Polycyclo Ring System Patents (Class 568/632)
  • Patent number: 4322437
    Abstract: The present invention relates to a compound of formula I, ##STR1## wherein A is straight chain alkylene of 2 to 4 carbon atoms, or straight chain alkenylene of 2 to 4 carbon atoms,n is 1, 2 or 3,R is hydrogen or halogen of atomic number from 9 to 35, andeither (i) R.sub.1 is a group of formula II, ##STR2## wherein R.sub.2 and R.sub.3, independently, are hydrogen or alkyl of 1 to 4 carbon atoms, andR.sub.4 is alkyl of 1 to 4 carbon atoms, alkoxyalkyl of 2 to 5 carbon atoms, alkylthioalkyl of 2 to 5 carbon atoms, phenylalkyl or phenoxyalkyl or phenylthioalkyl, wherein the alkyl moiety has from 1 to 3 carbon atoms, or phenyl, the phenyl ring of each of the last four radicals being unsubstituted or mono-substituted by, or disubstituted independently by, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, hydroxy or halogen of atomic number from 9 to 35, andR.sub.5 is hydrogen,or (ii) R.sub.1 and R.sub.
    Type: Grant
    Filed: May 10, 1977
    Date of Patent: March 30, 1982
    Assignee: Sandoz Ltd.
    Inventors: Richard Berthold, Trevor G. Payne
  • Patent number: 4314086
    Abstract: Aliphatic/aromatic ethers are prepared by reacting an aliphatic halide with either an alkali or alkaline earth metal, or ammonium phenolate or naphtholate, in an inert organic solvent, and in the presence of at least one tertiary amine sequestering agent having the 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: February 2, 1982
    Assignee: Rhone-Poulenc Industries
    Inventors: Gerard Soula, Daniel Michelet
  • Patent number: 4307253
    Abstract: Procecss for the preparation of alkyl aryl ethers by reacting phenols with aliphatic ethers in the presence of strongly acid cation exchangers.
    Type: Grant
    Filed: January 7, 1980
    Date of Patent: December 22, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Neumann, Hans-Helmut Schwarz, Dieter Nachtsheim
  • Patent number: 4306075
    Abstract: The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet antiaggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: December 15, 1981
    Assignee: The Upjohn Company
    Inventor: Paul A. Aristoff
  • Patent number: 4306076
    Abstract: The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet anti-aggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: December 15, 1981
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson
  • Patent number: 4299996
    Abstract: Phenol compounds are O-alkylated with olefins in the presence of acid resin catalysts to give aryl alkyl ethers. In a preferred embodiment, the catalyst comprises perfluorosulfonic acid ion exchange resins.
    Type: Grant
    Filed: March 21, 1980
    Date of Patent: November 10, 1981
    Assignee: Phillips Petroleum Co.
    Inventor: Robert M. Parlman
  • Patent number: 4294992
    Abstract: Alkyl aryl ethers are produced by incrementally reacting an acid and an alkanol with a phenol and continuously removing water formed as a by-product of the reaction. Preferably, the acid is sulfuric acid; the alkanol is methanol; and the phenol is .beta.-naphthol. The process is carried out at an elevated temperature, preferably at a temperature ranging from 125.degree. to 175.degree. C.
    Type: Grant
    Filed: January 23, 1980
    Date of Patent: October 13, 1981
    Assignee: The Southland Corporation
    Inventor: Graham K. Hughes
  • Patent number: 4288386
    Abstract: The Ullman reaction for the preparation of diaryl ethers by coupling aryl halides with metal phenolates is conducted in the presence of at least one tertiary amine sequestering agent having the 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: May 12, 1980
    Date of Patent: September 8, 1981
    Assignee: Rhone-Poulenc Industries
    Inventors: Gerard Soula, Louis Linguenheld
  • Patent number: 4285867
    Abstract: Compounds having the formula ##STR1## wherein ##STR2## R.sub.1 is hydrogen, benzyl or alkanoyl, X is C.sub.2-4 alkylene; andZ-W is alkyl, phenylalkyl or pyridylalkyl which can have an oxygen atom as part of the alkyl chain and their use as CNS agents, antidiarrheals and antiemetics. Processes for their preparation and intermediates therefor are described.
    Type: Grant
    Filed: September 19, 1980
    Date of Patent: August 25, 1981
    Assignee: Pfizer Inc.
    Inventors: Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4235826
    Abstract: The invention concerns new [isocamph-5-yl]-guaiacyl esters of the formula ##STR1## in which R represents an isocamph-5-yl radical located in the 2-position or 4-position relative to the OAc group and Ac represents a C.sub.1 -C.sub.4 -alkylsulphonyl or di-(C.sub.1 -C.sub.4 -alkyl)-phosphoryl radical; a process for their preparation and their use for the preparation of 3-[isocamph-5-yl]-cyclo-hexanol which is an important constituent of sandal compound.
    Type: Grant
    Filed: August 30, 1979
    Date of Patent: November 25, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kurt Bauer, Gerd-Karl Lange
  • Patent number: 4192949
    Abstract: Phenol ethers are prepared by reacting phenols with dialkyl carbonates in the presence of tertiary amines and/or phosphines. The aralkyl aryl ethers and alkyl aryl ethers obtained are starting materials for the manufacture of dyes, crop protection agents and scents.
    Type: Grant
    Filed: June 15, 1978
    Date of Patent: March 11, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Friedrich Towae, Ludwig Schroff, deceased
  • Patent number: 4163865
    Abstract: An improvement in a process for the preparation of a pinacol of the formula ##STR1## wherein R.sup.1 and R.sup.2 are identical or different and represent optionally substituted aliphatic, cycloaliphatic, araliphatic or an aromatic hydrocarbon radical by reducing a ketone of the formula ##STR2## wherein R.sup.1 and R.sup.2 have the abovementioned meanings with a base metal, the improvement comprising carrying out the reduction in the presence of an organic halogen compound and in the presence of a phosphoric acid amide, phosphoric acid ester and/or carboxylic acid amide.
    Type: Grant
    Filed: April 3, 1978
    Date of Patent: August 7, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinrich Wolfers, Hans Rudolph, Hans-Jurgen Rosenkranz
  • Patent number: 4153810
    Abstract: Process for the preparation of alkyl aryl ethers by reacting aromatic hydroxy compounds with aliphatic alcohols in the presence of strongly acidic cation exchangers based on synthetic resins using the aromatic hydroxy compound in excess of the aliphatic alcohol.
    Type: Grant
    Filed: November 18, 1977
    Date of Patent: May 8, 1979
    Assignee: Haarmann & Reimer GmbH
    Inventors: Rainer Neumann, Hans-Helmut Schwarz, Karl-Heinz Arnold
  • Patent number: 4152356
    Abstract: This invention relates to a method of producing a dibenzocycloheptene compound of the structure ##STR1## in high yields which comprises: (a) hydrogenating an anthracene derivative in the 9,10 position to form a 9,10-dihydroanthracene derivative, (b) selectively mono-carbonylating one of the hydrogens in the 9,10 position to form a monoaldehyde, (c) reducing the aldehyde to form the corresponding alcohol and (d) dehydrating and expanding the center ring to form the dibenzocycloheptene compound.
    Type: Grant
    Filed: April 24, 1978
    Date of Patent: May 1, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventor: Chang J. Kim