Oxygen Containing Patents (Class 568/62)
  • Patent number: 4985586
    Abstract: This invention relates to improvement to a process for the preparation of mercaptoalcohols containing, more particularly, up to 24 carbon atoms and, preferably, more than 3 carbon atoms, by reaction of the corresponding vicinal epoxides with hydrogen sulphide.The process comprises incorporating into the reaction mixture a catalyst comprising a guanidine and/or of organic derivatives of a guanidine, and/or of guanidine salts, in particular of guanidine salts. The catalyst can be either in liquid and/or solid form, depending on the nature of the catalyst and its solubility in the reaction mixture, or fixed and/or impregnated into various solid materials. The materials can be organic in nature such as neutral and/or basic polymer resins, polymers or copolymers, or can be inorganic in nature such as alumninas, silicas, aluminosilicates, zeolites, active charcoals, oxides and/or metal salts.
    Type: Grant
    Filed: January 10, 1990
    Date of Patent: January 15, 1991
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventors: Emmanuel Arretz, Patrick Auge, Alfred Mirassou, Claude Landoussy
  • Patent number: 4935229
    Abstract: A novel hair waving agent comprises as its main ingredient a thioglyceryl alkyl ether or 1-phenyl-2-mercaptoethanol. The agent has low irritativeness and the good capability of wave formation.
    Type: Grant
    Filed: August 17, 1988
    Date of Patent: June 19, 1990
    Assignee: KAO Corporation
    Inventors: Sachio Naito, Kumi Ohshima
  • Patent number: 4935230
    Abstract: A novel hair waving agent comprises as its main ingredient a thioglyceryl alkyl ether or 1-phenyl-2-mercaptoethanol. The agent has low irritativeness and the good capability of wave formation.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: June 19, 1990
    Assignee: KAO Corporation
    Inventors: Sachio Naito, Kumi Oshima
  • Patent number: 4891444
    Abstract: Oxa-organic sulfur compounds, methods of preparing such compounds and methods of using the compounds as polymer chain length terminating agents are provided. The compounds are preparated by reacting allyl alcohol in the presence of a basic catalyst with a compound having the formula ##STR1## to form an intermediate.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: January 2, 1990
    Assignee: Phillips Petroleum Company
    Inventors: John S. Roberts, Tod K. Shioyama
  • Patent number: 4845129
    Abstract: The invention discloses certain diaryl substituted cyclopentane and cyclopentene derivatives useful as PAF inhibitors, pharmaceutical compositions containing said compounds as an active ingredient thereof and a method of using such compositions for inhibiting PAF-induced blood platelet aggregation, PAF-mediated broncho-constriction and extravasation, PAF-induced hypotension, PAF-induced ischemic bowel disease and PAF-mediated, endotoxin induced lug injury.
    Type: Grant
    Filed: March 14, 1988
    Date of Patent: July 4, 1989
    Assignee: Sandoz Pharm. Corp.
    Inventors: Robert C. Anderson, William J. Houlihan, Howard C. Smith, Edwin B. Villhauer
  • Patent number: 4740578
    Abstract: A process for producing polythiobisphenols which comprises: reacting a phenol having the general formula ##STR1## wherein each R independently represents a hydrogen, a halogen or an alkyl, with sulfur monochloride in a polar organic solvent in the presence of a nitrogen-containing organic compound as a catalyst which is selected from the group consisting of tertiary amines, quaternary ammoniums, alkylated acid amides and heteroaromatic compounds, in amounts of about 1-30% by weight based on the amount of the phenol used. As a catalyst, bromine or an alkali metal halide is also usable.A novel process for producing mercaptophenols by the hydrogenolysis of polythiobisphenols in the presence of a nickel catalyst is also disclosed. Raney nickel catalyst which is in advance poisoned with an organosulfur compound in which the sulfur atom has unshared electron pairs is especially effective as a catalyst.
    Type: Grant
    Filed: March 24, 1986
    Date of Patent: April 26, 1988
    Assignee: Seitetsu Kagaku Co., Ltd
    Inventors: Akira Onoe, Masao Kawamura, Tadaaki Nishi, Kenzo Kobayashi, Masato Yoshikawa
  • Patent number: 4734527
    Abstract: In a process for making 2,6-di-tertiarybutyl-4-mercaptophenol by the Zn/acid reduction of bis (3,5-di-tertiarybutyl-4-hydroxyphenyl)polysulfide the addition of catalytic amounts of lead to the zinc reagent results in substantial improvement in the process.
    Type: Grant
    Filed: October 17, 1986
    Date of Patent: March 29, 1988
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventor: Richard C. Krauss
  • Patent number: 4721814
    Abstract: Compounds of formula I or II ##STR1## in which formulae R.sup.1 and R.sup.2 are each independently of the other hydrogen, alkyl, alkenylmethyl, cyclohexyl, phenyl, benzyl or tolyl, or are a --CH.sub.2 CHR.sup.3 --CH.sub.2 --S--H group, R.sup.3 and R.sup.4 are each independently of the other hydrogen or methyl, X is alkylene, --S--, --SO--, --SO.sub.2 -- or substituted alkylene, R.sup.5 and R.sup.6 are each independently of the other hydrogen or alkyl, R.sup.8 is hydrogen, alkyl, alkenylmethyl or phenyl, and wherein n is an integer from 1 to 10, can be used as hardeners for epoxy resins.The compositions containing epoxy resins and these hardeners are particularly suitable for use as adhesive formulations. The cured products have good moisture resistance.
    Type: Grant
    Filed: January 16, 1987
    Date of Patent: January 26, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Sheik A. Zahir, Karl Mechera
  • Patent number: 4714777
    Abstract: The subject invention relates to novel cyclopropanone hydrate derivatives of the structural formula ##STR1## whereinR.sub.1 and R.sub.2 are selected from the group consisting of --H, --(CH.sub.2).sub.n -- where n is an integer between 1 and 20, preferably 2 and 10, --COCH.sub.2 NH.sub.2, and ##STR2## and R.sub.3 and R.sub.4 selected from the group consisting of --H, --OH, 13 NH.sub.2, --CN, --COOR.sub.5, --COOH, --SH, --(CH.sub.2).sub.n OH, --(CH.sub.2).sub.n NH.sub.2, --(CH.sub.2).sub.n COOH, --(CH.sub.2).sub.n COOR.sub.5, --CCH.sub.3 OH (CH.sub.2).sub.n COOH, halogen and C.sub.7 -C.sub.10 arakyls, where n is an integer between 1 and 20, preferably 1 and 10, and R.sub.5 is an alkyl radical having between 1 and 20, preferably 1 and 10, carbon atoms;and to a process for the synthesis thereof.
    Type: Grant
    Filed: January 6, 1986
    Date of Patent: December 22, 1987
    Assignee: University of Pittsburgh
    Inventors: Paul Dowd, Christopher Kaufman, Robert H. Abeles
  • Patent number: 4703127
    Abstract: Compounds of the general formula I are disclosed as useful intermediates in the preparation of prostanoids: ##STR1## wherein A represents O or H, OR.sup.z ;R.sup.z represents hydrogen or a protecting group;R.sup.x represents hydrogen or a protecting group; andR.sup.y represents halogen, a substituted thio group, di-substituted amino group, or a group of the formula R.sup.2, and R.sup.2 represents a straight- or branched-chain alkyl alkenyl or alkynyl group which may optionally be substituted by one or more carboxyl, carboxylic acid ester, or free or protected hydroxyl, thiol, aldehyde or keto groups;with the provisos that R.sup.x is not hydrogen when A is O and R.sup.y is R.sup.2 ; and that when A is H, OR.sup.z R.sup.y and R.sup.2 and R.sup.x and R.sup.z are not both hydrogen.Processes for the preparation of these compounds and of 2-substituted 4-hydroxy-cyclopent-2-en-1-one derivatives are also disclosed.
    Type: Grant
    Filed: September 2, 1983
    Date of Patent: October 27, 1987
    Assignee: The Australian National University
    Inventors: Rodney W. Rickards, Melvyn Gill, Robert M. Christie
  • Patent number: 4621098
    Abstract: The present invention provides thioethers of the general formula: ##STR1## wherein Ar is a phenyl radical which is optionally substituted one, two or three times by alkyl, alkenyl, alkoxy, alkylthio, alkanoyl, hydroxyl, hydroxyalkyl, carboxyl, alkoxycarbonyl, carbamoyl, nitro, amino or halogen, Q is an oxygen or sulphur atom or an NH group, A is a straight-chained or branched C.sub.2 -C.sub.8 alkylene radical which is optionally substituted by a hydroxyl group or can be interrupted by an ethenylene or ethynylene group, n is 0, 1 or 2, and R is a hydrogen atom or a straight-chained or branched alkyl radical which is optionally substituted one or more times by the same or different radicals selected from alkoxycarbonyl, alkoxy, hydroxyl, carboxyl or optionally substituted carbamoyl or amino; as well as the pharmacologically acceptable salts thereof, with the proviso that A cannot be ethylene when Ar is a phenyl radical, Q is an oxygen atom and R is the group --CH.sub.2 COOH.
    Type: Grant
    Filed: July 2, 1984
    Date of Patent: November 4, 1986
    Assignee: Boehringer Mannheim GmbH
    Inventors: Robert Umminger, Walter-Gunar Friebe, Wolfgang Kampe, Androniki Roesch, Otto-Henning Wilhelms
  • Patent number: 4599456
    Abstract: Novel compositions are disclosed consisting essentially of aldehydes of the structure R--CHO (wherein R is a C.sub.8 -C.sub.30 carbon radical) and about 0.1 to about 5 parts by weight of a triarylphosphine per 100 parts of aldehyde. In addition, a process for the recovery of essentially pure high boiling aldehyde by fractional distillation is provided wherein about 0.1 to about 5 parts by weight of a triarylphosphine per 100 parts of high boiling aldehyde is added to the aldehyde prior to distillation. Further, process for improving the high temperature storage stability of high boiling aldehydes is provided, which comprises adding about 0.1 to about 5 parts by weight of a triarylphosphine per 100 parts high boiling aldehyde to the aldehyde.
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: July 8, 1986
    Assignee: Phillips Petroleum Company
    Inventor: Charles A. Drake
  • Patent number: 4564710
    Abstract: A process for the production of mercapto alcohols wherein an epoxide is reacted with excess H.sub.2 S, the excess H.sub.2 S is separated from the mercapto alcohol, and the thus separated H.sub.2 S is subjected to reaction conditions sufficient to cause entrained epoxide to be converted to mercapto alcohol before the H.sub.2 S is compressed.
    Type: Grant
    Filed: November 8, 1984
    Date of Patent: January 14, 1986
    Assignee: Phillips Petroleum Company
    Inventor: Barry N. Steger
  • Patent number: 4542241
    Abstract: Dimercaptodihydroxy alkanes, such as 1,10-dimercapto-2,9-dihydroxydecane, are used as a curing agent for epoxide resins and as ore flotation agents.
    Type: Grant
    Filed: June 13, 1984
    Date of Patent: September 17, 1985
    Assignee: Phillips Petroleum Company
    Inventors: Roy A. Gray, Gary D. Macdonell
  • Patent number: 4507505
    Abstract: Improved process for the production of 2-mercapto ethanol-1 through the action of gaseous hydrogen sulphide on liquid ethylene oxide, under a pressure comprised between 5 and 15 bars and a temperature maintained at between 30.degree. and 70.degree. C., in the presence of a catalyst and/or diluent.The obtention of mercapto ethanol with excellent yields.
    Type: Grant
    Filed: March 21, 1983
    Date of Patent: March 26, 1985
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventor: Emmanuel Arretz
  • Patent number: 4493938
    Abstract: This invention is concerned with a method for the production of thioalkylene glycols by using the reaction solvent containing mainly the thioalkylene glycol, the product of the reaction of alkylene oxide and hydrogen sulfide, without using any other special solvent or inert solvent, in the presence of anion exchange resin as the catalyst, the method which enables the simple, economical and high-yield production of thioalkylene glycols because a high pressure is not necessarily required and the purification and isolation are carried out very easily.For example, according to this invention, thioethylene glycol was obtained in a 91% yield from ethylene oxide and hydrogen sulfide in the mixture of thioethylene glycol and thiodiethylene glycol as the solvent in the presence of the anion exchange resin as the catalyst. Similarly, thiopropylene glycol in a 95% yield from propylene oxide and hydrogen sulfide in thiopropylene glycol as the solvent, and thio-.alpha.-butylene glycol in a 94% yield from .alpha.
    Type: Grant
    Filed: April 10, 1981
    Date of Patent: January 15, 1985
    Assignee: Toyo Kasei Kogyo Co., Ltd.
    Inventors: Kunihiro Shimamoto, Hiroshi Hatanaka, Shinichiro Seki, Ryozo Orita
  • Patent number: 4484008
    Abstract: This invention relates to an improvement in the process of isolating certain diphenyl ethers from an aprotic organic solvent by the addition of a diphenyl ether phase forming amount of water to a reaction mixture comprising a liquid phase of the diphenyl ether dissolved in the solvent.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: November 20, 1984
    Assignee: PPG Industries, Inc.
    Inventors: James A. Cook, Jr., James A. Manner
  • Patent number: 4466914
    Abstract: Disclosed is a mild, efficient, stereo-selective process for a one step conversion of primary and secondary alcohols to their corresponding thiol ester and thiol derivatives with inversion of configuration.
    Type: Grant
    Filed: June 4, 1981
    Date of Patent: August 21, 1984
    Assignee: Merck & Co., Inc.
    Inventors: George G. Hazen, Ralph P. Volante
  • Patent number: 4439615
    Abstract: Compounds of the formula V ##STR1## wherein R.sup.2 is straight-chain or branched alkyl of 1 to 8 carbon atoms, cycloalkyl, aryl, alkaryl or aralkyl, L is a bivalent radical, for example --SCH.sub.2 CO.O(CH.sub.2 CH.sub.2 S).sub.y --CH.sub.2 CH.sub.2 -- or --O.COC.sub.p H.sub.2p -- wherein y is a number from 1 to 3 and p is a number from 1 to 18.
    Type: Grant
    Filed: July 19, 1982
    Date of Patent: March 27, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Siegfried Rosenberger, Samuel Evans, Bernard Gilg
  • Patent number: 4405640
    Abstract: Insecticides of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each selected from methyl, halomethyl, and halo; X is oxygen, sulphur, sulphonyl or a group NR.sup.4 where R.sup.4 represents hydrogen, lower alkyl or lower carboxylic acyl; R.sup.3 is lower alkyl, lower alkenyl or benzyl; m has the value zero or one, and n has a value from one to four.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: September 20, 1983
    Assignee: Imperial Chemical Industries PLC
    Inventor: Nazim Punja
  • Patent number: 4398042
    Abstract: The production of 3-mercapto-propanediol-1,2 is attained with good yields and in an industrially simple manner by reacting liquid hydrogen sulfide with glycidol under pressure, namely either in the presence of aluminum oxide or a sodium aluminum silicate, i.e., in heterogeneous phase or in the presence of an alkali or alkaline earth hydroxide dissolving in reaction medium, i.e. in homogeneous phase.
    Type: Grant
    Filed: April 9, 1981
    Date of Patent: August 9, 1983
    Assignee: Degussa Aktienbesellschaft
    Inventors: Axel Kleemann, Robert Nygren, Rudolf Wagner
  • Patent number: 4355183
    Abstract: Inhibition of the formation of color bodies and color-forming materials and other contaminants and/or decolorization of discolored sulfur-containing organic compounds containing divalent sulfur by addition of a small amount of oxalic acid.
    Type: Grant
    Filed: August 8, 1979
    Date of Patent: October 19, 1982
    Assignee: Phillips Petroleum Company
    Inventors: Martin E. Nash, Edward E. Huxley
  • Patent number: 4355185
    Abstract: 2-Mercaptoalkylsulphides and 2-mercaptoalkylethers are obtained by the hydrazinolysis of 3-thiaalkylisothiuronium salts and 3-oxaalkylisothiuronium salts.
    Type: Grant
    Filed: August 25, 1980
    Date of Patent: October 19, 1982
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Peter Bergthaller, Peter Wenzl
  • Patent number: 4343737
    Abstract: A process for producing a thiolcarbamate compound of the following formula ##STR1## wherein R.sub.1 represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a halogen atom or a nitro group, R.sub.2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, m is 1 or 2, and n is an integer of 4 to 6,which comprises reacting an .alpha.-methylstyrene of the following formula ##STR2## wherein R.sub.1 is as defined above, or its dimer with hydrogen sulfide in the presence of a catalyst to form a mercaptan of the following formula ##STR3## wherein R.sub.1 is as defined above, and reacting the mercaptan of formula (II) with a carbamoyl chloride of the following formula ##STR4## wherein R.sub.2, m and n are as defined.
    Type: Grant
    Filed: March 25, 1981
    Date of Patent: August 10, 1982
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Kazuhiko Konno, Atsushi Goh, Kunio Uchimura
  • Patent number: 4330677
    Abstract: The invention relates to polyethers having an an average molecule weight of 3000 to 5000 and having a propylene oxide proportion of 60 to 80% and an ethylene oxide proportion of 20 to 40%. Also included in the invention are compositions containing said polyethers and methods for the use of said polyethers and compositions, particularly for their anti-lipidaemic effect.
    Type: Grant
    Filed: October 31, 1979
    Date of Patent: May 18, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegfried Linke, Mithat Mardin, Hans P. Krause, Rudiger Sitt
  • Patent number: 4316991
    Abstract: The modification of polyether polyols by their reaction with epoxy resin and alkylene oxides is described. The modified polyols of 2000 to 7000 molecular weight produce flexible polyurethane foams that have higher load bearing properties than foams made with nonmodified polyols. The ability of a modified polyol to make a higher load bearing foam is related to the position in the polyol chain the epoxy resin is added.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: February 23, 1982
    Assignee: Texaco Inc.
    Inventors: George P. Speranza, Michael Cuscurida, Robert L. Zimmerman
  • Patent number: 4281202
    Abstract: A process for preparing mercapto-alcohols by reacting a molar excess of hydrogen sulfide with an alkylene, cycloalkylene, or aralkylene oxide in the presence of an alkali metal zeolite catalyst.
    Type: Grant
    Filed: April 29, 1980
    Date of Patent: July 28, 1981
    Assignee: Pennwalt Corporation
    Inventors: Bernard Buchholz, Charles B. Welsh, Henry C. Miller
  • Patent number: 4278816
    Abstract: Phenols and thiophenols are produced by reacting the corresponding diphenyl ether compound with hydrogen sulfide in contact with an absorptive catalyst, such as charcoal, activated carbon, calcined petroleum coke, etc. Temperatures in the range of from about 300.degree. to about 900.degree. C. are employed.
    Type: Grant
    Filed: August 26, 1977
    Date of Patent: July 14, 1981
    Assignee: Stauffer Chemical Company
    Inventor: Kyung-sup Shim
  • Patent number: 4277624
    Abstract: Novel diphenyl ether compounds of the general formula: ##STR1## wherein X represents a hydrogen atom or a nitro group, process for preparing the same and diphenyl ethers of the general formula: ##STR2## wherein R represents a hydrogen atom, or substituted or unsubstituted alkyl group, alkenyl group or alkynyl group, and Y represents an oxygen atom, a sulfur atom, or the group ##STR3## wherein R' is defined as R above, by reacting 2-chloro-4-trifluoromethylphenyl-3,4-dinitrophenyl ether with a compound of the general formula:RYH (III)wherein R and Y have the same meanings as defined above, respectively. The latter diphenyl ether compounds of the general formula (II) are useful as herbicides.
    Type: Grant
    Filed: July 5, 1979
    Date of Patent: July 7, 1981
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Takeo Yoshimoto, Keiichi Igarashi, Kengo Oda, Masaaki Ura, Naoki Sato
  • Patent number: 4260503
    Abstract: Epithio compounds or mercaptans of the formula I ##STR1## wherein X is an oxygen or sulfur atom, --CH.sub.2 --, --CH(R.sub.1)--, --COO--, --NH-- or --NR.sub.1 --, each of Y and Z is hydrogen or together they are a direct bond, Q is hydrogen if Y and Z together are a direct bond, or is --OH, --SH, --OR.sub.1, --SR.sub.1, --OOCR.sub.1, --S--CH.sub.2).sub.n OH, --S--CH.sub.2).sub.n COOR.sub.1, --NHR.sub.1 or --N(R.sub.1).sub.2, n is an integer from 1 to 10, each of R and R.sub.1 independently is a cyclic or acyclic hydrocarbon radical of aliphatic or aromatic character containing 4 to 30 carbon atoms which can be interrupted by oxygen or sulfur, with the proviso that the groups R and R.sub.1 contain a total number of 8 to 30 carbon atoms. These compounds have excellent suitability for use as additives for lubricants, especially as extreme pressure and antiwear additives.
    Type: Grant
    Filed: November 26, 1979
    Date of Patent: April 7, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Michaelis
  • Patent number: 4259474
    Abstract: The sulfur-containing polyoxyalkylenes having the formula: ##STR1## wherein E is --SW or a halogen atom; W is hydrogen, phenyl, alkyl of 1 to 4 carbon atoms, an alkali metal or ammonium ion, or a heterocyclic radical containing from 2 to 4 hetero atoms in a 5-or 6-membered ring which may be monocyclic or may be fused to an aromatic ring; A, C and D represent lower alkylene of 2 to 4 carbon atoms; B is alkylene of 2 to 8 carbon atoms; y and z are each integers having a value of 0 to 50; x is an integer having a value of from 2 to 50; and n is an integer having a value of from 1 to 30; and intermixtures of said polyoxyalkylenes.The above compounds display a wide variety of uses; however, all are active metal working lubricants.
    Type: Grant
    Filed: September 25, 1979
    Date of Patent: March 31, 1981
    Assignee: GAF Corporation
    Inventors: Paritosh M. Chakrabarti, Lindley S. Wood, David J. Tracy
  • Patent number: 4255561
    Abstract: The sulfide polymers of polyoxyalkylenes having the formula: ##STR1## wherein M is alkyl of from 1 to 4 carbon atoms, benzyl, phenyl, hydrogen or an alkali metal or ammonium ion; A, C and D represent lower alkylene of 2 to 4 carbon atoms; B is alkylene of 2 to 8 carbon atoms; y and z are each integers having a value of 0 to 50; x is an integer having a value of from 1 to 50; n is an integer having a value of 1 to 30; and m has a value of from 2 to 10; and intermixtures of said polyoxyalkylene sulfide polymers.The above polymers have excellent antioxidating properties and are useful as synthetic metal working lubricants, antistatic agents and antioxidants for various other types of applications. They can also be used as crosslinking agents to impart oxidation resistance and static elimination.
    Type: Grant
    Filed: September 25, 1979
    Date of Patent: March 10, 1981
    Assignee: GAF Corporation
    Inventors: Lindley S. Wood, David J. Tracy, Paritosh M. Chakrabarti
  • Patent number: 4246127
    Abstract: Compounds of the general formula I, and mixtures thereof, ##STR1## in which R is linear alkyl having 12 to 24 C atoms, branched alkyl having 8 to 30 C atoms or alkylated phenyl or phenylalkyl having 8 to 24 C atoms, X is an oxygen or sulphur atom, n is a value from 0.5 to 8 or an integer from 1 to 8 and R.sup.1 is a hydrogen atom or a radical of the formula ##STR2## in which m is 0 or integers from 1 to 3, are excellent extreme-pressure additives in lubricants.
    Type: Grant
    Filed: January 11, 1979
    Date of Patent: January 20, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Klaus P. Michaelis, Hermann O. Wirth
  • Patent number: 4219489
    Abstract: Method and compounds are provided for use in the synthesis of steroids wherein a polyolefin is provided having an initiating group having a chalcogen atom in juxtaposition to a double bond, so as to be capable of bond formation to close to form a ring and having a terminating group involving pi unsaturation (a double or triple bond) conjugated to an aromatic ring. Upon acid catalysis, sigma bonds are formed through the interaction of a carbocation formed at the carbon atom bonded to the chalcogen atom and the double bond intermediate the initiating group and the terminating group, which close to form rings of a steroid nucleus, the carbocation interacting with the pi unsaturation conjugated with the aromatic group and being captured by a nucleophile present in the acidic reaction medium. The resulting steroid product may then be modified in known ways to produce known steroids.
    Type: Grant
    Filed: September 5, 1978
    Date of Patent: August 26, 1980
    Assignee: The Board of Trustees of the Leland Stanford Junior University
    Inventors: William S. Johnson, Leonard A. Bunes
  • Patent number: 4209639
    Abstract: This disclosure describes novel 13-thia prostanoic acids and derivatives thereof useful in causing prostaglandin-like biological responses.
    Type: Grant
    Filed: September 22, 1975
    Date of Patent: June 24, 1980
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner