Rings Bonded Directly To Each Other Patents (Class 562/492)
  • 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: 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: 4229367
    Abstract: Trans-4-alkyl-cyanoarylcyclohexanes are prepared in a stereoselective manner from arylcarboxylic acids of the formula Ar-[Ar].sub.n -Ar-4-COOH, Ar being aryl and n being 0 to 2, by first converting such a carboxylic acid to a mixture of the cis and trans isomers of the corresponding cyclohexa-2,5-diene-4-carboxylic acid, esterifying the resulting isomer mixture with a lower alkanol and further hydrogenating the resulting esters/isomers to produce the cis and trans isomers of the corresponding cyclohexane-4-carboxylic acid esters, isomerizing the cis isomers in the mixture to the trans isomer thereby producing a mixture containing the trans isomer substantially free from cis isomer, stereospecifically saponifying the trans isomer, growing a carbon chain of desired length on the carboxyl group of the resulting carboxylic acid, reducing the carbonyl group thereof, and introducing a cyano group into the terminal aryl group. The resulting product is useful as a nematic liquid crystal.
    Type: Grant
    Filed: May 15, 1979
    Date of Patent: October 21, 1980
    Assignee: Siegfried Aktiengesellschaft
    Inventors: Bernhard Granwehr, Rene Gnehm
  • Patent number: 4227016
    Abstract: Glyoxylic acid and hydrochloric acid are reacted with an aromatic compound having at least one substituent group selected from among the alkyl, aryl, hydroxy, alkoxy and aryloxy groups. The glyoxylic acid is used in a concentration comprised between 60 and 100% and the hydrochloric acid is used in as concentrated an aqueous solution as possible, e.g. in an organic solvent medium such as acetic acid. An acid catalyst such as zinc chloride may be used. The reaction may be carried out under pressure. The products are useful in various syntheses e.g. to produce amino acids or arylacetic acids with medicinal uses.
    Type: Grant
    Filed: December 28, 1977
    Date of Patent: October 7, 1980
    Assignee: Hoechst France
    Inventors: Emmanuel Herman, Helmut Diery, Michel Soreau, Yani Christidis
  • Patent number: 4220591
    Abstract: The (+), (-) and (.+-.) forms of the compounds of formula I ##STR1## wherein R.sup.1 is hydrogen or a methoxy, ethoxy, propoxy, methylthio, ethylthio, propylthio, fluoro, chloro, bromo, methyl, ethyl, nitro or amino group, andR.sup.2 is a hydrogen or methyl group or R.sup.1 and R.sup.2 together form a methylenedioxy group;R.sup.3 is hydrogen, or a lower alkyl group, or one of the following groups (a) to (d):(a) m-phenoxybenzyl(b) 2-benzyl-4-furylmethyl(c) .alpha.-cyano-m-phenoxybenzyl(d) 3,4-methylenedioxy-benzyl, andR.sup.4 and R.sup.5 are the same or different groups and each is a fluoro, bromo, chloro or methyl group.The compounds of formula I in which R.sup.3 is one of group (a) to (d) are extremely active as insecticides (except when R.sup.1 is an amino group). The compounds also possess the property of contact repellency to insects.
    Type: Grant
    Filed: November 17, 1976
    Date of Patent: September 2, 1980
    Assignee: Commonwealth Scientific and Industrial Research Organization
    Inventors: George Holan, Reimund A. Walser
  • Patent number: 4219668
    Abstract: Compounds of metabolites of 3-(4-biphenylylcarbonyl)propionic acid useful as anti-inflammatory and anti-platelet aggregation agents.
    Type: Grant
    Filed: July 5, 1979
    Date of Patent: August 26, 1980
    Assignee: American Cyanamid Company
    Inventor: Fortunato S. Chiccarelli
  • Patent number: 4212992
    Abstract: Fire retardant adducts of 1,4-dihydronaphthalene and halocyclopentadienes and polymer compositions containing said adducts.
    Type: Grant
    Filed: December 16, 1976
    Date of Patent: July 15, 1980
    Assignee: Standard Oil Company (Indiana)
    Inventor: David J. Fenoglio
  • Patent number: 4198510
    Abstract: A process for the preparation of carboxylic acids represented by a formula ##STR1## wherein R.sub.1 represents hydrogen atom or a lower alkyl radical, R.sub.2 represents hydrogen atom, lower alkyl or allyl radical and R.sub.3 represents phenyl, substituted phenyl, substituted naphthyl, dibenzofuranyl or substituted biphenyl. Following novel enamine and amidine compounds as intermediates for manufacturing the carboxylic acids and processes for the manufacture of said enamine and amidine compounds ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 represent the meanings as referred to and R.sub.4 represents dimethylamino, pyrrolidyl, piperidyl or morpholyl.
    Type: Grant
    Filed: July 7, 1978
    Date of Patent: April 15, 1980
    Assignees: Sanwa Kagaku Kenkyusho Co., Ltd., Takayuki Shioiri
    Inventors: Takayuki Shioiri, Nobutaka Kawai, Masatoshi Ban
  • Patent number: 4188491
    Abstract: A process is disclosed for preparing arylpropionic acids of formula Ar--CH(CH.sub.3)--COOH, by reacting an aryl Grignard reagent with a metal pyruvate or with a pyruvamide, to form a hydroxy acid of formula Ar--C(OH)(CH.sub.3)--COOH or its amide, and converting the acid or amide to the product.
    Type: Grant
    Filed: March 24, 1978
    Date of Patent: February 12, 1980
    Assignee: The Boots Company Limited
    Inventors: John S. Nicholson, John L. Turner
  • Patent number: 4186270
    Abstract: Pure 2-(4-isobutylphenyl)propionic acid and related compounds are obtained in good yield by a multi-step process comprising chloromethylation of benzene or an alkylbenzene, conversion of the resulting benzyl chloride to the cyanide, alkylation of that product to the phenylpropionitrile or phenylbutyronitrile, reaction of unreacted benzyl cyanide with an aldehyde to inhibit its hydrolysis, and hydrolysis of the nitrile to the free acid. The products are antiinflammatory, antipyretic, and analgesic drugs.
    Type: Grant
    Filed: December 26, 1978
    Date of Patent: January 29, 1980
    Assignee: The Dow Chemical Company
    Inventors: William Dowd, David H. Naffziger
  • Patent number: 4179578
    Abstract: Stilbene derivatives having at least one further phenyl substituent in the para-position to a benzene ring in the stilbene are optical brighteners particularly suitable for incorporation on spinning masses.
    Type: Grant
    Filed: April 14, 1977
    Date of Patent: December 18, 1979
    Assignee: Sandoz Ltd.
    Inventors: Fritz Fleck, Hans Kittl, Salvatore Valenti
  • Patent number: 4176196
    Abstract: Novel hypoglycemic agents comprising 3-hydroxy-3-arylcyclohexane-1-acetic acid, 3-arylcyclohexene-1-acetic acids and derivatives thereof are disclosed.
    Type: Grant
    Filed: November 4, 1977
    Date of Patent: November 27, 1979
    Assignee: Pfizer Inc.
    Inventor: Lawrence S. Melvin, Jr.
  • Patent number: 4172093
    Abstract: The present invention relates to new pharmacodynamically active compounds of the general structure ##STR1## as well as the corresponding amine oxides, quarternary ammonium compounds and salts with physiologically acceptable acids. In formula I R.sup.1 signifies hydrogen, halogen or alkoxy radicals having 1-3 carbon atoms, R.sup.2 and R.sup.3 signify alkyl radicals having 1-3 carbon atoms, which togetner with the carbon atom, to which they are connected, may form a ring, A either signifies a possibly lower alkyl substituted ethylene, trimethylene or tetramethylene group, in which case D is a group ##STR2## wherein R.sup.4 and R.sup.
    Type: Grant
    Filed: March 20, 1973
    Date of Patent: October 23, 1979
    Assignee: AB Kabi
    Inventors: Barbro K. Goransson-Dahlander, Nils A. Jonsson, Ferenc Merenyi
  • 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: 4154697
    Abstract: Novel liquid crystals have the formula ##STR1## wherein two of the rings A, B and C are aromatic and the third is a trans-1,4-disubstituted cyclohexane ring and R is alkyl or alkoxy each of 1 - 12 C-atoms. These compounds are particularly useful as additional components in liquid crystal dielectrics whereby the clear point of the dielectric is raised and the viscosity thereof is not deleteriously affected.
    Type: Grant
    Filed: January 11, 1978
    Date of Patent: May 15, 1979
    Assignee: Merck Patent Gesellschaft mit beschraenkter Haftung
    Inventors: Rudolf Eidenschink, Joachim Krause, Ludwig Pohl
  • Patent number: 4154922
    Abstract: Methyl-substituted polyphenylacyl compounds are prepared by selective oxidation of oligomers of mesitylene. These methyl-substituted polyphenylacyl compounds are useful as intermediates for polyamides and polyesters. The esters are useful as plasticizers for polyvinylchloride.
    Type: Grant
    Filed: October 15, 1975
    Date of Patent: May 15, 1979
    Assignee: Standard Oil Company (Indiana)
    Inventor: John A. Donohue
  • Patent number: 4153629
    Abstract: 9,10-Dihydro-9,10-methanoanthracene N-oxide derivatives represented by the formula: ##STR1## wherein A represents a straight or branched C.sub.1 -C.sub.6 alkylene; R.sup.1 and R.sup.2 each represents C.sub.1 -C.sub.4 alkyl or phenyl-C.sub.1 -C.sub.4 alkyl, or ##STR2## represents the group ##STR3## and X represents methylene, hydroxymethylene, C.sub.1 -C.sub.4 ##STR4## or hydroxy-C.sub.1 -C.sub.4 ##STR5## and their pharmaceutically acceptable acid addition salts which are useful as anti-depressants, tranquilizers, or anti-epileptics.
    Type: Grant
    Filed: December 15, 1976
    Date of Patent: May 8, 1979
    Assignee: Shionogi & Co., Ltd.
    Inventors: Hiroshi Tanida, Tadashi Irie
  • Patent number: 4151302
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are F, Cl or Br;Q is --CH(CH.sub.3)--CH.sub.2 --, --C(OH)(CH.sub.3)--CH.sub.2 -- or --C(CH.sub.3).dbd.CH--;Y is COOH, COOR.sup.3, CH.sub.2 OH or CH.sub.2 OAc;N is 0 or 1;R.sup.3 is alkyl or aryl of up to 8 carbon atoms or C.sub.6 H.sub.4 NHCOCH.sub.3 ; andAc is acyl of 1-8 carbon atoms;And physiologically acceptable salts thereof, are anti-inflammatory agents, which can be made from compounds of the formula Z--X, wherein Z is ##STR2## X can be converted to --Q--Y.
    Type: Grant
    Filed: August 19, 1977
    Date of Patent: April 24, 1979
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Joachim Gante, Hans-Adolf Kurmeier, Dieter Orth, Erich Schacht, Albrecht Wild
  • Patent number: 4144397
    Abstract: Valuable 2-aryl-propionic acids are prepared by the direct coupling of aryl magnesium bromides with a mixed magnesium halide complex of alpha-bromopropionic acid.
    Type: Grant
    Filed: December 19, 1977
    Date of Patent: March 13, 1979
    Assignee: Syntex Corporation
    Inventors: Gary J. Matthews, Robert A. Arnold
  • Patent number: 4142054
    Abstract: 2-Aryl-C.sub.3 to C.sub.6 -alkanoate esters are prepared economically by reacting an enol ether of an aryl alkyl ketone with a trivalent thallium salt in an organic solvent. The trivalent thallium ions can be regenerated by adding a peracid and a reactive form of manganese, ruthenium, cobalt, iridium, hafnium, osmium or neobium to oxidize monovalent thallium ions to the trivalent state, in a sequential, continuous or stoichiometric procedure. A continuous process using a Scheibel column is disclosed. The ester intermediate product is then converted to the corresponding 2-aryl-C.sub.3 - to C.sub.6 -alkanoic acid or salt thereof. The aryl group is selected so the resulting acid product will be a useful compound such as an anti-inflammatory, analgesic and anti-pyretic drug or agriculturally useful product. Examples of drug acids which can be made by this process include ibuprofen, flurbiprofen, fenoprofen and naproxen and the like.
    Type: Grant
    Filed: June 16, 1977
    Date of Patent: February 27, 1979
    Assignee: The Upjohn Company
    Inventors: Sanjay I. Amin, Jerry A. Walker
  • Patent number: 4138419
    Abstract: A novel cyclopentadiene derivative of the general formula: ##STR1## wherein R.sup.1 is hydrogen, a mono- to tetra-hydric alcohol moiety having 1 to 12 carbon atoms, a metal of Groups Ia, IIa and IIb of the Periodic Table, an ammonium group or an organic amine residue; R.sup.2, R.sup.3, and R.sup.4 are independently hydrogen or alkyl groups having 1 to 6 carbon atoms; R.sup.a, R.sup.b, and R.sup.c are independently hydrogen or alkyl groups having 1 to 3 carbon atoms; m is 0 or 1; and n is an integer of 1 to 4. This cyclopentadiene derivative is comparable or even superior to natural rosin in effectiveness as an emulsifier for use in the production of SBR and ABS resins or as a sizing agent in paper making.
    Type: Grant
    Filed: April 29, 1977
    Date of Patent: February 6, 1979
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Masatoshi Arakawa, Ryotaro Ohno, Katuhiro Ishikawa, Noboru Yamahara, Hisashi Matsui
  • Patent number: 4135051
    Abstract: 2-Aryl-C.sub.3 to C.sub.6 -alkanoate esters are prepared economically by reacting an enol ether of an aryl alkyl ketone with a trivalent thallium salt in an organic solvent. The trivalent thallium ions can be regenerated by adding a peracid and a reactive form of manganese, ruthenium, cobalt, iridium, hafnium, osmium or neobium to oxidize monovalent thallium ions to the trivalent state, in a sequential, continuous or stoichiometric procedure. The ester intermediate product is then converted to the corresponding 2-aryl-C.sub.3 - to C.sub.6 -alkanoic acid or salt thereof. The aryl group is selected so the resulting acid product will be a useful compound such as anti-inflammatory, analgesic and anti-pyretic drug or agriculturally useful product. Examples of drug acids which can be made by this process include ibuprofen, flurbiprofen, fenoprofen and naproxen and the like.
    Type: Grant
    Filed: June 16, 1977
    Date of Patent: January 16, 1979
    Assignee: The Upjohn Company
    Inventor: Jerry A. Walker
  • Patent number: 4131747
    Abstract: A process for preparing an .alpha.-substituted phenylalkanecarboxylic acid, having useful pharmaceutical properties such as analgesic, anti-inflammatory and anti-pyretic properties, from the corresponding ethylidenecyanoacetate by oxidation, hydrolysis, decarboxylation and oxidation.
    Type: Grant
    Filed: November 19, 1976
    Date of Patent: December 26, 1978
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Masayasu Kurono, Masaaki Toda, Haruki Niwa, Syunji Kosuge, Takahumi Iida, Kenichi Narita