where R.sub.f and R are the same as above.
    Type: Grant
    Filed: August 31, 1983
    Date of Patent: March 25, 1986
    Assignee: Daikin Kogyo Co., Ltd.
    Inventors: Nobuo Ishikawa, Takeshi Nakai, Yoshio Inouye
  • Patent number: 4377709
    Abstract: 5-Oxoalkanoic acids are prepared by addition of a ketone containing at least one hydrogen atom in the .alpha.-position with regard to the keto group, to an .alpha.,.beta.-unsaturated acid. As catalysts secondary amines are present.
    Type: Grant
    Filed: December 19, 1980
    Date of Patent: March 22, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Werner H. Muller
  • Patent number: 4366076
    Abstract: Corrosion-inhibited compositions are described comprising a functional fluid in contact with a ferrous metal and, as corrosion inhibitor, a compound having the formula: ##STR1## wherein X is H, an alkali- or alkaline earth metal, NH.sub.4, the residue of a protonated amine, or the group --OX is the residue of an alkanol having from 1 to 20 carbon atoms or of di-, tri- or tetra-ol having from 2 to 12 carbon atoms; R.sup.1, R.sup.2 and R.sup.4 are the same or different and each is H or --CH.sub.2 CH.sub.2 COOX wherein X has its previous meaning; R.sup.3 and R.sup.5 are the same or different and each is H, --CH.sub.2 CH.sub.2 COOX wherein X has its previous meaning, or R.sup.3 or R.sup.5 is a straight- or branched chain alkyl group having from 3 to 16 carbon atoms; or R.sup.3 and R.sup.5, together with the carbon atom to which they are each attached, may form a cycloalkanone ring containing from 5 to 15 carbon atoms.
    Type: Grant
    Filed: May 28, 1981
    Date of Patent: December 28, 1982
    Assignee: Ciba-Geigy Corporation
    Inventor: David R. Clark
  • Patent number: 4304927
    Abstract: Compounds of the structure ##STR1## wherein X is --F or Cl and each R is independently --H, --CH.sub.3, --C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 CH.sub.3, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 or M where M is an alkali metal, an alkaline earth metal, ammonium or a quaternary ammonium are disclosed. The above compounds are prepared by treating a compound of the structure ##STR2## where each R.sup.1 is independently --CH.sub.3, --C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 CH.sub.3 or --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 ; or ##STR3## with a strong protic acid, followed, as desired, by base hydrolysis to form carboxylate salts (R.dbd.M).
    Type: Grant
    Filed: November 11, 1977
    Date of Patent: December 8, 1981
    Assignee: E. I. DuPont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4301186
    Abstract: This invention relates to new ammonium salts of .alpha.-ketocarboxylic acids, to their use for the production of amines in situ by photochemical decomposition and to photochemically hardenable coating compositions containing these ammonium salts.
    Type: Grant
    Filed: June 28, 1979
    Date of Patent: November 17, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Mayer, Hans Rudolph, Eckhard De Cleur, Manfred Schonfelder
  • Patent number: 4259518
    Abstract: The invention concerns new 3-methyl-5-keto-.alpha.,.omega.-alkene-dioic acids of the general formula ##STR1## wherein the double bond is in one of the positions indicated by the broken lines,R.sub.1 and R.sub.2 independently of one another are a hydrogen atom or a C.sub.1 -C.sub.4 -alkyl group,x is an integer from 9 to 11 andy and z independently of one another are 1 or 2, but cannot both be 1;a process for their preparation and their use for the preparation of macrocyclic .beta.-methyl ketones which are valuable fragrances.
    Type: Grant
    Filed: August 30, 1979
    Date of Patent: March 31, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kurt Bauer, Detlef Hagena
  • Patent number: 4239644
    Abstract: A liquid peroxide composition comprising dicumyl peroxide and a dicumyl peroxide derivative having one nucleus substituted by an alkyl group having 1 to 3 carbon atoms is disclosed. This peroxide composition can easily be handled because it is liquid, and it is very valuable as a cross-linking agent for an olefin polymer or a synthetic rubber.
    Type: Grant
    Filed: March 21, 1979
    Date of Patent: December 16, 1980
    Assignee: Mitsui Petrochemical Industries Ltd.
    Inventors: Hirohiko Nambu, Kenichi Mizuno, Tetuhiro Matumoto
  • Patent number: 4224457
    Abstract: Process for manufacturing optically active sulfur-containing carboxylic acid which comprises reacting a racemic acid of the formula ##STR1## with an optically active amine to form the amine salt, and then resolving the isomers and recovering the optically active isomer.
    Type: Grant
    Filed: May 4, 1979
    Date of Patent: September 23, 1980
    Assignee: Santen Pharmaceutical Co., Ltd.
    Inventors: Jun-ichi Iwao, Masayuki Oya, Eishin Kato, Toshio Watanabe
  • Patent number: 4217290
    Abstract: This invention consists of a process for preparing bifunctional aliphatic organic compounds of at least 6 carbon atoms, wherein a cycloaliphatic oxyhydroperoxide is reacted with an alpha-olefine having its double bond activated by a conjugate electron-attracting group, in the presence of a bivalent Cr salt, a bivalent V salt or a trivalent Ti salt.
    Type: Grant
    Filed: June 20, 1979
    Date of Patent: August 12, 1980
    Assignee: Brichima S.p.A.
    Inventors: Paolo Maggioni, Francesco Mauri, Attilio Citterio
  • Patent number: 4189596
    Abstract: 2-Aryl-C.sub.2 to C.sub.5 -alkanoic acids and esters thereof are prepared by heating a 2-(2-oxo-3-cyclohexenyl)-alkanoic acid or ester derivative in the presence of a sulfonic acid or a phosphonic acid at 75.degree. C. to 130.degree. C. while providing a means for removing water from the reaction mixture. In the process new butenolide derivative intermediates have been discovered. Alternatively, the 2-aryl-C.sub.2 to C.sub.6 -alkanoic acids can be prepared from the butenolides by forming a mixture of the 2-(2-oxo-3-cyclohexenyl)-alkanoic acid with acetic anhydride in the presence of an acid scavenging base, allowing the mixture to stand for a time sufficient to form an acetate intermediate, heating the resulting mixture to about 75.degree. C. to about 130.degree. C. to form the betenolide intermediates. Thereafter these intermediates can be heated with sulfonic or phosphonic acid as above while removing water to form the 2-aryl-C.sub.2 to C.sub.
    Type: Grant
    Filed: May 2, 1977
    Date of Patent: February 19, 1980
    Assignee: The Upjohn Company
    Inventor: Verlan H. VanRheenen
  • Patent number: 4172208
    Abstract: The compound of the formula: ##STR1## is useful as an intermediate to prepare a compound having the generic formula ##STR2## wherein X is selected from groups to provide tetrahydropyran type compounds, 1,4 dioxane type compounds or tetrahydrofuran type compounds, and R is selected from the group consisting of alkali metal, NH.sub.4.sup.+, NH(CH.sub.2 CH.sub.2 OH).sub.3.sup.+, and lower alkyl, branched or straight chain, with up to about C.sub.20 in the chain, useful as a detergent builder.
    Type: Grant
    Filed: July 27, 1978
    Date of Patent: October 23, 1979
    Assignee: Monsanto Company
    Inventors: Marvin M. Crutchfield, Kent P. Lannert
  • Patent number: 4146543
    Abstract: Novel polyfunctional compounds and a process for their preparation are disclosed. These compounds and their alkali metal salts are useful metal sequestrants and/or detergent builders. Selected compounds are also intermediates useful in the syntheses of aconitic acid as well as isocitric and alloisocitric acids and their lactones. The novel polyfunctional compounds are obtained from the reaction of maleic anhydride with selected active methylene or methine containing compounds.
    Type: Grant
    Filed: November 4, 1977
    Date of Patent: March 27, 1979
    Assignee: Lever Brothers Company
    Inventor: Eddie N. Gutierrez