Carbonyl Containing (e.g., Aldehyde Containing, Etc.) Patents (Class 568/41)
  • Patent number: 5082976
    Abstract: Benzaldehydes of the formula ##STR1## can be obtained by reaction of substituted .beta.-amino-styrenes of the formula ##STR2## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.8, R.sup.9, R.sup.10, m, n and o have the scope of meaning indicated in the description, with oxygen in the presence of a Cu compound in the solution of an aprotic polar solvent at 0.degree.-120.degree. C.
    Type: Grant
    Filed: October 25, 1990
    Date of Patent: January 21, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Helmut Kraus
  • Patent number: 5082974
    Abstract: 3-Haolgeno-2,3-diphenylacrylaldehyde derivatives represented by the formula ##STR1## wherein R is an alkyl group having 1 to 6 carbon atoms, X and Y each represent a halogen atom, and n is 0, 1, or 2, a process for preparing the derivatives, a medicament for preventing and treating hyperlipidemia containing a pharmacologically effective amount of the derivative, and a method for preventing or treating hyperlipidemia using the medicament.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: January 21, 1992
    Assignee: Otsuka Pharaceutical Factory, Inc.
    Inventors: Kinji Hashimoto, Makoto Inoue, Junichi Minamikawa
  • Patent number: 5043268
    Abstract: Compounds of the formula: ##STR1## in which: R.sup.1 is alkyl of 1 to 3 carbon atoms;R.sup.2 is --COX; wherein X is hydroxy, methyl, amino, thio, H--N--(alkyl of 1 to 3 carbon atoms), N--(alkyl of 1 to 3 carbon atoms).sub.2, or halogen;R.sup.3 is a straight or branched chain alkyl of 10 to 25 carbon atoms, or a straight or branched chain alkene including polyunsaturated alkenes of 10 to 25 carbon atoms; andthe alkali metal, alkaline earth metal, ammonium, and substituted ammonium salts thereof when R.sup.2 is --COOH, are substrates and/or inhibitors specifically for prenyl cysteine methyltransferase enzymes which catalyze the methyl transfer from S-adenosylmethionine to the C-termini of proteins and peptides with prenylated cysteine residus at their C-termini. The compounds, as substrates, are particularly suitable for use in assays for qualitatively or quantitatively detecting the farnesyl cysteine methyltransferase enzymes.
    Type: Grant
    Filed: May 4, 1990
    Date of Patent: August 27, 1991
    Assignee: The Trustees of Princeton University
    Inventor: Jeffry B. Stock
  • Patent number: 5026896
    Abstract: Novel trisubstituted benzoic acid intermediates which are useful in the preparation of certain herbicidal 2-(2,3,4-trisubstituted benzoyl)-1,3-cyclohexanediones are described.
    Type: Grant
    Filed: May 8, 1990
    Date of Patent: June 25, 1991
    Assignee: ICI Americas Inc.
    Inventor: William J. Michaely
  • Patent number: 5026916
    Abstract: Compounds of formula I ##STR1## wherein R is C.sub.1 -C.sub.4 alkyl or benzyl, are prepared by reacting a butanal of formula II ##STR2## wherein X and Y are each independently of the other chloro, bromo or iodo, in an inert solvent, with a compound of formula IIIR--S--Me (III)wherein R is as defined above and Me is an alkali metal cation, and converting the resultant compound of formula IV ##STR3## wherein X and R are as defined above, in an inert solvent and in the presence of a base, into a compound of formula I.
    Type: Grant
    Filed: January 26, 1990
    Date of Patent: June 25, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans Tobler
  • 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: 5015776
    Abstract: A process for preparing 3-(C.sub.1 -C.sub.12 alkylthio) C.sub.3 -C.sub.10 aldehydes by reacting a C.sub.1 -C.sub.12 alkyl mercaptan with an .alpha.,.beta.-unsaturated aliphatic aldehyde having from 3 to 10 carbon atoms in the presence of a weakly basic exchange resin having polyamine functionality and being in the free base form, is disclosed herein.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: May 14, 1991
    Assignee: Atochem North America, Inc.
    Inventor: Stanley R. Sandler
  • Patent number: 4968844
    Abstract: Retinal is prepared by condensing a C.sub.15 sulphide of formula: ##STR1## in which R.sub.1 denotes aryl, aralkyl, pyridyl, 2-thiazolyl, 2-benzothiazolyl, 2-benzimidazolyl or 2-benzoxazolyl, with a haloacetal of formula: ##STR2## in which X denotes a halogen atom and R denotes an alkyl radical containing 1 to 4 carbon atoms, to give a C.sub.20 sulphide acetal of formula: ##STR3## in which R.sub.1 and R are defined as above, hydrolysing the said sulphide acetal to give a C.sub.20 sulphide aldehyde of formula: ##STR4## in which R.sub.1 is defined as above, desulphurizing the said sulphide aldehyde to give retinal, and isolating the retinal obtained.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: November 6, 1990
    Assignee: Centre National de la Recherche Scientifique (C. N. R. S.)
    Inventor: Marc Julia
  • Patent number: 4968836
    Abstract: The invention relates to a process for the preparation of cyclopropanecarbaldehydes of formula ##STR1## in which R.sub.1 is C.sub.1 -C.sub.4 alkyl or benzyl, which comprises (a) reacting a tetrahydrofuran of formula ##STR2## in which X is halogen and R.sub.2 is unsubstituted or halo-substituted C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.6 -cycloalkyl that is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl or by C.sub.1 -C.sub.4 alkoxy, or phenyl or benzyl each of which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, nitro or cyano, with a halogenating agent to form a 1,2,4-trihalobutyl ether of formula ##STR3## in which X is halogen and R.sub.2 is unsubstituted or halo-substituted C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.6 cycloalkyl that is unsubstituted or substituted by halogen C.sub.1 -C.sub.4 alkyl or by C.sub.1 -C.sub.4 alkoxy, or phenyl or benzyl each of which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: November 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Ruedi Kanel, John G. Dingwall
  • Patent number: 4933497
    Abstract: Hydroxybenzaldehydes, e.g., vanillin, are prepared by hydrocarbonylating a corresponding halophenol, e.g., 4-bromo-2-methoxyphenol, in the presence of (a) a tertiary amine, (b) a catalyst based on a noble metal, and (c) a phosphine.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: June 12, 1990
    Assignee: Rhone-Poulenc Chimie
    Inventors: Patricia Fompeyrine, Francois Metz
  • Patent number: 4929765
    Abstract: Phenylacetaldehydes of the general formula I ##STR1## where R.sup.1 to R.sup.5 are each independently of the others hydrogen, alkyl, alkoxy, halogen, haloalkyl, haloalkoxy or haloalkylthio, by catalytic rearrangement in the presence of a zeolite, are prepared by reacting an epoxy of the formula II or a phenylglycol of the formula III ##STR2## where Y and Z can be identical to or different from each other and are each hydroxyl, alkoxy, aryloxy or acyloxy, in the gas phase over a borosilicate zeolite catalyst at from 70.degree. to 200.degree. C. under reduced pressure.
    Type: Grant
    Filed: November 22, 1988
    Date of Patent: May 29, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Hubert Smuda, Wolfgang Hoelderich, Norbert Goetz, Hans-Gert Recker
  • Patent number: 4922014
    Abstract: Process for the preparation of oxethylmercaptobenzaldehydes and their oxidation products of the formula (I) ##STR1## in which R denotes a hydrogen, fluorine, chlorine, bromine or iodine atom, m denotes the number 0 or 2, n denotes the number 1 or 2, and p denotes the number 0 or 1, with the proviso that p is 0 if m is 0, and the side-chain --S(0).sub.m --CH.sub.2 --CH.sub.2 --OH is in the ortho and/or para position to the aldehyde or carboxyl group, can be prepared by condensing 1 mole of a halobenzaldehyde of the general formula (II) ##STR2## in which R, X, Y and Z represent hydrogen, fluorine, chlorine, bromine or iodine atoms, with the proviso that R, X, Y and Z can be in total 1, 2 or 3 halogen atoms, where R is a halogen atom if R, X, Y and Z together represent 3 halogen atoms, in aqueous medium with about 1.0 to 1.5 moles of mercaptoethanol (per halogen atom to be exchanged) in the presence of the acid-binding agents at or about 70.degree. C. about 150.degree. C.
    Type: Grant
    Filed: September 20, 1988
    Date of Patent: May 1, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Theodor Papenfuhs
  • Patent number: 4772405
    Abstract: The invention relates to compositions comprising a lubricant or a hydraulic fluid and at least one compound of formula I ##STR1## wherein X is --S--, --O--, --CO--O--, --CH.sub.2 -- or --NR.sup.5 --, where R.sup.5 is hydrogen or C.sub.1 --C.sub.8 alkyl, n is 0, 1, 2 or 3, R.sup.1 and R.sup.2 are each independently of the other hydrogen or C.sub.1 -C.sub.12 alkyl, R.sup.3 is hydrogen or methyl, and R.sup.4 is C.sub.1 -C.sub.22 alkyl, C.sub.5 -C.sub.8 cycloalkyl, aryl or aryl which is substituted by one or two C.sub.1 -C.sub.8 alkyl radicals, or is C.sub.7 -C.sub.12 aralkyl or the group ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and n have the given meanings. The sulfur-containing phenol derivatives of formula I are particularly suitable antiwear, extreme pressure and antioxidant additives for mineral and synthetic lubricants and for hydraulic fluids.The invention further relates to novel phenol derivatives of formula I which are suitable additives for lubricants, hydraulics and elastomers.
    Type: Grant
    Filed: August 14, 1986
    Date of Patent: September 20, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Hermann O. Wirth
  • Patent number: 4721812
    Abstract: Novel 2,2-bis(2-perfluoroalkylethylthio)acetaldehydes having the formula: ##STR1## wherein R.sub.F and R'.sub.F are the same or different perfluoroalkyl groups, together with processes for producing the same and using the same to prepare surface active agents and products with hydrophobic and lipophobic properties.
    Type: Grant
    Filed: May 5, 1987
    Date of Patent: January 26, 1988
    Assignee: Atochem
    Inventors: Brigitte Bertaina, Aime Cambon, Andre Lantz
  • Patent number: 4683339
    Abstract: Novel 2,2-bis(2-perfluoroalkylethylthio)acetaldehydes having the formula: ##STR1## wherein R.sub.F and R'.sub.F are the same or different perfluoroalkyl groups, together with processes for producing the same and using the same to prepare surface active agents and products with hydrophobic and lipophobic properties.
    Type: Grant
    Filed: November 26, 1985
    Date of Patent: July 28, 1987
    Assignee: Atochem
    Inventors: Brigitte Bertaina, Aime Cambon, Andre Lantz
  • Patent number: 4618440
    Abstract: The title compounds correspond to the formula ##STR1## where R.sub.1 is tert-butyl, R.sub.2 is methyl or tert-butyl, R.sub.3, R.sub.4 and R.sub.7 are hydrogen, R.sub.5 and R.sub.8 are hydrogen or methyl, and R.sub.6 is hydrogen, alkyl of 1 to 3 carbon atoms or phenyl, and are useful as stabilizers for organic polymers and lubricating oils to counteract the degradative effects of heat, light and air.
    Type: Grant
    Filed: January 2, 1986
    Date of Patent: October 21, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: David H. Steinberg, John J. Luzzi, Frank P. Cortolano
  • Patent number: 4603208
    Abstract: Novel polyprenyl compounds have the general formula: ##STR1## represents a cis-isoprene unit, n is an integer of 11-19, Z.sup.1 is --CH.sub.2 OH or a functional precursor thereof, and either one of R.sup.1 and R.sup.2 is a hydrogen atom and the other is --S(O).sub.m R.sup.3 in which m is an integer of 0 (zero), 1 or 2 and R.sup.3 is a phenyl, naphthyl, pyridyl or thiazolinyl group or such group substituted with at least one lower alkyl and/or halogen substituent. The topic novel polyprenyl compounds can be synthesized from derivatives of the polyprenol which is obtainable from leaves of Ginkgo biloba or Cedrus deodara, among others, by extraction, if necessary followed by hydrolytic treatment. The novel polyprenyl compounds can be converted to mammalian dolichols or precursors thereof by reductive elimination of the --S(O).sub.m R.sup.3 group.
    Type: Grant
    Filed: February 10, 1983
    Date of Patent: July 29, 1986
    Assignee: Kuraray Co., Ltd.
    Inventors: Takashi Onishi, Shigeaki Suzuki, Fumio Mori, Tetsuo Takigawa, Yoshiji Fujita, Masao Mizuno, Takashi Nishida
  • Patent number: 4597913
    Abstract: A novel fluorinated cation exchange membrane containing carboxylic acid groups and sulfonic acid groups, both in the form of a specific pendant structure, the carboxylic acid groups being at least 20% on one surface of the membrane and gradually decreasing toward the innerside of the membrane, which membrane is useful in electrolysis of an aqueous alkali metal halide solution with advantageously stable performance for a long term under more severe operational conditions than those conventionally used. The membrane can be prepared from a novel copolymer of a fluorinated olefin with a novel sulfur containing fluorinated vinylether of the formula: ##STR1## wherein k is 0 or 1, l is an integer of 3 to 5, Z is --S-- or --SO.sub.2 -- and R is C.sub.1 -C.sub.10 alkyl, an aryl, C.sub.1 -C.sub.10 perfluoroalkyl.
    Type: Grant
    Filed: August 29, 1983
    Date of Patent: July 1, 1986
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Kyoji Kimoto, Hirotsugu Miyauchi, Jukichi Ohmura, Mikio Ebisawa, Toshioki Hane
  • Patent number: 4588844
    Abstract: Aromatic aldehydes are prepared by formylating the corresponding aromatic compounds with urotropine in the presence of hydrogen fluoride. By the described process certain new aromatic aldehydes can be prepared.
    Type: Grant
    Filed: February 1, 1984
    Date of Patent: May 13, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ernst Kysela, Erich Klauke
  • Patent number: 4539159
    Abstract: An improved process for preparing derivatives of mercaptophenols containing nitrile, carbonyl, sulphone or ester groups characterized by reacting the components in a polar solvent with an amine catalyst. The catalyst can be removed from the product by co-distillation with the solvent to leave a relatively pure product free of contaminant without the need for further purification steps. The preferred amine catalysts are tertiary amines.
    Type: Grant
    Filed: April 23, 1984
    Date of Patent: September 3, 1985
    Assignee: The Dow Chemical Company
    Inventor: Mark R. Johnson
  • Patent number: 4536344
    Abstract: Aryl halides are formylated with carbon monoxide and hydrogen in the presence of a noble metal catalyst, tertiary organic nitrogen compounds and phosphanes or phosphites.
    Type: Grant
    Filed: November 4, 1983
    Date of Patent: August 20, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Paul Fiedler, Rudolf Braden
  • Patent number: 4528399
    Abstract: Novel benzo[b]thiophenes, compositions containing same, process for the preparation thereof and methods of reducing blood pressure and producing diuresis by administration of the compounds and compositions are disclosed.
    Type: Grant
    Filed: December 5, 1983
    Date of Patent: July 9, 1985
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Helen H. Ong, James A. Profitt
  • Patent number: 4496720
    Abstract: A novel process for the preparation of thioethers comprising reacting a silylated thiol of the formulaR--S--SiR.sub.1 R.sub.2 R.sub.3 Iwherein R is an organic group and R.sub.1, R.sub.2 and R.sub.3 are individually selected from the group consisting of alkyl of 1 to 4 carbon atoms with an organic halide, sulfate or sulfonate in the presence of hexamethylphosphoric triamide as a solvent or co-solvent preferably under neutral conditions in aprotic solvents at a temperature between 0.degree. and 150.degree. C.
    Type: Grant
    Filed: March 7, 1983
    Date of Patent: January 29, 1985
    Assignee: Gist-Brocades N.V.
    Inventors: Cornelis A. Bruynes, Theodorus K. Jurriens
  • Patent number: 4481148
    Abstract: Hydroxyl-containing liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one of selected vinylidene monomers having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) at least one hydroxyl-containing disulfide in the presence of (3) ultraviolet radiation.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: November 6, 1984
    Assignee: The B. F. Goodrich Company
    Inventor: Changkiu K. Riew
  • Patent number: 4452806
    Abstract: A series of 5-(substituted phenyl)hydantoins and pharmaceutically acceptable salts thereof are aldose reductase inhibitors useful as agents for treatment of chronic diabetic complications; intermediates therefore; and processes for preparation of said compounds.
    Type: Grant
    Filed: November 1, 1982
    Date of Patent: June 5, 1984
    Assignee: Pfizer Inc.
    Inventors: James P. Rizzi, Rodney C. Schnur
  • Patent number: 4449001
    Abstract: Oxy- and thio-aryl-phenylated aromatic biscyclopentadienones are prepared from aromatic bis-benzils and benzylketones.
    Type: Grant
    Filed: March 8, 1983
    Date of Patent: May 15, 1984
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Bruce A. Reinhardt, Fred E. Arnold
  • Patent number: 4404408
    Abstract: Metal or metalloid salts, ansolvo-acids and proton-acids can be so complexed with 1,2,3-triols, glycerol ethers or glycerol thioethers containing at least 6 C atoms in the molecule that they are in the form of compositions which are soluble in organic solvents, especially non-polar, aprotic solvents, such as hydrocarbons. These stable compositions display an outstanding anti-static action and, because of their spectrum of properties, are especially suitable for imparting anti-static characteristics to polymers, lubricants, fuels and also solvents based on hydrocarbons.
    Type: Grant
    Filed: September 7, 1977
    Date of Patent: September 13, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4351950
    Abstract: Novel substituted arylene compounds and methods for their preparation and use are disclosed. These new compounds are useful as anti-arteriosclerotic agents.
    Type: Grant
    Filed: January 2, 1980
    Date of Patent: September 28, 1982
    Assignee: Warner-Lambert Company
    Inventor: Ila Sircar
  • Patent number: 4340765
    Abstract: 4-Phenoxy-2-butene derivatives are disclosed as inhibitors of cytokinin plant growth regulatory activity and as possessing seed germination regulatory properties and senescence delaying activity when applied to plants. 4-Phenoxy-2-butene derivatives can also be useful as plant dwarfing agents, agents to retard seedling development or as herbicides.
    Type: Grant
    Filed: August 14, 1980
    Date of Patent: July 20, 1982
    Inventors: Gary M. Gray, George Schwartzkopf, Jr., J. T. Baker Chemical Co.
  • Patent number: 4331613
    Abstract: A process for the preparation of an optionally substituted trifluoromethyl-naphthalene which comprises contacting a compound of the formula ##STR1## in which R.sup.1 denotes hydrogen, alkyl, aralkyl, aryl, aryloxy, arylthio, polyhalogenoalkoxy, polyhalogenoalkylthio, halogen, nitro, halogenocarbonyl, halogenosulphonyl, alkylsulphonyl or arylsulphonyl, it being possible for the aromatic nuclei contained in the substituents R.sup.1 to be in turn substituted by halogen, alkyl, polyhalogenoalkoxy or polyhalogenoalkylthio,R.sup.2 represents hydrogen, halogen or alkyl andR.sup.3, R.sup.4, R.sup.5 and R.sup.6 denote hydrogen, orR.sup.3 and R.sup.4 or R.sup.4 and R.sup.5 in each case together denote a fused-on aromatic ring, and wherein, in the case where R.sup.3 and R.sup.4 together form a fused-on aromatic ring,R.sup.5 and R.sup.6 independently of one another can also denote, in addition to hydrogen, halogen, nitro, halogenocarbonyl or halogenosulphonyl, and wherein, in the case where R.sup.4 and R.sup.
    Type: Grant
    Filed: June 23, 1980
    Date of Patent: May 25, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Albrecht Marhold, Erich Klauke
  • Patent number: 4319047
    Abstract: Beta-methylthiopropionaldehyde is prepared by (I) condensing a gaseous feedstream comprising both acrolein and water, advantageously the off-gas resulting from the air oxidation of propylene (and after the acrylic acid content has been absorbed therefrom), to obtain an aqueous condensate containing a fraction of said acrolein and a gaseous acrolein effluent, (II) partially vaporizing said aqueous condensate whereby to obtain a gaseous phase comprising essentially all of said acrolein fraction and a liquid phase comprising essentially no acrolein, (III) recycling said gaseous phase into said gaseous feedstream to be condensed, and (IV) directly reacting said gaseous acrolein effluent with methylmercaptan.
    Type: Grant
    Filed: July 2, 1980
    Date of Patent: March 9, 1982
    Assignee: Rhone-Poulenc Industries
    Inventors: Yves Komorn, Ghislain Schwachhofer
  • Patent number: 4287125
    Abstract: Benzenoid ethers/thioethers are prepared by reacting an activated halobenzene with an anionic reactant, RA.sup.- M.sup.+, in the presence of at least one tertiary amine sequestering agent having formula:N--CHR.sub.1 --CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.
    Type: Grant
    Filed: June 20, 1980
    Date of Patent: September 1, 1981
    Assignee: Rhone-Poulenc Industries
    Inventor: Gerard Soula
  • Patent number: 4270005
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrollo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) --(alk.sub.1).sub.m --X--(alk.sub.2).sub.n -- wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: May 26, 1981
    Assignee: Pfizer Inc.
    Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4268523
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrollo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) -(alk.sub.1).sub.m -X-(alk.sub.2).sub.n - wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: May 19, 1981
    Assignee: Pfizer Inc.
    Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4268692
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrollo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) -(alk.sub.1).sub.m -X-(alk.sub.2).sub.n -wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: May 19, 1981
    Assignee: Pfizer Inc.
    Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4225516
    Abstract: Beta-methylthiopropionaldehyde is prepared from methylmercaptan and an acrolein-containing gaseous mixture derived as an off-gas from the catalytic oxidation of propylene.
    Type: Grant
    Filed: June 15, 1976
    Date of Patent: September 30, 1980
    Assignee: Rhone-Poulenc Industries
    Inventors: Georges Biola, Yves Komorn, Eric Limongi