Plural Oxygens Bonded Directly To The Same Carbon (e.g., Acetals, Ketals, Orthoesters, Orthocarbonates, Etc.) Patents (Class 568/591)
  • Patent number: 6420612
    Abstract: Bicycloheptene compounds represented by general formula (1) and being useful as intermediates for the production of agricultural chemicals or drugs (wherein X is hydroxycarbonyl, hydroxymethyl, halogenomethyl, nitromethyl, or methylthiomethyl); and a process for the preparation of compounds of general formula (1), characterized by reacting 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene with a compound represented by general formula (2) (wherein X is as defined above)
    Type: Grant
    Filed: September 13, 2001
    Date of Patent: July 16, 2002
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Tomio Yagihara, Hiroyuki Yamanaka
  • Patent number: 6348606
    Abstract: The claimed invention relates to cyclic dienol ethers of formula (III). wherein R3 is hydrogen and R4 is C1-4 alkoxy or R3 and R4 together form an optionally substituted methylenedioxy group —O—C(R5)(R6)—O—, wherein R5 and R6 are each independently hydrogen, C1-4 alkyl or phenyl.
    Type: Grant
    Filed: January 17, 2001
    Date of Patent: February 19, 2002
    Assignee: Roche Vitamins Inc.
    Inventors: Bruno Burdet, August Rüttimann
  • Patent number: 6344590
    Abstract: An adamantanemethanol derivative of the invention is represented by the following formula (1), wherein Ra is a hydrogen atom or a hydrocarbon group; Rb is a hydrocarbon group having a carbon atom, to which carbon atom at least one hydrogen atom is bonded, at a bonding site with the adjacent carbon atom; Rc, Rd and Re are each a hydrogen atom, a hydroxyl group which may be protected by a protective group or the like; provided that a hydroxyl group protected by a protective group or the like is bonded to at least one carbon atom constituting the adamantane skeleton when Ra is a hydrogen atom or a methyl group and Rb is a methyl group; and at least one substituent, in addition to the HO—C(Ra)(Rb)— group indicated in the formula (1), is bonded to the adamantane ring when one of Ra and Rb is a methyl group and the other is an ethyl group.
    Type: Grant
    Filed: December 21, 1999
    Date of Patent: February 5, 2002
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Tatsuya Nakano, Hiroshi Shimojitosyo
  • Patent number: 6281392
    Abstract: Orthoesters are prepared by reacting 1,1,1-trihaloalkanes with alkali metal alkoxides in the presence of the corresponding alcohol, a slurry of the alkali metal alkoxide in the corresponding alcohol being used.
    Type: Grant
    Filed: November 15, 1999
    Date of Patent: August 28, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Kirsten Burkart, Josef Guth, Thomas Letzelter, Jürgen Schweinzer, Hans-Josef Sterzel
  • Patent number: 6211416
    Abstract: Enol ethers of the formula I where R1 is an aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical which may carry further substituents which do not react with acetylenes or allenes, and the radicals R, independently of one another, are hydrogen or aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radicals, which may be bonded to one another to form a ring, and m is 0 or 1, are prepared by reacting an acetal or ketal of the formula II with an acetylene or allene of the formula III or IV where R and R1 have the abovementioned meanings, in the gas phase at elevated temperatures in the presence of a zinc- or cadmium- and silicon- and oxygen-containing heterogeneous catalyst.
    Type: Grant
    Filed: December 6, 1999
    Date of Patent: April 3, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Joaquim Henrique Teles, Norbert Rieber, Klaus Breuer, Dirk Demuth, Hartmut Hibst, Heinz Etzrodt, Udo Rheude
  • Patent number: 6184374
    Abstract: This invention is in the field of the chemistry of targeting anticancer anthracycline derivatives. More particularly, it concerns doxorubicin (DOX) or its daunosamine modified derivatives (DM-DOX) linked covalently to analogs of peptide hormones such as LH-RH, bombesin and somatostatin. These covalent conjugates are targeted to various tumors bearing receptors for the peptide hormone analogs. The compounds of this invention are represented by General Formula Q14—O—R—P wherein Q has the general formula wherein: Q14 signifies a Q moiety with a side chain at the 14 position, R— is H or —C(O)—(CH2)n—C(O)— and n=0-7, R′ is NH2 or an aromatic, saturated or partially saturated 5 or 6 membered heterocyclic compounds having at least one ring nitrogen and optionally having a butadiene moiety bonded to adjacent carbon atoms of said ring to form a bicyclic system; P is H or a peptide moiety, suitably an LHRH, somatostatin or bombesin analogs.
    Type: Grant
    Filed: July 15, 1998
    Date of Patent: February 6, 2001
    Assignee: The Administrators of the Tulane Educational Fund
    Inventors: Andrew V. Schally, Attila A. Nagy, Ren-Zhi Cai
  • Patent number: 6160185
    Abstract: Provided is a process for high purification of methylal by removing water and methanol present as impurities from the methylal. The process for purification of methylal comprises subjecting a methylal gas containing water and methanol and a polyalkylene glycol or a derivative thereof to gas-liquid counter current contact to remove the water and methanol.
    Type: Grant
    Filed: March 31, 1997
    Date of Patent: December 12, 2000
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Yoshio Tanaka, Shigeru Yamamoto
  • Patent number: 6114302
    Abstract: The present invention relates to perfume and fragrance pro-accords which are suitable for use in personal care and personal hygiene compositions as fragrance delivery systems. The pro-accords of the present invention slowly release fragrance raw materials upon contact with human skin thereby providing a prolonged fragrance benefit. The pro-accords serve as a means for delivering any fragrance raw material as well as other adjunct materials inter alia astringents, carriers, and diluents.
    Type: Grant
    Filed: November 15, 1999
    Date of Patent: September 5, 2000
    Assignee: The Procter & Gamble Company
    Inventors: Joseph Paul Morelli, Scott William Waite, Stacy Renee Hertenstein
  • Patent number: 6107525
    Abstract: A propene ether is selectively oxidized to an aldehyde-masked 2-hydroxypropanal using a metal-containing oxidation catalyst.
    Type: Grant
    Filed: October 26, 1998
    Date of Patent: August 22, 2000
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jihad Mohammed Dakka, Georges Marie Karel Mathys, Hans Karel Theresia Goris
  • Patent number: 6087538
    Abstract: Compounds of the formula I and II ##STR1## where R.sup.1 is hydrogen or an aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical or an acyl radical, it being possible for these radicals to carry further substituents which do not react with acetylenes or allenes, and the radicals R, independently of one another, are hydrogen or aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radicals which may be linked to one another with formation of a ring and m is 0 or 1, are prepared by an addition reaction of a compound of the formula IIIR.sup.1 OH IIIwith an acetylene or allene of the formula IV or V ##STR2## where R.sup.
    Type: Grant
    Filed: June 5, 1998
    Date of Patent: July 11, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Joaquim Henrique Teles, Norbert Rieber, Klaus Breuer, Christopher William Rieker, Dirk Demuth, Hartmut Hibst, Alfred Hagemeyer
  • Patent number: 6043303
    Abstract: This invention provides hexagonal crystals of a diacetal represented by the formula (1) ##STR1## wherein R.sup.1 and R.sup.2 each represents an alkyl group having 1 to 4 carbon, atoms or a halogen atom, each of m and n is an integer of 0 to 2 and p is 0 or 1, a nucleating agent comprising the diacetal of the formula (1), wherein part or the whole of the diacetal is in the form of hexagonal crystals, a polyolefin resin composition and a molded product each comprising a polyolefin resin and the nucleating agent, and a method for molding the polyolefin resin composition.According to the invention, the occurrence of fish eyes and coloration in a molded product can be prevented, the optical, mechanical and thermal properties of the molded product are superior and the molding cycle is shortened.
    Type: Grant
    Filed: September 3, 1997
    Date of Patent: March 28, 2000
    Assignee: New Japan Chemical Co. Ltd.
    Inventors: Toshiaki Kobayashi, Shizuyoshi Sakai
  • Patent number: 6030746
    Abstract: Di- or triphenyl monoterpene hydrocarbon derivatives of formula (1) are novel. ##STR1## X is a di- or trivalent monoterpene hydrocarbon group, R.sup.1 to R.sup.3 are hydrogen or an alkyl, alkoxy, alkoxyalkyl, alkenyl or aryl group, R.sup.4 is hydrogen or an acid labile group, at least one R.sup.4 being an acid labile group, letter n is an integer of 1-5, j, k and m are integers of 0-4, n+j+k+m=5, and p is 2 or 3. When used as a dissolution rate regulator, the compound of formula (1) exerts remarkably enhanced dissolution inhibitory effect and minimized light absorption in the deep-UV region. A chemically amplified positive resist composition having the compound of formula (1) blended therein is highly sensitive to actinic radiation such as deep-UV radiation, electron beam and X-ray, especially KrF excimer laser light, and has improved sensitivity, resolution and plasma etching resistance.
    Type: Grant
    Filed: April 1, 1997
    Date of Patent: February 29, 2000
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeshi Nagata, Satoshi Watanabe, Tsunehiro Nishi, Jun Hatakeyama, Shigehiro Nagura, Toshinobu Ishihara
  • Patent number: 5990360
    Abstract: A novel process for the manufacture of a .gamma.-halotiglic aldehyde HalH.sub.2 C-CH.dbd.C(CH.sub.3)-CHO [I], wherein Hal signifies chlorine or bromine, comprises haloalkoxylating a 1-alkoxy-2-methyl-1,3-butadiene H.sub.2 C.dbd.CH-C (CH.sub.3).dbd.CH-OR.sup.1 [II], wherein R.sup.1 signifies C.sub.1-4 -alkyl, using a particular halogenating agent in a C.sub.1-4 -alkanol (R.sup.2 OH) and hydrolyzing the thus-obtained .gamma.-halotiglic aldehyde dialkyl acetal HalH.sub.2 C-CH.dbd.C(CH.sub.3)-CH (OR.sup.1)(OR.sup.2) [III] to the desired .gamma.-chloro- or .gamma.-bromotiglic aldehyde I. The halogenating agent used in this process is selected from an alkali metal hypochlorite, an alkali metal hypobromite, an alkaline earth metal hypochlorite, an alkaline earth metal hypobromite, tert.butyl hypochlorite, N-bromoacetamide, 1.3-dichloro-5,5-dimethylhydantoin and 1,3-dibromo-5,5-dimethylhydantoin. Further aspects of the present invention are the use of the thus manufactured .gamma.
    Type: Grant
    Filed: May 12, 1998
    Date of Patent: November 23, 1999
    Assignee: Roche Vitamins Inc.
    Inventors: Bruno Burdet, Paul Nosberger, August Ruttimann
  • Patent number: 5852208
    Abstract: A process of producing compounds containing an acyloxyalkoxy group from an alcohol consists of reacting the alcohol with a formaldehyde donor until a compound of the formula:R--O--CH.sub.2 (OCH.sub.2).sub.X OR (V)is generated, wherein x is between about 1 to about 5 and R is an organic moiety. This product is then reacted with a carboxylic acid anhydride. The resulting product has the formula:R--O--CH.sub.2 O--COR.sup.1wherein R.sup.1 is a C.sub.1 -C.sub.6 alkyl group. The invention further relates to intermediates used in the production of such acyloxyalkoxylated compounds.
    Type: Grant
    Filed: August 30, 1996
    Date of Patent: December 22, 1998
    Assignee: Dixie Chemical Company, Inc.
    Inventor: Joseph C. Rongione
  • Patent number: 5843903
    Abstract: This invention is in the field of the chemistry of targeting anticancer anthracycline derivatives. More particularly, it concerns doxorubicin (DOX) or its daunosamine modified derivatives (DM-DOX) linked covalently to analogs of peptide hormones such as LH-RH, bombesin and somatostatin. These covalent conjugates are targeted to various tumors bearing receptors for the peptide hormone analogs. The compounds of this invention are represented by General Formula Q.sup.14 --O--R--P wherein Q has the general formula ##STR1## wherein: Q.sup.14 signifies a Q moiety with a side chain at the 14 position, R-- is H or --C(O)--(CH.sub.2).sub.n --C(O)-- and n=0-7, R' is NH.sub.2 or an aromatic, saturated or partially saturated 5 or 6 membered heterocyclic compounds having at least one ring nitrogen and optionally having a butadiene moiety bonded to adjacent carbon atoms of said ring to form a bicyclic system; P is H or a peptide moiety, suitably an LHRH, somatostatin or bombesin analogs. Nevertheless where R' is NH.sub.
    Type: Grant
    Filed: November 27, 1995
    Date of Patent: December 1, 1998
    Assignee: The Administrators of the Tulane Educational Fund
    Inventors: Andrew V. Schally, Attila A. Nagy, Ren-Zhi Cai
  • Patent number: 5798434
    Abstract: A monomer mixture having a hydroxyl value ranging from 0 to 134 KOH mg/g, obtainable by polymerizing a mixed raw material of an unsaturated compound selected from the group consisting of fatty acids each having one carboxyl group and one double bond in the molecule and having 11 to 22 carbon atoms and lower alkyl esters thereof with an unsaturated compound selected from the group consisting of fatty acids each having one carboxyl group and 2 to 4 double bonds in the molecule and having 11 to 22 carbon atoms and whose iodine value ranges from 30 to 130 g (iodine)/100 g to give dimers and trimers, then converting the carboxyl groups (or the lower alkyl ester group in case of the lower alkyl esters) present in the resulting dimers and trimers into hydroxyl groups through reduction to give a mixture substantially consisting of dimer diols and trimer triols, and then subjecting the mixture having a dimer diol/trimer triol weight ratio ranging from 30/70 to 99/1 to an esterification reaction with an .alpha., .beta.
    Type: Grant
    Filed: August 30, 1996
    Date of Patent: August 25, 1998
    Assignee: Lion Corporation
    Inventors: Hitoshi Kigawa, Hiroshi Yamagishi, Noriko Suzuki, Yoshikazu Asao
  • Patent number: 5777174
    Abstract: Process for preparing perfluoropolyethers with bromo- or iodo- containing end groups, respectively, by subjecting a peroxidic perfluoropolyether to thermal treatment, in the absence of UV radiation, at temperatures from 120.degree. C. to 280.degree. C. in the presence of bromo- or iodo-containing compounds having, respectively, the following general formulas:T T' T" C Brwherein T, T', T" equal to or different from each other are selected from Br, F, H or R'.sub.f, wherein R'.sub.f is a perfluoroalkylic chain from 1 to 8 carbon atoms;R R' R" C Iwherein R, R', R", equal to or different from each other can be I (iodine), H, F, or R'.sub.f, wherein R'.sub.f has the meaning indicated above.
    Type: Grant
    Filed: April 21, 1997
    Date of Patent: July 7, 1998
    Assignee: Ausimont S.p.A.
    Inventors: Giuseppe Marchionni, Pier Antonio Guarda
  • Patent number: 5756858
    Abstract: The invention relates to novel processes for the preparation of phenyl acetic acid derivatives of the formula (I) some of which are known ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 independently of each other each represent hydrogen, alkyl or alkoxy by ozonolysis of compounds of the formula (II) ##STR2## in which R.sup.4 represents hydrogen or methyl and oxidation of the reaction products obtained therefrom. The invention further relates to novel intermediates and a process for the preparation thereof.
    Type: Grant
    Filed: March 30, 1995
    Date of Patent: May 26, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Rainer Fuchs
  • Patent number: 5665698
    Abstract: Described are methyl substituted tetrahydroindane alkyl enol ethers defined according to the structure: ##STR1## wherein R.sub.1 represents methyl or ethyl; wherein R.sub.4 represents methyl or hydrogen; wherein R.sub.2, R.sub.3, R.sub.5 and R.sub.6 each represents methyl or ethyl with the provisos that:(1) at least three of R.sub.2, R.sub.3, R.sub.5 and R.sub.6 represent methyl; and(2) when each of R.sub.2, R.sub.3, R.sub.5 and R.sub.6 is methyl, then R.sub.4 is methyland uses thereof in augmenting, enhancing or imparting an aroma in or to perfume compositions, colognes and perfumed articles including but not limited to perfumed polymers, solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, cosmetic powders and hair preparations. Also described are processes for preparing same as well as the process intermediates defined according to the structure: ##STR2## wherein R.sub.7 and R.sub.
    Type: Grant
    Filed: September 6, 1996
    Date of Patent: September 9, 1997
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anubhav P. S. Narula, James Joseph Koestler, Peter J. Hartong, Marie R. Hanna, Charles E. J. Beck
  • Patent number: 5599848
    Abstract: A process for preparing a mixture of 8E,10E-dodecadienol (Ia), 8E,10Z-dodecadienol (Ib), 8Z,10E-dodecadienol (Ic) and 8Z,10Z-dodecadienol (Id),H.sub.3 C--CH.dbd.CH--CH.dbd.CH--(CH.sub.2).sub.6 --CH.sub.2 --OH(8E,10E=Ia)(8E,10Z=Ib)(8Z,10E=Ic)(8Z,10Z=Id)starting from 1,8-octanediol (II) which is converted with a halogenating agent into (III)Hal-CH.sub.2 --(CH.sub.2).sub.6 --CH.sub.2 --OH (III)where (III) is subsequently reacted with (IV),H.sub.2 C.dbd.CH--O--R (IV)to give (V)Hal-CH.sub.2 --(CH.sub.2).sub.6 --CH.sub.2 --O--CH(CH.sub.3)--OR(V),(V) is converted in the presence of magnesium and crotonaldehyde into (VI)H.sub.3 C--CH.dbd.CH--CH(OH)--(CH.sub.2).sub.8 --O--CH(CH.sub.3)--OR(VI)and the protective group R and the hydroxyl group are simultaneously eliminated from (VI) in the presence of acid, novel intermediates for this process, and methods for controlling the codling moth Cydia pomonella by interfering with mating using this mixture are described.
    Type: Grant
    Filed: August 7, 1995
    Date of Patent: February 4, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Klein, Ulrich Neumann, Wolfgang Mackenroth, Guenter Renz, Wolfgang Krieg, Christiane Mackenroth, Ernst Buschmann, Jacobus J. DeKramer, Roland Milli
  • Patent number: 5565585
    Abstract: A new and practical method for synthesizing heterocyclic polyhydroxylated alkaloids using enzymatic aldol condensation and catalytic intramolecular reductive amination is disclosed.
    Type: Grant
    Filed: April 8, 1994
    Date of Patent: October 15, 1996
    Assignee: G. D. Searle & Co.
    Inventors: Chi-Huey Wong, Richard L. Pederson, Yi-Fong Wang
  • Patent number: 5550299
    Abstract: Ortho esters of the structure ##STR1## wherein R.sub.1 and R.sub.2 are different or the same alkyl moieties and can be a saturated, unsaturated, branched, unbranched or cyclic alkyl moiety of 1-3 carbon atoms, are prepared by first anhydrously reacting hydrogen cyanide or a hydrogen cyanide derivative with a secondary alkanol and hydrogen chloride in the presence of an inert organic solvent. Upon the formation of the resulting imino ether hydrochloride, more secondary alkanol is added to form the ortho esters (I). 1,1-Dialkoxycycloalkanes of the structure ##STR2## wherein R.sub.1 and R.sub.2 correspond to R.sub.1 and R.sub.2 of structure (I), and n is an integer from 4 to 9, are prepared by reacting with the imino ether hydrochloride more secondary alkanol and a cycloalkanone having 5 to 10 carbon atoms.
    Type: Grant
    Filed: October 24, 1994
    Date of Patent: August 27, 1996
    Assignee: Huls America Inc.
    Inventors: Chitoor S. Subramaniam, Thomas V. John, David Colvin, George W. Bitler
  • Patent number: 5539129
    Type: Grant
    Filed: July 22, 1994
    Date of Patent: July 23, 1996
    Assignee: L'Oreal
    Inventors: Alexandre Zysman, Henri Sebag, Alain Ribier, Guy Vanlerberghe, Claude Mahieu, Claude Berthelot
  • Patent number: 5449836
    Abstract: A process for the preparation of vitamin A which preferably comprises bringing cyclogeranyl sulphone into contact with a C.sub.10 aldehyde acetal, halogenating the derivative obtained and then removing the halogen group and the sulphone, removing the acetal group and isomerizing the retinal obtained to the desired configuration. Also disclosed are compounds useful as intermediates in the synthesis of vitamin A and processes for preparation of these intermediate compounds.
    Type: Grant
    Filed: January 5, 1995
    Date of Patent: September 12, 1995
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventor: Pierre Chabardes
  • Patent number: 5399778
    Abstract: Ketals of longer-chain or branched alcohols are prepared from dimethyl ketals or their ketones by reaction of the dimethyl ketals and the alcohols at high temperatures of 150.degree. to 180.degree. C. in the presence of acid catalysts. The enol ethers and mixed ketals which are separated by distillation are added to the next reaction batch and also react to form the target product. The starting material, dimethyl ketal, may also be formed during the reaction from the ketone and trimethyl orthoformate.
    Type: Grant
    Filed: October 19, 1993
    Date of Patent: March 21, 1995
    Assignee: Huls Aktiengesellschaft
    Inventors: Klaus-Dieter Steffen, Josef Metz
  • Patent number: 5344995
    Abstract: An improved process for preparing cyclic acetals of 3-formyl-2-butenyltriphenylphosphonium chloride by acetalization of 3-formyl-2-butenyl acetate with an aliphatic 1,3-diol, conversion of the resulting 4-acetoxy acetal into the corresponding 4-hydroxy acetal, Vilsmeier chlorination to give the corresponding 4-chloro acetal and subsequent reaction with triphenylphosphine entails carrying out the first 3 steps in an aliphatic or cycloaliphatic hydrocarbon or mixture of hydrocarbons with 6-8 carbons and the reaction with triphenylphosphine in an alkanol with 1-3 carbons and/or in aliphatic or cycloaliphatic hydrocarbon with 6-8 carbons or a corresponding mixture of hydrocarbons. The process is particularly advantageous when conversion of the 4-acetoxy acetal into the 4-hydroxy acetal is carried out with an aqueous alkali metal hydroxide solution in the presence of phase-transfer catalysts, and the first three, or all four, reaction stages are carried out in the same C.sub.6 -C.sub.8 -hydrocarbon.
    Type: Grant
    Filed: July 6, 1993
    Date of Patent: September 6, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Krause, Joachim Paust, Walter Dobler, Hagen Jaedicke
  • Patent number: 5321164
    Abstract: Described is the 2(1-vinyl-5-hexenyl)cyclopentanone having the structure: ##STR1## a process for preparing same by reacting the compound having the structure: ##STR2## with the compound having the structure: ##STR3## and then heating the resulting intermediate, and organoleptic uses of the compound having the structure: ##STR4## in perfumery.
    Type: Grant
    Filed: October 27, 1993
    Date of Patent: June 14, 1994
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard M. Boden, William J. Fylak, Joseph A. Mc Ghie, Charles E. J. Beck
  • Patent number: 5304687
    Abstract: Morpholinyl derivatives of doxorubicin having the general formula A: ##STR1## in which X represents a linear or branched C.sub.2 -C.sub.6 alkyl group or a benzyl group --CH.sub.2 C.sub.6 H.sub.5 and which have (S) or (R) configuration at carbon atom C-2" of the morpholino ring, are antitumor agents.
    Type: Grant
    Filed: January 13, 1993
    Date of Patent: April 19, 1994
    Assignee: Farmitalia Carlo Erba S.R.L.
    Inventors: Alberto Bargiotti, Maria Grandi, Antonino Suarato, Daniela Faiardi
  • Patent number: 5290912
    Abstract: The present invention has an object of producing a polyoxyalkylene compound by ring-opening polymerization of an alkylene oxide to a certain specific highly hydrophobic initiator. The present invention provides a process for producing a polyoxyalkylene compound, characterized in that the polyoxyalkylene compound is produced by ring-opening polymerization of an alkylene oxide, in the presence of a plural metal cyanide complex catalyst, with an initiator selected from an organopolysiloxane compound having an active hydrogen-containing functional group to which an alkylene oxide is reactive, and a fluorine-containing compound having such an active hydrogen-containing functional group and a fluorinated hydrocarbon group.
    Type: Grant
    Filed: January 10, 1992
    Date of Patent: March 1, 1994
    Assignee: Asahi Glass Company Ltd.
    Inventors: Takashi Watabe, Hiromitsu Takeyasu, Shigeyuki Kozawa
  • Patent number: 5283349
    Abstract: A 2,6,7-trisubstituted-3-methylenebicyclo-[3.3.0]octane of formula (I) or an enantiomer thereof, or a mixture of these in an arbitrary ratio. The compound is a key intermediate for preparation of isocarbacyclins which are useful as medicines for the circulatory system such as an antithrombotic agent, an antilipidemic agent, a hypotensive agent or an antiarterosclerotic agent.
    Type: Grant
    Filed: September 11, 1986
    Date of Patent: February 1, 1994
    Assignee: Teijin Limited
    Inventors: Toshio Tanaka, Kiyoshi Bannai, Seizi Kurozumi
  • Patent number: 5232836
    Abstract: Vitamin D derivatives corresponding to the following formula I ##STR1## in which R.sub.1 denotes a substituted alkyl group having 1 to 15 carbon atoms, in particular the side chains of vitamin D.sub.2 (C.sup.20 to C.sup.28) or D.sub.3 (C.sup.20 to C.sup.
    Type: Grant
    Filed: February 18, 1992
    Date of Patent: August 3, 1993
    Assignee: Ire-Medgenix S.A.
    Inventors: Roger Bouillon, Pierre J. De Clerco, Pierre Eliard, Maurits Vanderwalle
  • Patent number: 5227507
    Abstract: A process for the manufacture of compounds of the general formula ##STR1## wherein R.sup.1 signifies hydroxy or an etherified hydroxy group, and of zeaxanthin by converting a compound of the general formula ##STR2## wherein R.sup.1 has the above significance, in an inert organic solvent into the acetylenide and reacting this with methyl vinyl ketone, reducing the alcoholate obtained or the alcohol (obtained after hydrolysis of the alcoholate) of the general formula ##STR3## wherein R.sup.1 has the above significance, in an inert organic solvent with an aluminum hydride of the general formulaR.sub.x MAlH.sub.4-x IIIwherein M signifies alkali metal, R represents C.sub.1 -C.sub.10 -alkoxy or a group of the formula C.sub.n H.sub.2n+1 --O--C.sub.m H.sub.2m --O--, m and n each individually denote whole numbers of 1 to 7 and x stands for 0, 1, 2 or 3,and subsequently hydrolyzing to give the compound of formula IV and, if desired, converting the compound of formula IV obtained into zeaxanthin.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: July 13, 1993
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Teodor Lukac, Milan Soukup
  • Patent number: 5220076
    Abstract: The invention relates to new peroxide perfluoropolyethers having formula: ##STR1## wherein: A and B are end groups,X represents a (R'O).sub.m R" group where R' is selected from the class consisting of --CF.sub.2 --, --CF.sub.2 --CF.sub.2 -- and ##STR2## and R" is a perfluoroalkyl group; the value of "m" ranging from 0 to 6. The invention relates also to processes for preparing said perfluoropolyethers and other classes of non peroxide perfluoropolyethers derived therefrom.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: June 15, 1993
    Assignee: Ausimont S.r.l.
    Inventors: Antonio Marraccini, Antonio Pasquale, Anna M. Staccione, Giuseppe Marchionni
  • Patent number: 5208384
    Abstract: 2-Methylbenzaldehyde dialkyl acetals of the general formula I ##STR1## where R.sup.1 is C.sub.3 -C.sub.20 -alkyl or C.sub.1 -C.sub.12 -alkoxy and R.sup.2 is C.sub.1 -C.sup.8 -alkyl, with the proviso that R.sup.1 is not methoxy when R.sup.2 is methyl, are prepared and are used for the preparation of 2-methylbenzaldehydes.
    Type: Grant
    Filed: February 26, 1992
    Date of Patent: May 4, 1993
    Assignee: BASF Aktiengesellschaft
    Inventor: Dieter Hermeling
  • Patent number: 5191127
    Abstract: This invention provides glyoxal derivatives and a method for making these derivatives. A particularly useful derivative, 1-chloro-1,2,2-trialkoxyethane, and a facile method for making these alpha-halo ethers are provided. The alpha-halo ethers are valuable intermediates in the manufacture of a variety of commercial compounds.
    Type: Grant
    Filed: August 13, 1991
    Date of Patent: March 2, 1993
    Assignee: Loyola University of Chicago
    Inventor: James H. Babler
  • Patent number: 5185472
    Abstract: Novel mixtures of bicyclic ethers of the formulas ##STR1## wherein R represents an alkyl group of from one to four carbon atoms, said mixture having at least a 1.1:1 ratio of Ia to Ib, a process for their manufacture and their use as odoranis and novel intermediates for their preparation are described.
    Type: Grant
    Filed: February 28, 1991
    Date of Patent: February 9, 1993
    Assignee: Givaudan Corporation
    Inventors: Georg Frater, Harald Schmidt
  • Patent number: 5144092
    Abstract: The invention relates to new peroxide perfluoropolyethers having formula: ##STR1## wherein: A and B are end groups,X represents a (R'O).sub.m R" group where R' is selected from the class consisting of ##STR2## and R" is a perfluoroalkyl group; the value of "m" ranging from 0 to 6. The invention relates also to processes for preparing said perfluoropolyethers and other classes of non peroxide perfluoropolyethers derived therefrom.
    Type: Grant
    Filed: March 5, 1991
    Date of Patent: September 1, 1992
    Assignee: Ausimont S.r.l.
    Inventors: Antonio Marraccini, Antonio Pasquale, Anna M. Staccione, Giuseppe Marchionni
  • Patent number: 5103053
    Abstract: A tert-amine which contains an acid-activated color body precursor is treated to prevent it or a derivative thereof, e.g., an amine oxide, betaine, or quaternary ammonium compound, from turning pink when exposed to acidic conditions by contacting it with a dialkylacetal.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: April 7, 1992
    Assignee: Ethyl Corporation
    Inventors: Joe D. Sauer, Kim R. Smith, James E. Borland
  • Patent number: 5004832
    Abstract: Compounds are described of formula ##STR1## in which: Ar represents an aryl, possibly substituted;R represents a C.sub.1 -C.sub.4 alkyl;R' represents a hydroxyl, an alkoxy, an amino group possibly mono or di-alkyl substituted, or an O.sup.-- M.sup.+ group where M.sup.+ represents the cation of an alkaline metal;X represents a hydrogen, chlorine, bromine or iodine atom, a hydroxyl, or an acyloxy, alkylsulphonyloxy or arylsulphonyloxy group.The compounds of formula I can be easily transformed into alpha-arylalkanoic acids of formula ##STR2## in which Ar and R have the aforesaid meanings.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: April 2, 1991
    Assignee: Zambon S.p.A.
    Inventors: Graziano Castaldi, Claudio Giordano
  • Patent number: 4982011
    Abstract: Ether/ether-alcohol rich compositions are produced by hydrogenating hydroformylation reaction products, separating an ether/ether-alcohol containing mixture from the hydrogenation product, and catalytically hydrogenating such mixture at 200.degree.-250.degree. C. and 30-100 atmospheres. The crude product is then reflux distilled to separate the ether/ether-alcohol rich compositions from lighter and heavier ends.
    Type: Grant
    Filed: July 31, 1989
    Date of Patent: January 1, 1991
    Assignee: Exxon Research and Engineering Co.
    Inventor: Jean A. A. Hanin
  • Patent number: 4978653
    Abstract: 2-Cyclohexylpropanal derivatives are disclosed. The derivatives are represented by the following formula (I): ##STR1## wherein P is a hydrogen atom and Q represents a group --CH.dbd.N--OH or a group --CH(OR).sub.2, wherein each R represents a lower alkyl group or two R's together form a lower alkylene group which may have a lower alkyl substituent, or P and Q together form a group ##STR2## wherein R' is a lower alkyl group. The compounds possess floral, fruity, or green odors and are useful for preparing perfume compositions.
    Type: Grant
    Filed: August 29, 1989
    Date of Patent: December 18, 1990
    Assignee: Kao Corporation
    Inventors: Junji Koshino, Yoshiaki Fujikura, Manabu Fujita, Nao Toi
  • Patent number: 4952716
    Abstract: A process for the manufacture of compounds of the general formula ##STR1## wherein R.sup.1 signifies hydroxy or an etherified hydroxy group, and of zeaxanthin by converting a compound of the general formula ##STR2## wherein R.sup.1 has the above significance, in an inert organic solvent into the acetylenide and reacting this with methyl vinyl ketone, reducing the alcoholate obtained or the alcohol (obtained after hydrolysis of the alcoholate) of the general formula ##STR3## wherein R.sup.1 has the above significance, and subsequently hydrolyzing to give the compound of formula IV and, if desired, converting the compound of formula IV obtained into zeaxanthin.
    Type: Grant
    Filed: March 4, 1988
    Date of Patent: August 28, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Teodor Lukac, Milan Soukup
  • Patent number: 4947005
    Abstract: 1,1,2-Trialkoxyethanes of the general formula I ##STR1## where R.sup.1 to R.sup.3 are each independently of the others C.sub.1 -C.sub.20 -alkyl or cycloalkyl, or R.sup.1 and R.sup.2 may be linked together to form a 5-, 6- or 7-membered ring, are prepared by reacting formaldehyde dialkyl acetals of the general formula II ##STR2## where R.sup.1 and R.sup.2 are each as defined above, or compounds which are capable of forming formaldehyde dialkyl acetals under the reaction conditions, with carbon monoxide, hydrogen and alkanols R.sup.3 OH under superatmospheric pressure at elevated temperature in the presence of a catalyst composed of a cobalt carbonyl compound and a promotor, wherein the promotor is an alkali metal, alkaline earth metal or ammonium salt of a protogenic compound having an acid constant K.sub.a of from 10.sup.-2 to 10.sup.-14, an alkali metal or alkaline earth metal hydroxide or an aminocarboxylic acid.
    Type: Grant
    Filed: August 25, 1989
    Date of Patent: August 7, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Koeffer, Werner Bertleff
  • Patent number: 4898928
    Abstract: Water-soluble polyacetal or polyketal having the formula ##STR1## wherein R.sub.1, and R.sub.2 are aliphatic, cycloaliphatic or aromatic groups, for ketals; R.sub.1 is hydrogen and R.sub.2 is aliphatic, cycloaliphatic, or aromatic groups for acetals; R.sub.3 and R.sub.4 are also aliphatic, alkoxy, cycloaliphatic or aromatic groups X represents groups as (CH.sub.2).sub.n, O(CH.sub.2).sub.N O or ##STR2## that connect the pendant unsaturation to the aliphatic, cycloaliphatic or aromatic R.sup.4 groups, the ratio of a to b is 0.5 to 10, and n is 10-100.
    Type: Grant
    Filed: March 7, 1988
    Date of Patent: February 6, 1990
    Assignee: Sandoz Pharmaceuticals Corp.
    Inventors: Jorge Heller, Donald W. H. Penhale, Steve Y. Ng
  • Patent number: 4894181
    Abstract: Carbocyclic compounds of the formula I ##STR1## wherein Q is a benzene or cyclohexane ring or a naphthalene system, X is in each case --CH.sub.2 --(CH.sub.2).sub.p -- where it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O--, --S--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,p is 0, 1 or 2,A.sup.1 and A.sup.2 independently of one another are each a 1,4-phenylene group which is unsubstituted or monosubstituted or polysubstituted by halogen atoms and/or CH.sub.3 groups and/or CN groups and in which it would also be possible for one or more CH groups to be replaced by N atoms, a 1,4-cyclohexylene group wherein it would also be possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O-- and/or --S--, a piperidine-1,4-diyl group or a 1,4-bicyclo[2.2.2]octylene group,Z is --CO--O--, --O--CO--, --O--, --CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CHCN--CH.sub.2 --, --CH.sub.2 --CHCN--, --CH.dbd.CH--, --CH.dbd.N--, --N.dbd.CH--, --NO.
    Type: Grant
    Filed: May 16, 1988
    Date of Patent: January 16, 1990
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Klaus Praefcke, Bernd Kohne, Eike Poetsch
  • Patent number: 4870104
    Abstract: 11-Haloprostane derivatives of general formula I ##STR1## wherein X is F, Cl or Br,R.sub.1 is the residue CH.sub.2 OH or ##STR2## wherein R.sub.2 means a hydrogen atom, an alkyl, cycloalkyl, aryl, phenacyl or heterocyclic residue,A is a --CH.sub.2 --CH.sub.2 -- or cis-CH.dbd.CH-group,B is a --CH.sub.2 --CH.sub.2 -- or trans-CH.dbd.CH-- or a --C.tbd.C-group,W is an ethylenedioxymethylene group or a hydroxymethylene group,D and E together mean a direct bond orD is a C.sub.1-10 -alkylene group,E is an oxygen or sulfur atom, a direct bond, a --C.tbd.C-bond or a --CR.sub.6 .dbd.CR.sub.7 -group with R.sub.6 and R.sub.7 meaning a hydrogen atom, a chlorine atom or an alkyl group,R.sub.4 is a hydroxy group,R.sub.5 is a hydrogen atom, an alkyl, a cycloalkyl, an aryl or a heterocyclic group, andthe salts thereof with physiologically compatible bases, processes for their preparation, and use thereof as agents inhibiting gastric acid secretion.
    Type: Grant
    Filed: November 12, 1986
    Date of Patent: September 26, 1989
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Vorbruggen, Norbert Schwarz, Olaf Loge, Claus-Steffen Sturzebecher, Walter Elger
  • Patent number: 4847390
    Abstract: Novel cyclopentane derivatives which are useful as an intermediate for the preparation of N-(L-aspartyl)-N'-(2,2,5,5-tetramethylcyclopentanecarbonyl)-R-1,1-diaminoe thane are represented by the formula (I) ##STR1## wherein R.sub.1 is hydrogen and R.sub.2 is cyano, formyl, carbamoyl, alkanesulfonyloxy, or ##STR2## wherein R.sub.3 and R.sub.4 are the same or different and represent alkyl, substituted alkyl or R.sub.1 and R.sub.2 are combined to be methylsulfinylmethylene, acetoxymethylthiomethylene, halomethylthiomethylene, methylthiomethylene, alkoxymethylene, or --CH.sub.2 --O--.
    Type: Grant
    Filed: April 27, 1988
    Date of Patent: July 11, 1989
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Takayoshi Yamauchi, Kaneaki Hattori, Shunichi Ikeda, Kentaro Tamaki
  • Patent number: 4847392
    Abstract: A method of conducting a Diels-Alder reaction is provided comprising reacting a Diels-Alder diene comprising a 1,3-conjugated diene with a dienophile comprising an alpha,beta-unsaturated acetal or ketal in the presence of a protonating acid to yield a [4+2] cycloadduct.
    Type: Grant
    Filed: March 17, 1987
    Date of Patent: July 11, 1989
    Assignee: Regents of the University of Minnesota
    Inventors: Paul G. Gassman, Daniel A. Singleton
  • Patent number: 4841075
    Abstract: A method of preparing an acetal or ketal from a corresponding aldehyde or ketone is disclosed. A hydrous oxide of an element of Group IV of the Periodic Table is used as a catalyst, and the aldehyde or ketone is caused to react with an alcohol. The hydrous oxide can be obtained by partially dehydrating a hydroxide of the corresponding element. The method does not require an acid catalyst and is applicable to a carbonyl compound which is not stable in acids.
    Type: Grant
    Filed: December 7, 1987
    Date of Patent: June 20, 1989
    Assignee: Japan Tobacco, Inc.
    Inventors: Hajime Matsushita, Makoto Shibagaki, Kyoko Takahashi, Hideyuki Kuno
  • Patent number: 4833258
    Abstract: Novel intermediates and a novel process for their preparation, where said intermediates are useful in the preparation of 6-hydroxymethyl and related oxidation derivatives of mevinolin and analogs thereof, are disclosed.
    Type: Grant
    Filed: February 17, 1987
    Date of Patent: May 23, 1989
    Assignee: Merck & Co., Inc.
    Inventors: Robert L. Smith, Ta Jyh Lee