Processes Patents (Class 546/327)
  • Patent number: 4970313
    Abstract: A process for the preparation of optically active 3-de-methylmevalonic acid derivatives, and intermediates A process for the preparation of optically active 3-de-methylmevalonic acid derivatives of the formula I ##STR1## (3,5-dihydroxy carboxylic acid derivatives) or of the formula II ##STR2## (.beta.-hydroxy lactones) in which R, R.sup.1 and Y have the indicated meanings, is described. The invention furthermore relates to aldehydes of the formula XII ##STR3## in which M represents the indicated protective groups. The 3-demethylmevalonic acid derivatives of this invention are useful for lowering cholesterol levels of a host.
    Type: Grant
    Filed: December 6, 1988
    Date of Patent: November 13, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Wess, Kurt Kesseler, Ekkehard Baader, Gerhard Beck
  • Patent number: 4940808
    Abstract: A process for the ozonization of unsaturated organic compounds in a reaction column through which the unsaturated compounds--in solution in a protic solvent--and an ozone-containing carrier gas and an inert coolant are passed downward in co-current flow to provide for an improved coolant effect and an increased ozonization yield where the coolant comprises a compound gaseous or liquid at ambient temperature with a boiling point preferably in the range from +20.degree. C. to -200.degree. C. The boiling point of the coolant is preferably at least 5.degree. C. below the ozonization temperature.
    Type: Grant
    Filed: July 7, 1988
    Date of Patent: July 10, 1990
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Paul Schulz, Michael J. Virnig, Franz J. Carduck
  • Patent number: 4820823
    Abstract: In accordance with a process of the present invention, .alpha.-keto acids of the general formula RCOCOOH wherein R is aryl, alkenyl or heterocyclic group, can be obtained through one-step carbonylation reaction of an organic halogenide of the general formula RX wherein R is the same as above and X is a halogen atom, with carbon monoxide and water in the presence of a basic compound and a palladium containing catalyst.
    Type: Grant
    Filed: February 21, 1986
    Date of Patent: April 11, 1989
    Assignee: Director-General of Agency of Industrial Science and Technology
    Inventors: Masato Tanaka, Toshiaki Kobayashi, Toshiyasu Sakakura
  • Patent number: 4792606
    Abstract: A process for the preparation of a dimeric aromatic acyl cyanide of the formula ##STR1## in which Ar is optionally substituted phenyl, naphthyl or hetaryl,comprising reaction an acyl halide of the formulaAr--CO--Halin whichHal is fluorine, chlorine or bromine, with an alkali metal cyanide in a two-phase system comprising water and a water-immiscible or only sparingly water-miscible aliphatic ketone, and in the presence of a phase-transfer catalyst. The products are known intermediates for pesticides.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: December 20, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Hermann-Dieter Krall
  • Patent number: 4723016
    Abstract: One-step process for preparing anhydrous, organic acid alkali or alkaline earth metal salts by contacting and reacting an organic or polymeric acid fluoride, anhydride or ester and an organic alkali or alkaline earth metal silanolate.
    Type: Grant
    Filed: February 13, 1986
    Date of Patent: February 2, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Bertrand L. Chenard, Evan D. Laganis
  • Patent number: 4691050
    Abstract: The present invention provides a process for the preparation of aromatic dicarboxylic acids by the carbonylation of aromatic diiodides. The aromatic diiodides are reacted with carbon monoxide in the presence of a soluble rhodium catalyst in a hydrocarbon acid reaction medium to prepare the aromatic dicarboxylic acids.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: September 1, 1987
    Assignee: Eastman Kodak Company
    Inventors: Carl M. Lentz, James R. Overton, David D. Cornell
  • Patent number: 4678509
    Abstract: Certain novel pyridinyloxyphenoxy alkanoic acids, pyridinylthiophenoxy alkanoic acids, derivatives thereof and related compounds are described. More specifically, these novel compounds bear a fluorine substituent in the 3-position of the pyridinyl group and in the 5-position the substituent is selected from chlorine, CF.sub.3, CF.sub.2 Cl or CF.sub.2 H. These novel compounds exhibit surprising preemergent and postemergent activity in the control of grassy weeds.
    Type: Grant
    Filed: November 1, 1985
    Date of Patent: July 7, 1987
    Assignee: The Dow Chemical Company
    Inventors: Howard Johnston, Lillian H. Troxell
  • Patent number: 4663429
    Abstract: A process for producing a lactone polymer which comprises reacting an ester compound synthesized from an alcohol and an acid or acid anhydride thereof with a lactone and a ring-opening polymerization initiator without being accompanied by condensation. The thus produced lactone polymer is effective for preventing shrinkage of thermosetting resins, particularly unsaturated polyester resins.
    Type: Grant
    Filed: July 31, 1985
    Date of Patent: May 5, 1987
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Takaaki Murai, Shoji Watanabe, Kimio Inoue, Tomohisa Isobe, Naoki Nakashima, Takuya Miho, Yoshiyuki Ikemoto
  • Patent number: 4647691
    Abstract: Ethyl and n-propyl esters of carboxylic acids are prepared in good yield from methanol, syngas and a carboxylic acid by contacting a mixture of the carboxylic acid, carbon monoxide, hydrogen and methanol with a catalyst composition comprising a ruthenium-containing compound, a cobalt-containing compound and a quaternary onium salt or base, and heating the resulting mixture at an elevated temperature and pressure for sufficient time to produce the desired ethyl and propyl esters, and then recovering the same from the reaction mixture.
    Type: Grant
    Filed: January 13, 1982
    Date of Patent: March 3, 1987
    Assignee: Texaco Inc.
    Inventors: Jiang-Jen Lin, John F. Knifton
  • Patent number: 4612386
    Abstract: Carboxylic acid esters are produced by the reaction of a carboxylic acid halide with a carbonate ester in the presence of an initiator. The reaction of a dicarboxylic acid dihalide and a bis(alkyl carbonate) ester produces a polymeric polyester.
    Type: Grant
    Filed: December 17, 1981
    Date of Patent: September 16, 1986
    Assignee: The Dow Chemical Company
    Inventor: James M. Renga
  • Patent number: 4565568
    Abstract: Certain novel pyridinyloxyphenoxy alkanoic acids, pyridinylthiophenoxy alkanoic acids, derivatives thereof and related compounds are described. More specifically, these novel compounds bear a fluorine substituent in the 3-position of the pyridinyl group and in the 5-position the substituent is selected from chlorine, CF.sub.3, CF.sub.2 Cl or CF.sub.2 H. These novel compounds exhibit surprising preemergent and postemergent activity in the control of grassy weeds.
    Type: Grant
    Filed: May 23, 1983
    Date of Patent: January 21, 1986
    Assignee: The Dow Chemical Company
    Inventors: Howard Johnston, Lillian H. Troxell
  • Patent number: 4564701
    Abstract: The present invention provides a process for the preparation of aryl carboxylic acids by the carbonylation of diaryliodonium salts. The diaryliodonium salts are reacted with carbon monoxide in the presence of a zero-valent palladium in a hydrocarbon acid reaction medium to prepare the aromatic carboxylic acids.
    Type: Grant
    Filed: January 22, 1985
    Date of Patent: January 14, 1986
    Assignee: Eastman Kodak Company
    Inventors: Carl M. Lentz, James R. Overton, David D. Cornell
  • Patent number: 4549025
    Abstract: Carboxylic acids having the general formula:R--COOHwherein R is selected from the group consisting of aryl, aralkyl, aralkenyl, aralkynyl, heteroaryl, heteroarylalkyl, heteroarylalkenyl, heteroarylalkynyl, alkyl, alkenyl and alkynyl, optionally substituted by inert or non-reactive substituents under the reaction conditions, are obtained by oxidation of the corresponding aldehydes with an alkali metal or alkaline-earth metal chlorite in the presence of hydrogen peroxide and in an aqueous-organic solvent. The resulting carboxylic acids are utilizable as intermediates for preparing fine chemicals in known ways.
    Type: Grant
    Filed: December 12, 1984
    Date of Patent: October 22, 1985
    Assignee: Montedison S.p.A.
    Inventors: Enrico Dalcanale, Giorgio Bottaccio, Stefano Campolmi, Fernando Montanari
  • Patent number: 4540810
    Abstract: This invention concerns the improved preparation of alkanol and glycol esters, such as ethylene glycol diesters, by reaction of carbon monoxide and hydrogen in the presence of a catalyst system comprising ruthenium and a quaternary aryl or alkaryl phosphonium salt and a liquid phase medium containing a carboxylic acid co-reactant.
    Type: Grant
    Filed: September 20, 1979
    Date of Patent: September 10, 1985
    Assignee: Texaco Development Corporation
    Inventor: John F. Knifton
  • Patent number: 4537970
    Abstract: This invention relates to the preparation of esters or salts of aromatic or etheroaromatic acids having formula Y--Ar--CO--OR (I), where:Ar represents an aromatic group constituted by one or more benzene rings, optionally condensed, or an etheroaromatic nucleus optionally condensed with one or more benzene rings;Y represents from zero to more substituents, equal or different, chosen among a halogen; an alkyl group having up to 6 carbon atoms; an alkoxy group having up to 5 carbon atoms; an ester group --COOR', where R' contains up to 5 carbon atoms; a hydroxyl group; a phenyloxy group, optionally substituted with groups inert under reaction conditions; a trifluoromethyl group; a nitrile group; an amidic group (--CONH.sub.2); an acetamidic group (--NH--CO--CH.sub.3); or an acyl group --CO--R", where R" represents a hydrocarbon group having up to 8 carbon atoms;R represents an alkyl group R.sub.1 having up to 5 carbon atoms or an alkali metal or alkaline earth metal M.
    Type: Grant
    Filed: December 12, 1983
    Date of Patent: August 27, 1985
    Assignee: Montedison S.p.A.
    Inventors: Marco Foa, Franco Francalanci, Andrea Gardano, Elena Bencini
  • Patent number: 4517369
    Abstract: Preparation of mixtures rich in 3,4,5,6-tetrachloro-2-trichloromethyl pyridine by chlorinating 3,4,5-trichloro-2-trichloromethyl pyridine, 3,5-dichloro-2-trichloromethyl pyridine or 5-chloro-2-trichloromethyl pyridine, or mixtures thereof, in the presence of ferric chloride catalyst in the temperature range of from about 170.degree. C. to about 220.degree. C.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: May 14, 1985
    Assignee: Kalama Chemical, Inc.
    Inventors: Michael J. Marinak, John L. Simonson
  • Patent number: 4496736
    Abstract: Carboxylic acids and N-t.-alkylamines can be prepared simultaneously by the alkaline pressure hydrolysis of N-t.-alkyl carboxylic acid amides. A 5 to 50% strength by weight aqueous solution of an alkali metal hydroxide is employed for this purpose in an amount of 1.0 to 1.3 mols per mol of the amide. The process is carried out at 200.degree. to 350.degree. C.
    Type: Grant
    Filed: June 3, 1982
    Date of Patent: January 29, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Bonse, Gerhard Marzolph, Heinz U. Blank
  • Patent number: 4440946
    Abstract: This invention is a process for producing a carboxylate ester which involves contacting mixtures of alcohol and aldehyde in vapor phase with a reduced silver-cadmium-zinc-zirconium catalyst composition.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: April 3, 1984
    Assignee: Celanese Corporation
    Inventors: Richard H. Summerville, deceased, James E. Summerville, Jr., administrator
  • Patent number: 4419515
    Abstract: This invention relates to a two stage process for preparing 2,6-pyridinedicarboxylic acid or dipicolinic acid from 2,6-dimethyl-pyridine through oxidation of the latter in an acid environment with hexavalent chromium salts and formation of a molar addition compound between dicarboxylic acid, being formed by oxidation, and chromic anhydride in the first stage, and subsequent hot hydrolysis of the addition product so obtained, thus isolating 2,6-pyridinedicarboxylic acid therefrom in the second stage. The invention also comprises the above mentioned intermediate complex addition compound and the 2,6-pyridinedicarboxylic acid of high purity, obtained by the process according to said invention.
    Type: Grant
    Filed: July 13, 1981
    Date of Patent: December 6, 1983
    Assignee: Luigi Stoppani S.p.A.
    Inventors: Giovanni Ghelli, Enrico Bruschi, Gino Agnese
  • Patent number: 4414410
    Abstract: Alkyl esters, such as ethyl acetate, are prepared by contacting the corresponding next lower carbon number alkyl ester, such as methyl acetate, with carbon monoxide and hydrogen in the presence of an iodine or iodide-free catalyst composition comprising a ruthenium-containing compound, a cobalt containing compound and a quaternary phosphonium salt or base, and heating the mixture to an elevated temperature and pressure for sufficient time to produce the desired higher alkyl ester, and then recovering the same from the reaction mixture.
    Type: Grant
    Filed: January 13, 1982
    Date of Patent: November 8, 1983
    Assignee: Texaco Inc.
    Inventors: Jiang-Jen Lin, John F. Knifton
  • Patent number: 4395566
    Abstract: An improved process for exterifying carboxyaromatics is disclosed wherein an anhydride of a carboxyaromatic, such as pyromellitic dianhydride, is reacted with a fluorinated alcohol and an epoxide to give a mixed ester capable of imparting oil and/or water repellency to textiles. The improvement comprises utilizing the epoxide as the reaction medium to reduce reaction times and waste water treatment requirements.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: July 26, 1983
    Assignee: American Hoechst Corporation
    Inventors: James H. Covill, Michael G. Kelly, Thomas F. Leahy
  • Patent number: 4336384
    Abstract: In a new method of producing 4-amino-3,5,6-trichloropicolinic acid 3,4,5,6-tetrachloropicolinonitrile is reacted with ammonium hydroxide, preferably at about 130.degree. C. to about 160.degree. C. The free acid is precipitated upon acidification of the reaction mixture and may be recovered therefrom.
    Type: Grant
    Filed: April 23, 1981
    Date of Patent: June 22, 1982
    Assignee: The Dow Chemical Company
    Inventors: Edwin R. Henson, David J. Koranek
  • Patent number: 4334074
    Abstract: 3,6-Dichloropicolinic acid, a highly active plant growth regulator, is recovered from basic, aqueous solutions thereof by acidification with HCl in the presence of a flocculant, separating the precipitated 3,6-dichloroacid, extracting the unprecipitated acid from the mother liquor with a solvent and stripping the extracted acid from the solvent with another portion of the basic, aqueous feed solution.
    Type: Grant
    Filed: February 2, 1981
    Date of Patent: June 8, 1982
    Assignee: The Dow Chemical Company
    Inventor: Russell R. Peterson
  • Patent number: 4237301
    Abstract: This invention relates to a two stage process for preparing 2,6-pyridin-dicarboxylic acid or dipicolinic acid from 2,6-dimethyl-pyridine through oxidation of the latter in an acid environment with hexavalent chromium salts and formation of a molar addition compound between dicarboxylic acid, being formed by oxidation, and chromic anhydride in the first stage, and subsequent hot hydrolysis of the addition product so obtained, thus isolating 2,6-pyridin-dicarboxylic acid therefrom in the second stage. The invention also comprises the above mentioned intermediate complex addition compound and the 2,6-pyridin-dicarboxylic acid of high purity, obtained by the process according to said invention.
    Type: Grant
    Filed: November 30, 1978
    Date of Patent: December 2, 1980
    Assignee: Luigi Stoppani S.p.A.
    Inventors: Giovanni Ghelli, Enrico Bruschi, Gino Agnese
  • Patent number: 4217457
    Abstract: A highly selective oxidation process for preparing pyridin-carboxylic acids from pyridine compounds nucleus substituted with alkyl groups, through a carbon-carbon bond, and oxidizable to carboxyl, and from hydrosoluble hexavalent chromium compounds, in the presence of an acid.Particularly described is the oxidation of beta-picoline with sodium bichromate to obtain the sodium salt of nicotinic acid and 99.5% pure free acid, respectively.
    Type: Grant
    Filed: July 14, 1978
    Date of Patent: August 12, 1980
    Assignee: Luigi Stoppani S.p.A.
    Inventor: Giovanni Ghelli
  • Patent number: 4138488
    Abstract: Disclosed herein are substituted diphenylmethyl picolinic acids, pharmaceutically acceptable salts, amides and esters thereof. The compounds disclosed are useful as topical anti-acne agents.
    Type: Grant
    Filed: January 10, 1977
    Date of Patent: February 6, 1979
    Assignee: Schering Corporation
    Inventors: Margaret H. Sherlock, Heide Roebke
  • Patent number: 4129566
    Abstract: New compounds which have the general formula ##STR1## ARE USEFUL AS HYPOTENSIVE AGENTS.
    Type: Grant
    Filed: February 15, 1978
    Date of Patent: December 12, 1978
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Miguel A. Ondetti, Sehsea I. Natarajan
  • Patent number: RE29981
    Abstract: A process for the preparation of organic carboxylic acids which comprises converting a formic acid ester expressed by the general formulaHCOORwherein R stands for a chain or cyclic aliphatic hydrocarbon radical which may have an aliphatic unsaturation, an aryl radical, an aralkyl radical or a heterocyclic radical,At an elevated temperature under raised pressure of carbon monixide to an organic carboxylic acid expressed by the general formulaRCOOHwherein R is as defined above.
    Type: Grant
    Filed: July 22, 1977
    Date of Patent: May 1, 1979
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventor: Nobuo Isogai