Plural Benzene Rings Bonded Directly To The Same Carbon Patents (Class 568/809)
  • Patent number: 5043495
    Abstract: A process of separation and purification of a propargyl alcohol which comprises treating a propargyl alcohol represented by Formula (I): ##STR1## wherein each of R.sub.1 and R.sub.2 represents a substituent which is different from each other, and is selected from the group consisting of a C.sub.1 -C.sub.8 alkyl group, a phenyl group; a halophenyl group, a phenyl group having at least one methyl substituent, an aralkyl group and a cycloalkyl group,which is chemically or optically impure,with a tertiary diamine represented by Formula (II): ##STR2## wherein each of R.sub.3, R.sub.4, R.sub.5 and R.sub.6 may be the same or different and represents an aralkyl group or an alkyl group having 1 to 6 carbon atoms; and R.sub.3, R.sub.4, R.sub.5 and R.sub.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: August 27, 1991
    Assignee: Ube Industries, Ltd.
    Inventors: Fumio Toda, Koichi Tanaka, Kikuo Ataka
  • Patent number: 5041620
    Abstract: A method for producing an optically active 2-cyclopenten-4-one-1-ol ester useful as an intermediate for medicines, agricultural chemicals and represented by the general formula (I), ##STR1## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, and a mark * represents an asymmetric carbon,which comprises bringing a 2-cyclopenten-4-one-1-ol ester represented by the general formula ##STR2## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, into contact with an optically active 1,6-diphenyl-2,4-hexadiyne-1,6-diol derivative represented by the general formula (II), ##STR3## wherein R' represents a halogenated phenyl, lower alkylphenyl, naphthyl or tertiary lower alkyl group, and a mark * represents an asymmetric carbon,in an organic solvent to obtain an optically active cyclopentenone ester complex which is a bound product of the optically active 2-c
    Type: Grant
    Filed: August 4, 1986
    Date of Patent: August 20, 1991
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Fumio Toda, Masayoshi Minai
  • Patent number: 4958033
    Abstract: A process for preparing an alcohol of the formula: ##STR1## by reacting a carbonyl compound of the formula: ##STR2## or an oxirane of the formula: ##STR3## magnesium and a propargyl halide of the formula: ##STR4## followed by hydrolysis, characterized in that the carbonyl compound (II) or the oxirane compound (III) and the propargyl halide (IV) are reacted simultaneously with magnesium in an inert solvent in the presence of zinc or a halide thereof.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: September 18, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yukihisa Takisawa, Nobuharu Kono, Kenji Saito, Hiroshi Yamachika
  • Patent number: 4940822
    Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, halo, halo-substituted alkyl, alkyl, cycloalkyl, aralkyl, aryl, heterocyclic, alkoxy, alkaryl, aryloxy, thioalkoxy, nitro, or N,N-dialkylamino are prepared by reacting 1-bromo-4-(trifluoromethyl)benzene with n-butyl lithium; reacting the product with a benzaldehyde of the formula: ##STR2## to produce a novel intermediate such as lithium 4-(trifluoromethyl)-.alpha.-]4-(trifluoromethyl)phenyl]benzenemethanol, and then reacting the lithium product with an acid or acid salt.
    Type: Grant
    Filed: November 4, 1988
    Date of Patent: July 10, 1990
    Assignee: Warner-Lambert Company
    Inventors: James G. Davidson, III, Brian S. Swierenga
  • Patent number: 4902814
    Abstract: A compound of formula: ##STR1## wherein R is selected from hydrogen, cyano, methyl, and ethynyl, and X represents the residue of any carboxylic acid of formula X-COOH which forms an insecticidally active ester with a 3-phenoxybenzyl alcohol. The compounds are useful as insecticides and acaricides.
    Type: Grant
    Filed: July 2, 1987
    Date of Patent: February 20, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventor: Alan J. Whittle
  • Patent number: 4898997
    Abstract: These compounds have the general formula: ##STR1## wherein R and R.sup.1, which may be the same or different, are hydrogen or alkyl, preferably C.sub.1 -C.sub.4 alkyl, and X, Y and Z are each independently hydrogen, chlorine or fluorine, provided that when R, R.sup.1 and Z are hydrogen, X and Y are not both hydrogen or both fluorine, and are prepared by dehydrating an alcohol of the formula: ##STR2## by, for example, heating the alcohol in the presence of a catalytic amount of a strong acid such as p-toluenesulphonic acid and preferably in the presence of an inert solvent.The compounds are intermediate for the preparation of fungicidal compounds.
    Type: Grant
    Filed: December 20, 1988
    Date of Patent: February 6, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: Raymond V. H. Jones, Ian G. C. Fleming
  • Patent number: 4886919
    Abstract: A process for the gas phase hydrogenation of unsaturated trisubstituted monoesters to the saturated trisubstituted alcohols using a Zn.sub.a Cu.sub.b X.sub.c Ni.sub.d O.sub.e reduced catalyst.
    Type: Grant
    Filed: November 25, 1987
    Date of Patent: December 12, 1989
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventors: Ernesto Vera-Castaneda, John E. Logsdon
  • Patent number: 4827052
    Abstract: The present invention provided optically active alcohols represented by the general formula: ##STR1## wherein R.sup.1 indicates an alkyl or alkyloxy group having a carbon number of 1-18, and A indicates a phenyl or a biphenyl group; or a phenyl or biphenyl group having a halogen atom or a cyano group. The alcohols are intermediates of optically active materials useful for components of liquid crystal materials for liquid crystal display elements having quick response.
    Type: Grant
    Filed: October 28, 1987
    Date of Patent: May 2, 1989
    Assignee: Chisso Corporation
    Inventors: Kouji Ohno, Shinichi Saito, Kazutoshi Miyazawa, Makoto Ushioda, Hiromichi Inoue, Naoyuki Yoshida
  • Patent number: 4814472
    Abstract: There are disclosed diethynylated diphenyl hexafluoropropane compounds, which are suitable for forming copolymers and carbon-carbon composites. These compounds are prepared in high yields by first providing a dihalogenated diphenyl hexafluoropropane compound, coupling the dihalogenated compound with ethynyltrimethylsilane in the presence of an organometallic catalyst to form a silylated ethynyl terminated diphenyl substituted compound and subsequently desilylating the compound to form the desired diethynylated diphenyl hexafluoropropane compound.
    Type: Grant
    Filed: February 14, 1985
    Date of Patent: March 21, 1989
    Assignee: Hughes Aircraft Company
    Inventor: Kreisler S. Y. Lau
  • Patent number: 4791139
    Abstract: A compound of formula: ##STR1## wherein W represents one or more substituents selected from halo, alkyl, alkoxy, alkoxyalkyl, haloalkyl and haloalkoxy or W represents a bidentate group linking adjacent carbon atoms selected from alkylene and alkylenedioxy; Y is a group of formula ##STR2## wherein X is a group of formula --(CF.sub.2).sub.n R.sup.3, where R.sup.3 is selected from hydrogen, chloro and fluoro, and n is one or two, R.sup.1 is selected from hydrogen, chloro, fluoro and hydroxy and R.sup.2 is selected from methyl, cyano, ethynyl and hydrogen; Q is selected from carbon bearing a hydrogen atom and nitrogen; and Z represents one or more substituents selected from fluoro, benzyl, phenoxy, chlorophenoxy, fluorophenoxy and bromophenoxy, or any isomer thereof. Processes for preparing these compounds and intermediates for use therein, insecticidal compositions containing these compounds and the use thereof are also disclosed.
    Type: Grant
    Filed: February 25, 1987
    Date of Patent: December 13, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael J. Bushell, Robin A. E. Carr
  • Patent number: 4769502
    Abstract: Alkynol type compounds of the following formula (I): ##STR1## [wherein R.sub.1 -R.sub.5 and R.sub.6 -R.sub.10 each represent hydrogen atoms or lower alkyl group and R.sub.11 represents a lower alkyl group or a group of the formula: ##STR2## (wherein R.sub.1 -R.sub.5 and R.sub.6 -R.sub.10 are as hereinbefore defined); at least one of R.sub.1 -R.sub.5 and at least one of R.sub.6 -R.sub.10 being lower alkyl grops.] These compounds are capable of forming and precipitating crystalline complexes with alcohols when added to an aqueous solution of alcohol. Thus, these compounds are useful for separating alcohols from aqueous solutions of alcohols.
    Type: Grant
    Filed: May 8, 1987
    Date of Patent: September 6, 1988
    Inventors: Fumio Toda, Koichi Tanaka
  • Patent number: 4740639
    Abstract: The invention relates to a process for the preparation of 2,4-disubstituted-1,5-pentanediols from formaldehyde and at least one simple aldehyde of the formula RCH.sub.2 CHO. More particularly the invention relates to a reaction to produce a 2,4-disubstituted glutaraldehyde wherein the reactant mole ratio of aldehyde/formaldehyde is between 1 and 8. The reaction is carried out in the presence of a secondary amine or secondary amine salt catalyst and leads to higher yields of the 2,4-disubstituted glutaraldehyde. The invention also relates to the production of 2,4-disubstituted-1,5-pentanediols by hydrogenation of the 2,4-disubstituted glutaraldehydes.
    Type: Grant
    Filed: June 12, 1987
    Date of Patent: April 26, 1988
    Assignee: Eastman Kodak Company
    Inventor: William A. Beavers
  • Patent number: 4705902
    Abstract: Process for preparing DDTr-free 1,1-bis(chlorophenyl)-2,2,2-trichloroethanol (dicofol).
    Type: Grant
    Filed: May 15, 1986
    Date of Patent: November 10, 1987
    Assignee: Rohm and Haas Company
    Inventors: Richard W. Nichols, William J. Zabrodski, Abhijit Mitra
  • Patent number: 4510338
    Abstract: The invention relates to new resorcin derivatives of the formula (I) ##STR1## wherein R.sub.1 and R.sub.2 independently represent hydrogen, halogen, trihalomethyl, alkyl having from one to 3 carbon atoms or alkoxy having from one to 3 carbon atoms.According to another aspect of the invention there are provided processes for the preparation of these compounds.The compounds of the formula (I) are pharmacologically active. In particular, they are suitable for the treatment of acute ethanolic intoxication. Pharmaceutical compositions containing them as active ingredient are also within the scope of the invention.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: April 9, 1985
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt.
    Inventors: Edit Toth, Jozsef Torley, Gyorgy Fekete, Laszlo Szporny, Laszlo Vereczkey, Eva Palosi, Imre Klebovich, Pal Vittay, Sandor Gorog, Istvan Hajdu
  • Patent number: 4508926
    Abstract: The invention relates to new 4-hydroxy-benzhydrols of the formula (I) ##STR1## wherein R.sub.1 and R.sub.2 independently represent hydrogen, halogen, trihalomethyl, alkyl having from one to 4 carbon atoms or alkoxy having from one to 4 carbon atoms, with the proviso that if R.sub.1 is hydrogen, R.sub.2 is other than hydrogen or a 3-trifluoromethyl group, or if R.sub.1 is a 2-methyl group, R.sub.2 is other than a 5-methyl group.According to another aspect of the invention there are provided processes for the preparation of these compounds.The compounds of the formula (I) are pharmacologically active. In particular, they are suitable for the treatment of acute ethanolic intoxication. Pharmaceutical compositions containing them as active ingredients are also within the scope of the invention.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: April 2, 1985
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt.
    Inventors: Edit Toth, Jozsef Torley, Gyorgy Fekete, Laszlo Szporny, Laszlo Vereczkey, Eva Palosi, Imre Klebovich, Pal Vittay, Sandor Gorog, Istvan Hajdu
  • Patent number: 4482759
    Abstract: There are prepared compounds of the general formula ##STR1## where R is methyl or ethyl and R.sub.1 is halogen or hydrogen. The compounds are useful as fungicides, especially against Piricularia oryzae on rice.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: November 13, 1984
    Assignee: Degussa Aktiengesellschaft
    Inventors: Werner Schwarze, Axel Kleemann
  • Patent number: 4467102
    Abstract: An optically active propargyl alcohol derivative of the formula (I) ##STR1## wherein X=phenyl or thienyl and R=lower alkyl, halogenated methyl, phenyl or substituted phenyl having at least one lower alkyl radical and or halogen atom, is prepared by contacting a racemic modification of l- and d-isomers of the formula (I) with l-brucine in an organic solvent, by separating the resultant deposited diastereomer from a solution containing the resultant other diastereomer in the organic solvent, by decomposing each diastereomer with an aqueous mineral acid solution in the presence of an organic solvent capable of dissolving the corresponding optically active isomer dissociated from the diastereomer and incompatible with water so as to allow the optically active isomer to be dissolved in the water-incompatible organic solvent, and by recovering the optically active isomer from the solution thereof.
    Type: Grant
    Filed: November 21, 1983
    Date of Patent: August 21, 1984
    Assignee: Ube Industries, Ltd.
    Inventors: Fumio Toda, Koichi Tanaka
  • Patent number: 4431852
    Abstract: Compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, are hydrogen or alkyl; X, Y and Z are each independently hydrogen, chlorine or fluorine and A is chlorine or bromine, are prepared by reacting a tertiary alcohol of general formula: ##STR2## or a substituted alkene of general formula: ##STR3## with chlorine, bromine, hypochlorous acid or hypobromous acid in water at a pH not exceeding 7 and at a temperature from 10.degree. to 150.degree. C.The compounds are useful intermediates for fungicides.
    Type: Grant
    Filed: April 22, 1982
    Date of Patent: February 14, 1984
    Assignee: Imperial Chemical Industries Limited
    Inventors: James A. Falconer, Raymond V. H. Jones, Ian G. C. Fleming
  • Patent number: 4416682
    Abstract: Fungicidal compounds of the formula: ##STR1## wherein R.sup.1 is an optionally substituted-alkyl, -cycloalkyl, -aryl or -aralkyl group, Y.sup.1 and Y.sup.2 are .dbd.CH-- or .dbd.N--; and salts, metal complexes, ethers and esters thereof.
    Type: Grant
    Filed: June 2, 1981
    Date of Patent: November 22, 1983
    Assignee: Imperial Chemical Industries PLC
    Inventor: Paul A. Worthington
  • Patent number: 4386219
    Abstract: Hydrogenation catalysts, which have a specific surface area of from 50 to 150 square meters per gram, solely or partially contain crystals having a spinel structure and copper in the form of copper oxide, and have been obtained by precipitating copper and aluminum in a ratio of from 0.25 to 3 atoms of copper per atom of aluminum from their compounds in the presence of a carbonate at a pH of from 4.5 to 9 and calcining the resulting precipitate at from 300.degree. to 800.degree. C., for the catalytic preparation of propanediols by hydrogenating hydroxypropionaldehydes at not more than 300 bar pressure and from 50.degree. to 200.degree. C., and processes for the preparation of propanediols by the use of such catalysts.The propanediols obtainable by the process of the invention, in particular 2,2-dimethylpropane-1,3-diol, are valuable starting materials for the preparation of lubricants, plastics, surface coatings and synthetic resins, for example corresponding polyesters.
    Type: Grant
    Filed: February 2, 1982
    Date of Patent: May 31, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Ernest Miesen, Franz J. Broecker, Wolfgang Schroeder, Karl Baer, Juergen Paetsch, Leopold Hupfer
  • 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: 4344966
    Abstract: The compounds are 1-aryl-1-lower alkyl-substituted-1-buten-3-ols, butan-3-ols, and acylation products thereof, e.g., (p-biphenylyl)-2-penten-4-ol and are useful as pharmaceuticals.
    Type: Grant
    Filed: January 8, 1980
    Date of Patent: August 17, 1982
    Assignee: Sandoz, Inc.
    Inventors: Paul L. Anderson, Darryl A. Brittain
  • Patent number: 4329518
    Abstract: [1,1'-Biphenyl]-3-ylmethyl pyrethroid esters, as well as processes, uses, and intermediates thereto, are disclosed. The [1,1'-biphenyl]-3-ylmethyl pyrethroid esters control a broad spectrum of insects as well as acarids.
    Type: Grant
    Filed: October 2, 1980
    Date of Patent: May 11, 1982
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4322442
    Abstract: 1-Halo-1-propyn-3-ols of the formula ##STR1## in which R is optionally substituted phenyl, pyridyl, furyl, thienyl or pyrazolyl,R' is optionally substituted phenyl, andX is halogen,which possess fungicidal properties.
    Type: Grant
    Filed: September 8, 1980
    Date of Patent: March 30, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Jager, Erich Klauke, Wilhelm Brandes, Paul-Ernst Frohberger
  • Patent number: 4302435
    Abstract: Process comprising contacting and reacting a diarylketone of the formula RCOR', wherein each of R and R' is aryl, the same or different, and hydrogen over at least a catalytic amount of lead-poisoned palladium catalyst, for example, Lindlar catalyst, at a hydrogen gage pressure in the range from about 150 kPa to about 15,000 kPa, preferably from about 340 kPa to about 3400 kPa, at a temperature in the range from about 50.degree. C. to about 200.degree. C., preferably from about 100.degree. C. to about 150.degree. C., to produce diarylmethanol of the formula RCHOHR', wherein R and R' are as defined above.
    Type: Grant
    Filed: September 22, 1980
    Date of Patent: November 24, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Lawrence W. Gosser
  • Patent number: 4301166
    Abstract: The invention relates to hydroxyethyl-azole compounds and methods for their preparation. Also included in the invention are compositions containing said hydroxyethyl-azole compounds and methods for the use of said compounds and compositions as antimycotic agents.
    Type: Grant
    Filed: November 9, 1979
    Date of Patent: November 17, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Erik Regel, Karl H. Buchel, Ingo Haller, Manfred Plempel
  • Patent number: 4238498
    Abstract: The invention provides a series of substituted diphenyl-imidazolyl-methanes useful as antimycotic agents. Also included in the invention are pharmaceutical compositions containing said diphenyl-imidazolyl-methanes and methods for the use of said compounds and compositions. The invention additionally includes methods for the manufacture of the diphenyl-imidazolyl-methanes.
    Type: Grant
    Filed: February 1, 1979
    Date of Patent: December 9, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Erik Regel, Karl H. Buchel, Wilfried Draber, Manfred Plempel, Ingo Haller
  • Patent number: 4223172
    Abstract: Bromoarylacetylenes such as m-bromophenylacetylene and certain precursors to such bromoarylacetylene are prepared by reacting an aryldibromide with a substituted terminal acetylene compound containing at least three carbon atoms and a hydroxy group on the carbon atom adjacent to the acetylene group in the presence of a dialkyl or trialkyl amine solvent and a catalyst system consisting of a palladium complex containing two halogen moieties and two tri-substituted phosphine moieties. Additional triphenylphosphine can be added. A cuprous iodide promoter is also employed in the reaction sequence. The bromoarylacetylenes can be reacted with a substituted terminal acetylene compound as defined using the same catalyst system as defined to produce the corresponding aryldihydroxy substituted acetylenes. Certain bromophenylhydroxy substituted acetylenes are claimed as new compositions.
    Type: Grant
    Filed: December 7, 1978
    Date of Patent: September 16, 1980
    Assignee: Gulf Research & Development Company
    Inventors: Edward T. Sabourin, Charles M. Selwitz
  • Patent number: 4178297
    Abstract: This invention relates to the preparation of unsaturated alcohols useful as flavor and fragrance compounds. More specifically, this invention relates to the preparation of predominately cis-unsaturated alcohols by reacting a cis-1-alkenylaluminum dialkyl compound with an epoxide compound followed by hydrolysis. The alkenyl moiety has one or more double bond carbon-to-carbon linkage and from 5 to 20 carbon atoms that can be optionally substituted with the substituents selected from alkyl and aromatic radicals having 1 to 12 carbon atoms.
    Type: Grant
    Filed: November 16, 1978
    Date of Patent: December 11, 1979
    Assignee: Texas Alkyls, Inc.
    Inventors: Spencer C. Watson, Dennis B. Malpass, G. Scott Yeargin
  • 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: 4151294
    Abstract: Alkynols of the formula, ##STR1## wherein X is F, Cl or Br; n is 0 or 1; m is 0 or 1 and R (if m is 0) is hydroxyalkyl of 1-6 carbon atoms or (if m is 1) alkyl, straight-chain hydroxyalkyl or straight-chain tetrahydropyran-2-yloxyalkyl of 2-6 carbon atoms in the alkyl, have anti-inflammatory activity.
    Type: Grant
    Filed: June 9, 1977
    Date of Patent: April 24, 1979
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Hans-Adolf Kurmeier, Erich Schacht, Joachim Gante, Dieter Orth, Zdenek Simane, Albrecht Wild
  • Patent number: 4133815
    Abstract: This invention relates to the preparation of unsaturated alcohols useful as flavor and fragrance compounds. More specifically, this invention relates to the preparation of predominantly cis-unsaturated alcohols by reacting a cis-1-alkenylaluminum dialkyl compound with an epoxide compound followed by hydrolysis. The alkenyl moiety has one or more double bond carbon-to-carbon linkage and from 5 to 20 carbon atoms that can be optionally substituted with the substituents selected from alkyl and aromatic radicals having 1 to 12 carbon atoms.
    Type: Grant
    Filed: March 11, 1976
    Date of Patent: January 9, 1979
    Assignee: Texas Alkyls, Inc.
    Inventors: Spencer C. Watson, Dennis B. Malpass, G. Scott Yeargin
  • Patent number: 4118487
    Abstract: Azol-1-ylmethanes substituted on the methane carbon atom by (a) phenyl or lower alkyl and (b) by a biphenyl-4-yl, 4-phenoxyphenyl, 4-phenylthiophenyl, 4-phenylsulfinylphenyl or 4-phenylsulfonylphenyl group are antimycotic and antibacterial agents. The compounds, of which (biphenyl-4-yl)phenyl-imidazol-1-ylmethane is a typical example, are prepared from the correspondingly substituted carbinol through treatment with thionyl-bis-azole or from the correspondingly substituted methyl halide with the azole or a derivative thereof.
    Type: Grant
    Filed: December 5, 1975
    Date of Patent: October 3, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Erik Regel, Wilfried Draber, Karl Heinz Buchel, Manfred Plempel
  • Patent number: 4115456
    Abstract: Alkyne compounds of the formula ##STR1## wherein R.sup.1 is H, alkyl of up to 4 carbon atoms or phenyl; R.sup.2 is H, aliphatic acyl of up to 6 carbon atoms or aroyl of up to 11 carbon atoms; R.sup.3 and R.sup.4 are H, F, Cl or Br and n is 0 or 1, and physiologicaly acceptable metals salts thereof, have antiinflammatory activity. These compounds can be made from compounds of the formula ##STR2## wherein Q is a functionally-modified hydroxy and R.sup.1, R.sup.3, R.sup.4 and n are as above by treatment with a solvolyzing agent.
    Type: Grant
    Filed: June 18, 1976
    Date of Patent: September 19, 1978
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Joachim Gante, Hans-Adolf Kurmeier, Dieter Orth, Erich Schacht, Albrecht Wild
  • Patent number: 4094908
    Abstract: The invention relates to new .alpha.
    Type: Grant
    Filed: September 9, 1976
    Date of Patent: June 13, 1978
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt.
    Inventors: Edit Toth, Jozsef Torley, Szabolcs Szeberenyi, Eva Palosi, Laszlo Szporny, Sandor Gorog, Csilla Meszaros
  • Patent number: 4087468
    Abstract: Grignard reagents of halo-substituted conjugated dienes are prepared by reaction of 1- or 2-halo-substituted conjugated diene with magnesium metal employing a metal halide/saturated aliphatic halide catalyst system. The Grignard reagent can be employed in the preparation of hydroxy-substituted conjugated dienes and hydroxy-substituted allenes. Adjustment of the molar ratio of the metal halide to the halo-substituted conjugated diene permits favoring of hydroxy-substituted conjugated dienes or hydroxy-substituted allenes in the diene products.
    Type: Grant
    Filed: December 12, 1975
    Date of Patent: May 2, 1978
    Assignee: Phillips Petroleum Company
    Inventor: Paul W. Solomon