Plural Rings Bonded Directly To The Same Carbon Patents (Class 562/491)
  • Patent number: 5081283
    Abstract: Novel intermediates for fungicides, comprising fluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl,X represents hydrogen, chlorine or bromine andR.sup.1 represents hydroxyl, alkoxy, alkyl or halogen.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: January 14, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Rudolf Gassen, Bernd Baasner
  • Patent number: 4999450
    Abstract: A process for preparing .alpha.-(3-benzylphenyl)-propionic acid or its derivative, a precursor of ketoprofen (trade name), which comprises dehydrogenating a by-product oil fraction formed in the production of ethylbenzene using synthetic zeolite as an alkylating catalyst, and carbonylating the product with carbon monoxide or the like. This precursor can be easily converted into ketoprofen, a useful medicine as an anti-inflammatory agent.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: March 12, 1991
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Isoo Shimizu, Yasuo Matsumura, Yutaka Arai
  • Patent number: 4962230
    Abstract: A process for producing an optically active carboxylic acid represented by formula (I): ##STR1## wherein R.sup.1, and R.sup.2, and R.sup.3 each represents a hydrogen atom, an alkyl group, an alkenyl group, or a phenyl or naphthyl group which may have a substituent, provided that all of R.sup.1, R.sup.2, and R.sup.3 are not simultaneously a hydrogen atom; when R.sup.1 and R.sup.2 are simultaneously a hydrogen atom, then R.sup.3 is not a methyl group; and that when R.sup.3 is a hydrogen atom, then R.sup.1 and R.sup.2 are each a group other then a hydrogen atom,is disclosed, comprising asymmetrically hydrogenating an .alpha.,.beta.-unsaturated carboxylic acid represented by formula (II): ##STR2## wherein R.sup.1, R.sup.2, and R.sup.3 are the same as defined above, in the presence of a ruthenium-optically active phosphine complex as a catalyst.
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: October 9, 1990
    Assignee: Takasago International Corporation
    Inventors: Hidemasa Takaya, Tetsuo Ohta, Ryoji Noyori, Noboru Sayo, Hidenori Kumobayashi, Susumu Akutagawa
  • Patent number: 4937375
    Abstract: New compounds of .alpha.-(3-(1-phenylethenyl)phenyl)-propionic acid and its esters and a method for producing .alpha.-(3-benzoylphenyl)propionic acid which is prepared by oxidizing the former compound as an intermediate. The method is characterized in the easiness in operation, the low cost and the high purity of the product.
    Type: Grant
    Filed: March 9, 1988
    Date of Patent: June 26, 1990
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Isoo Shimizu, Yasuo Matsumura, Yutaka Arai
  • Patent number: 4849530
    Abstract: The invention relates to novel crystalline salts of aryloxypropanolamines with diphenylacetic acid, a process for their preparation and the use of these salts for the preparation of chemically pure aryloxy-propanolamines or pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: June 6, 1988
    Date of Patent: July 18, 1989
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: Gerhard Zol, Gerhard Pfarrhofer
  • Patent number: 4845281
    Abstract: A method of preparing ketoprofen by reacting aniline with a halide of an alpha-halogen propionic acid, benzylation of 3-methyl-2-indolinone, alkaline hydrolysis of 5-benzyl-3-methyl-2-indolinone, deamination of 2-(3-benzyl-6-aminophenyl)propionic acid and oxidation of 2-(3-benzylphenyl)propionic acid.
    Type: Grant
    Filed: July 29, 1988
    Date of Patent: July 4, 1989
    Assignee: Blaschim, S.p.A.
    Inventors: Attilio Citterio, Daniele Fancelli
  • Patent number: 4777288
    Abstract: A novel three-step process for preparing 4-(3,4-dichlorophenyl)-4-phenylbutanoic acid is disclosed, which involves (1) reducing 4-(3,4-dichlorophenyl)-4-ketobutanoic acid to 4-(3,4-dichlorophenyl)-4-hydroxybutanoic acid; (2) then converting the intermediate hydroxy acid formed in the first step to 5-(3,4-dichlorophenyl)-dihydro-2(3H)-furanone, and (3) thereafter reacting the resulting gamma-butyrolactone compound with benzene in a Friedel-Crafts type reaction to form the desired final product. The latter compound is known to be useful as an intermediate leading to cis-(1S)(4S)- -N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthaleneamine (sertraline), which is known to be a preferred anti-depressant agent in the field of medicinal chemistry. The aforementioned 5-(3,4-dichlorophenyl)-dihydro-2(3H)-furanone and 4-(3,4-dichlorophenyl)-4-hydroxybutanoic acid are both novel compounds.
    Type: Grant
    Filed: June 11, 1987
    Date of Patent: October 11, 1988
    Assignee: Pfizer Inc.
    Inventors: George J. Quallich, Michael T. Williams
  • Patent number: 4748272
    Abstract: This invention relates to new lipoxygenase inhibitors possessing anti-inflammatory and anti-allergic properties. The present new compounds are of the formula: ##STR1## and salts thereof; whereinAr is phenyl, naphthyl or sulfur, oxygen or nitrogen heterocyclic;X is O, S, NR.sub.5, or a chemical bond;R is H, lower alkoxy, aryloxy, hydroxy, lower alkyl, aryl or lower aralkyl;R.sub.1 and R.sub.2 are independently hydrogen, hydroxy, lower alkoxy, lower alkyl, aryl, aryloxy, lower aralkyl, lower aralkoxy, formyl, lower alkanoyl, benzoyl, and lower aralkanoyl;R.sub.3 and R.sub.4 are independently hydrogen, halogen, hydroxy, lower alkoxy, aryloxy, lower aralkoxy, trifluoromethyl, lower carbalkoxy, carboxy, cyano, nitro, lower alkyl, lower alkenyl, lower alkynyl, aryl or lower aralkyl;R.sub.5 is H, lower alkyl, lower aralkyl or aryl;R.sub.6 is hydroxy or hydroxy-substituted lower alkyl;n and m are independently 0, 1, 2 or 3.
    Type: Grant
    Filed: August 1, 1986
    Date of Patent: May 31, 1988
    Assignee: Rorer Pharmaceutical Corp.
    Inventor: Raymond D. Youssefyeh
  • Patent number: 4727181
    Abstract: Prepare esters of .alpha.-halocinnamic acid and related compounds in high yield under relatively mild conditions.
    Type: Grant
    Filed: April 21, 1986
    Date of Patent: February 23, 1988
    Assignee: The Dow Chemical Company
    Inventor: William J. Kruper, Jr.
  • Patent number: 4705891
    Abstract: Substituted .alpha.-[2'-tricyclo[3.3.1.1.sup.3,7 ]decylidene]-benzeneacetic acid derivatives of the formula: ##STR1## where the R.sup.1, R.sup.2 and R.sup.3 substituents are independently selected from hydrogen, lower alkyl, lower alkoxy, halogen and trifluoromethane, provided that at least one of such substituents is hydrogen have antihypoxia, anticonvulsant and/or antiparkinson activities.
    Type: Grant
    Filed: May 27, 1986
    Date of Patent: November 10, 1987
    Assignee: Pennwalt Corporation
    Inventors: Vassil S. Georgiev, George B. Mullen
  • Patent number: 4658033
    Abstract: New interphenylene prostaglandin (PGH) analogs are prepared by a method which involves reacting a bicyclic olefin, an acetylene compound and a benzylic halide together, in the presence of a palladium(O) catalyst in a single-step synthesis. By this technique a large number of new interphenylene PGH analogs can be prepared, which are useful as inhibitors of arachidonic acid induced platelet aggregation.
    Type: Grant
    Filed: September 23, 1985
    Date of Patent: April 14, 1987
    Assignee: Iowa State University Research Foundation, Inc.
    Inventor: Richard C. Larock
  • Patent number: 4649207
    Abstract: Derivatives of diphenylhexafluoropropane having the formula: ##STR1## where R is an unsubstituted or substituted alkylene, an epoxy, a silyl or alkoxysilyl group; and where X and Y are hydrogen or halogen. The derivatives are useful in formulating polymer structures.
    Type: Grant
    Filed: May 13, 1986
    Date of Patent: March 10, 1987
    Assignee: Hughes Aircraft Company
    Inventors: Kreisler S. Y. Lau, William J. Kelleghan
  • Patent number: 4638079
    Abstract: Disclosed is a process for inhibiting polymerization of polymerizable ethylenically unsaturated monomers such as hydrocarbons, acids and esters, wherein a cobalt (III), nickel (II) or manganese (II) complex of N-nitrosophenylhydroxylamine is employed. A composition including a polymerizable ethylenically unsaturated monomer and the complex is also disclosed. In a preferred embodiment, polymerization of an acrylic acid or an acrylate ester is inhibited.
    Type: Grant
    Filed: January 17, 1985
    Date of Patent: January 20, 1987
    Assignee: Mallinckrodt, Inc.
    Inventors: Ervin B. Inskip, Joseph M. Patane
  • Patent number: 4626375
    Abstract: New liquid-crystalline esters of the 4-[(4-alkyl-cyclohexyl)-methyl]-benzoic acids or cyclohexanecarboxylic acids which are suitable for electro-optical displays have the general formula ##STR1## wherein R.sup.1 =C.sub.n H.sub.2n+1R.sup.2 =H, ##STR2## wherein n=an integer from 1 to 10,m=an integer from 1 to 10,S=an integer from 1 to 10.
    Type: Grant
    Filed: October 10, 1984
    Date of Patent: December 2, 1986
    Assignee: VEB Werk fuer Fernsehelektronik
    Inventors: Dietrich Demus, Roger Frach, Hans-Joachim Deutscher, Horst Zaschke
  • Patent number: 4622421
    Abstract: Compounds of formula (I): ##STR1## (wherein R represents hydrogen or a C.sub.1 -C.sub.3 alkyl group) have analgesic, anti-inflammatory and immuno-regulatory activities. The compounds exist in the form of cis- and trans-isomers with respect to the cyclohexyl ring, as well as a number of optical isomers.
    Type: Grant
    Filed: November 14, 1985
    Date of Patent: November 11, 1986
    Assignee: Sankyo Company Limited
    Inventors: Atsusuke Terada, Shunji Naruto, Yoshio Iizuka
  • Patent number: 4585594
    Abstract: 4-Substituted but-3-ene-1-carboxylic acids and their esters R.sup.1 R.sup.2 C.dbd.CH--CH.sub.2 --CO--O--R.sup.3 (I, where R.sup.1 is an organic radical, R.sup.2 is H or R.sup.1, or R.sup.1 and R.sup.2 together form a 5-membered to 20-membered ring, and R.sup.3 is H or lower alkyl) are prepared by carbonylation of R.sup.1 R.sup.2 C(OH)--CH.dbd.CH.sub.2 (II) in the presence of an alcohol R.sup.3' --OH (III, where R.sup.3' is lower alkyl) or, for the preparation of the acids I alone, in the absence of an alcohol III, at from 50.degree. to 150.degree. C. and under from 200 to 700 bar, using a complex of a palladium halide and a tertiary organic phosphine.
    Type: Grant
    Filed: December 11, 1984
    Date of Patent: April 29, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Himmele, Werner Hoffmann, Lothar Janitschke
  • Patent number: 4556676
    Abstract: Novel trans-isomeric derivatives of 4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine are useful as antidepressant agents. These novel compounds act to block the synaptosomal uptake of norepinephrine and serotonin (5-hydroxy-tryptamine), thereby alleviating abnormalities at central receptor sites. The preferred embodiment is the enantiomer trans-(1R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalen amine and its pharmaceutically acceptable acid addition salts.
    Type: Grant
    Filed: September 5, 1980
    Date of Patent: December 3, 1985
    Assignee: Pfizer Inc.
    Inventors: Willard M. Welch, Jr., Charles A. Harbert, B. Kenneth Koe, Allen R. Kraska
  • Patent number: 4492800
    Abstract: A process for the preparation of a 1,1-dichloro-alkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or together are alkanediyl,in the presence of at least an equimolar amount of magnesium. Advantageously,R.sup.1 is hydrogen,R.sup.2 is a C.sub.2 to C.sub.5 alkenyl radical or a radical of the formula ##STR4## Z is a cyano, acetal, carboxyl or C.sub.1 to C.sub.4 alkoxycarbonyl radical, or a radical of the formula COOM, andM is sodium or potassium,R.sup.3 each individually is a C.sub.1 to C.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: January 8, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
  • Patent number: 4429153
    Abstract: This invention relates to novel cyclopropane derivatives useful as insecticides, to processes for their preparation, to compositions comprising them and to methods of combatting insect and similar invertebrate pests using them.
    Type: Grant
    Filed: January 15, 1982
    Date of Patent: January 31, 1984
    Assignee: Imperial Chemical Industries PLC
    Inventor: Nazim Punja
  • Patent number: 4424166
    Abstract: In the preparation of a 1,1-dihalogenoalkene of the formula ##STR1## in which R.sup.1 is a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain, andX.sup.1 and X.sup.2 each independently is a halogen atom,wherein a carbonyl compound of the formula ##STR2## is reacted with a trihalogenoacetate of the formula ##STR3## in which X.sup.3 is a halogen atom, andM.sup..sym. is an alkali metal ion or one equivalent of an alkaline earth metal ion,in the presence of an approximately equimolar amount of a phosphorus-containing compound, the improvement which comprises employing as said phosphorus-containing compound a phosphorous acid trialkyl ester or a phosphorous acid triamide and effecting the reaction at a temperature between about 0.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: January 3, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
  • Patent number: 4409397
    Abstract: Tetra-substituted olefinic acids and derivatives of the formula ##STR1## wherein R is --COOM in which M is a cation forming a soluble salt or --COOR.sup.4 or --CON(R.sup.4).sub.2 in which each R.sup.4 is independently a hydrogen atom or an alkyl group; R.sup.1 is an optionally substituted alkyl, cycloalkyl, aryl or heterocyclic group; and R.sup.2 or R.sup.3 each independently is an optionally substituted alkyl or cycloalkyl group or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached form a carbocyclic ring, are asymmetrically hydrogenated in the presence of a coordinated complex of rhodium, iridium, or ruthenium in combination with a chiral metallocenylphosphine or pyrrolidinylphosphine ligand.
    Type: Grant
    Filed: May 6, 1982
    Date of Patent: October 11, 1983
    Assignee: Shell Oil Company
    Inventor: Timm E. Paxson
  • Patent number: 4407823
    Abstract: Phenylacetic acid derivatives of the formula ##STR1## wherein n is an integer of 2 to 5; ##STR2## R.sub.1 is hydrogen, halogen, trifluoromethyl, nitro or amino; R.sub.2 and R.sub.3 each independently is hydrogen or lower alkyl; or together form an ethylene group;X.sub.1 represents two hydrogen atoms or an oxo group; andY.sub.1 is cyano, hydroxyamidocarbonyl, carbamoyl, 5-tetrazolyl or carboxyl;and for derivatives wherein Y is carboxyl, salts thereof with physiologically compatible bases, esters thereof from physiologically acceptable alcohols and amides thereof from physiologically acceptable amines have valuable pharmacological activity, e.g., as antiinflammatory agents.
    Type: Grant
    Filed: November 5, 1979
    Date of Patent: October 4, 1983
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerald Kirsch, Joachim-Friedrich Kapp, Clemens Rufer
  • Patent number: 4379765
    Abstract: There are presented compounds of the formulas ##STR1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 and R.sub.3 are selected from the group consisting of hydrogen, lower alkyl, C.sub.2 to C.sub.7 carboxylic acids, hydroxy C.sub.2 to C.sub.7 alkyl, C.sub.2 to C.sub.7 carboxylic acid esters and amides and the group COR.sub.11 wherein R.sub.11 is alkoxy, amino or mono- lower alkyl amino; R.sub.6 is nitro or halo and R.sub.5 is hydrogen or halo,and the pharmaceutically acceptable salts thereof.The pyrazolobenzazepines are useful as anxiolytic and sedative agents.Also provided are processes and intermediates in the production of the above pyrazolobenzazepines.
    Type: Grant
    Filed: July 23, 1981
    Date of Patent: April 12, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventors: George F. Field, Rodney I. Fryer, Eugene J. Trybulski, Armin Walser
  • Patent number: 4350824
    Abstract: A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or the two radicals R.sup.3 together are alkanediyl,in the presence of at least an equimolar amount of a phosphorous acid triamide of the formulaP(NR.sup.4.sub.2).sub.3in whichR.sup.4 each independently is an alkyl radical, or the two radicals R.sup.4 together are alkanediyl.Advantageously,R.sup.1 is hydrogen,R.sup.2 a C.sub.2 to C.sub.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: September 21, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Jochem Riebel, Fritz Maurer, Uwe Priesnitz
  • Patent number: 4322370
    Abstract: Compounds of the formula (II): ##STR1## and pharmaceutically acceptable salts thereof, wherein R.sub.1 is phenyl or naphthyl or substituted phenyl or naphthyl group; R.sub.2 is: ##STR2## wherein R.sub.5 is hydrogen or C.sub.1-6 alkyl, R.sub.6 is hydrogen or C.sub.1-6 alkyl, phenyl, tolyl or benzyl and R.sub.7 is hydrogen; R.sub.3 and R.sub.4 are each hydrogen atom or C.sub.1-4 alkyl, and X is CO, CHOH, CHCI or C.dbd.C R.sub.8 R.sub.9 wherein R.sub.8 and R.sub.9 are each hydrogen or C.sub.1-4 alkyl; or CR.sub.10 OH or CHR.sub.10, wherein R.sub.10 is C.sub.1-4 alkyl, have been found to be mood-modifying agents and anorexic agents.
    Type: Grant
    Filed: February 13, 1978
    Date of Patent: March 30, 1982
    Assignee: Beecham Group Limited
    Inventor: Derek V. Gardner
  • Patent number: 4307232
    Abstract: Process for preparing the substituted phosphonoalkanoic acid of the formula ##STR1## wherein: R.sup.1 is alkyl of 1-8 carbon atoms, aralkyl of 7-10 carbon atoms, phenyl, or substituted phenyl of 6-10 carbon atoms;R.sup.2 is H, hydrocarbyl of 1-18 carbon atoms, or substituted hydrocarbyl of 1-18 carbon atoms, wherein in said hydrocarbyl groups the carbon atom attached to the ##STR2## moiety is substituted with two or three hydrogen atoms or is a carbon atom of an aromatic ring; andY is oxygen or sulfur,which process comprises contacting and reacting, at a temperature of about -70.degree. C. to about 125.degree. C., a pressure of about 1-100 atmospheres (0.1-10 MPa), and for a time sufficient to effect reaction, the phosphite ester of the formula ##STR3## wherein R.sup.1 and Y are as defined above, with the .alpha.-halocarboxylic acid of the formula R.sup.2 CHXCO.sub.2 H, wherein X is Cl, Br, or I and R.sup.
    Type: Grant
    Filed: March 21, 1980
    Date of Patent: December 22, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: David R. Brittelli
  • Patent number: 4283420
    Abstract: The chemical compounds of the invention are useful as the active compound in drugs because of their anticonvulsant and/or antianoxic activity. They have the general formula ##STR1## wherein Z is a hydroxyl group; a group--OM wherein M is an alkali metal atom or an equivalent atom fraction of an alkaline-earth metal or an amino group such as --NH.sub.2, and R is a linear or branched alkyl group containing from 1 to 9 carbon atoms, and optionally substituted by one or more halogen atoms; a linear or branched alkenyl or alkynyl, alkoxyalkyl, or acylalkyl group containing from 2 to 9 carbon atoms and optionally substituted by one or more halogen atoms; an aryl or arylalkyl or aryloxyalkyl group comprising at least one aromatic radical and an alkyl chain having from 1 to 4 carbon atoms.
    Type: Grant
    Filed: April 18, 1979
    Date of Patent: August 11, 1981
    Assignee: Labaz
    Inventors: Charles Pigerol, Jean-Claude Vernieres, Pierre Eymard, Jacques Simiand, Madeleine Broll, Jean-Yves Lacolle
  • Patent number: 4255313
    Abstract: The products of the invention are end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4',4'-benzophenonetetracarboxylic acid, an aromatic diamine, and a 1-(aminoaryl)-3-hydroxy-3-methyl-1-butyne. The structure of the polyimide oligomers is shown in FIG. 3.
    Type: Grant
    Filed: April 20, 1979
    Date of Patent: March 10, 1981
    Assignee: Gulf Oil Corporation
    Inventors: Patricia A. Antonoplos, William J. Heilman
  • Patent number: 4251419
    Abstract: The products of the invention are vinyl end-capped oligomers which have the structure as shown in FIG. 3. The products are prepared from either of two (2) precursors. The first precursor is a compound which has the structure as shown in FIG. 2. The second precursor is a complex amine salt which has the structure shown in FIG. 5.
    Type: Grant
    Filed: April 5, 1979
    Date of Patent: February 17, 1981
    Assignee: Gulf Oil Corporation
    Inventors: William J. Heilman, Daniel J. Hurley
  • Patent number: 4251420
    Abstract: The products of the invention are end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4,4'-benzophenonetetracarboxylic acid, an aromatic triamine, and a 1-(aminoaryl)-3-hydroxy-3-methyl-1-butyne. The structure of the polyimide oligomers is shown in FIG. 3.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: February 17, 1981
    Assignee: Gulf Oil Corporation
    Inventors: Patricia A. Antonoplos, William J. Heilman
  • Patent number: 4251417
    Abstract: The products of the invention are acetylene end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic acid such as 3,3',4,4' benzophenonetetracarboxylic acid, an aromatic triamine, and an acetylene-substituted aromatic monoamine. The structure of the polyimide oligomers is shown in FIG. 3.
    Type: Grant
    Filed: April 25, 1979
    Date of Patent: February 17, 1981
    Assignee: Gulf Oil Corporation
    Inventors: Wai Y. Chow, William J. Heilman
  • Patent number: 4220592
    Abstract: A substituted acetonitrile such as .alpha.-isopropyl-p-chlorophenylacetonitrile is hydrolyzed using an acid to produce the corresponding substituted phenylacetic acid such as .alpha.-isopropyl-p-chlorophenylacetic acid in such a manner that, in a lot in any one hydrolysis reaction, (1) the hydrolysis is carried out in at least two steps, (2) an acid to be used in a subsequent first reaction step is a waste acid produced in a previous second reaction step and the subsequent reaction step(s) thereof if any, and (3) an acid to be used in a second reaction step and the subsequent reaction step(s) if any, is the waste acid produced in a previous second reaction step and subsequent reaction step(s), respectively, and a fresh acid.
    Type: Grant
    Filed: July 10, 1978
    Date of Patent: September 2, 1980
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Keiji Kagawa, Naoya Kanda, Fujio Masuko, Hirotoshi Nakanishi
  • Patent number: 4173706
    Abstract: A novel process for producing fluorinated organic compounds containing a difluoromethylene group, essentially characterized by reacting organic compounds containing a carbonyl function with molybdenum hexafluoride at room temperature and under atmospheric pressure.
    Type: Grant
    Filed: April 6, 1978
    Date of Patent: November 6, 1979
    Assignee: Institute National de Recherche Chimique Appliquee
    Inventors: Francois Mathey, Jean Bensoam
  • Patent number: 4160842
    Abstract: New insecticidal (.beta.-phenylvinyl)cyclopropanecarboxylates having on the phenyl ring one or more substituents such as halogen, cyano, nitro, lower alkyl, aryl, aralkyl, lower alkoxy, lower alkylthio, aryloxy, arylthio, lower haloalkyl, di(lower alkyl)amino, or methylenedioxy are described, and their preparation and insecticidal utility are exemplified.
    Type: Grant
    Filed: August 27, 1976
    Date of Patent: July 10, 1979
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4157447
    Abstract: Intermediates for insecticidal (.beta.-phenyl-.beta.-substituted-vinyl)cyclopropanecarboxylates in which the .beta.-substituent may be halogen, lower alkyl, lower haloalkyl, cyano, carbomethoxy, or carbethoxy are described and exemplified.
    Type: Grant
    Filed: February 21, 1978
    Date of Patent: June 5, 1979
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4151213
    Abstract: This invention relates to a new catalyst and to a novel oxidation process. In this novel process, aromatic compounds with an alkyl group having at least one alpha hydrogen, including aromatic compounds wherein the alkyl groups are unsubstituted and substituted, are contacted in the liquid phase at reaction conditions with an oxygen-containing gas in the presence of a novel catalyst which is prepared by milling an anhydrous transition metal halide with silver nitrite, the transition metal being selected from the Groups IVb to VIII and IIb of the Periodic Table, wherein the mole ratios of metal halide to silver nitrite are in the ratio of 1:1 to 1:5.
    Type: Grant
    Filed: January 21, 1977
    Date of Patent: April 24, 1979
    Assignee: Standard Oil Company (Indiana)
    Inventor: Ellis K. Fields