Carbonyl Bonded Directly To Benzene Ring (i.e., Acetophenones) Patents (Class 568/335)
  • Patent number: 4451392
    Abstract: Described is a process for preparing triconjugated dienones defined according to the structure: ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.8 alkyl, phenyl or phenyl methyl and wherein R.sub.2 represents hydrogen or C.sub.1 -C.sub.5 lower alkyl; and wherein the wavy lines are indicative of a "cis" or a "trans" juxtaposition of the R.sub.2, methyl, acyl or vinyl moieties about one or both of the carbon-carbon double bonds which process involves the reaction of an acyl halide having the structure: ##STR2## (wherein X represents chloro) with a substituted or unsubstituted prenyl ester having the structure: ##STR3## wherein R.sub.3 represents C.sub.1 -C.sub.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: May 29, 1984
    Assignee: International Flavors & Fragrances Inc.
    Inventors: William J. Evers, Gilbert Stork, Barja D. Mookherjee, Howard H. Heinsohn, Jr.
  • Patent number: 4439418
    Abstract: A topical cosmetic preparation for the treatment of seborrhea containing an antiseborrheically effective amount of at least one compound having the formula ##STR1## wherein Ar represents a member selected from the group consisting of phenyl, phenyl substituted with at least one group selected from the group consisting of alkyl having from 1 to 4 carbon atoms, alkoxy having from 1 to 4 carbon atoms, hydroxy and halo, naphthyl and heteroaromatic radical having from 4 to 5 carbon atoms in the cycle, and R represents a member selected from the group consisting of hydrogen, alkyl having from 1 to 4 carbon atoms, alkanoyl having from 1 to 4 carbon atoms, aryl and arylcarbonyl, where aryl has the same meaning as Ar, as an antiseborrheic, and further containing conventional vehicles and additives. The invention also relates to the process for reducing sebaceous cell sebum production employing said topical cosmetic preparation.
    Type: Grant
    Filed: December 9, 1981
    Date of Patent: March 27, 1984
    Assignee: Henkel KGaA
    Inventors: Hinrich Moller, Siegfried Wallat, Friedhelm Bartnik
  • Patent number: 4414406
    Abstract: Molybdenum compounds, particularly molybdenum sulfide, molybdenum silicide, molybdenum selenide and molybdenum telluride are useful Friedel-Crafts catalysts for the aralkylation of aromatics to produce polybenzyls, the manufacture of aromatic ketones, aromatic sulfones and aromatic esters.The foregoing processes are carried out at a temperature of about 60.degree. to 250.degree. C. and at a catalyst concentration of about 0.1 to 15% by weight of reactants. The reaction products are useful as laminates, herbicides and bactericides.
    Type: Grant
    Filed: September 18, 1981
    Date of Patent: November 8, 1983
    Assignee: Standard Oil Company (Indiana)
    Inventor: Ellis K. Fields
  • Patent number: 4404216
    Abstract: 2-(2,4-Difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol and its pharmaceutically acceptable acid addition salts are disclosed. This particular bis-triazole derivative and its aforesaid salts are useful for treating fungal infections in animals, including humans. Methods for preparing these compounds from known starting materials are provided.
    Type: Grant
    Filed: June 1, 1982
    Date of Patent: September 13, 1983
    Assignee: Pfizer Inc.
    Inventor: Kenneth Richardson
  • Patent number: 4385185
    Abstract: Compounds of the general formula I: ##STR1## wherein R.sub.1 and R.sub.2 are equal or different alkyl-, alkoxyalkyl-, or aryl groups, or together form a ring; R.sub.3 is an allyl or benzyl radical; and R.sub.4 and R.sub.5 represent hydrogen, alkyl, alkoxyalkyl, alkenyl or further compounds of the formula II: ##STR2## wherein R.sub.1, R.sub.2, R.sub.4 and R.sub.5 have the meaning indicated above and R.sub.6 stands for hydrogen or methyl or to compounds which are modified by the addition of hydrogen to at least one olefinic or carbonylic double bond of compounds of the general formula I or II. The invention also relates to a process for preparing the new compounds. The compounds of the general formula II are obtained by thermal treatment of a selection of compounds of formula I, for which R.sub.3 stands for the allyl or methallyl radical. The compounds according to the invention are used as fragrant and flavoring substances.
    Type: Grant
    Filed: March 20, 1981
    Date of Patent: May 24, 1983
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventors: Helmut Gebauer, Walter Hafner
  • Patent number: 4358457
    Abstract: Compounds of the formula ##STR1## wherein R is H or C.sub.1-5 straight or branched chain alkyl; R.sub.1 is H, C.sub.1-10 straight or branched chain alkyl, allyl or phenyl; and R.sub.2 is phenyl or phenyl substituted with F, Cl, C.sub.1-5 straight or branched chain alkyl, di-F, di-Cl or di-Br; and the pharmaceutically acceptable acid addition salts thereof; are useful as muscle relaxants, anticonvulsants and analgesics.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: November 9, 1982
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Winton D. Jones, John M. Kane, Francis P. Miller
  • Patent number: 4333952
    Abstract: Compounds of formula (I): ##STR1## wherein: R.sup.1 is hydrogen, halogen or C.sub.1-4 alkoxy;X is oxygen; NR.sup.3 in which R.sup.3 is hydrogen, C.sub.1-4 alkyl, or -Y-R.sup.2 ; --C.dbd.O; or --CHOH;Y is --CH.sub.2 --CHOH, and when X is --C.dbd.O it may also be --CH.dbd.CH--; andR.sup.2 is C.sub.1-4 alkyl, one carbon atom of which is di- or tri-halogenated;or salts thereof, are useful in promoting growth of ruminants. Processes for their production, veterinary formulations and treatments are described.
    Type: Grant
    Filed: June 30, 1980
    Date of Patent: June 8, 1982
    Assignee: Beecham Group Limited
    Inventor: Brian G. McDonald
  • Patent number: 4329342
    Abstract: Novel 1-(1,3-dioxolan-2-ylmethyl)-1H-imidazoles and 1H-1,2,4-triazoles wherein the 1,3-dioxolane ring is substituted in the 4- and in the 5-positions, said compounds having useful antimicrobial properties.
    Type: Grant
    Filed: November 3, 1980
    Date of Patent: May 11, 1982
    Assignee: Janssen Pharmaceutica, N.V.
    Inventors: Jan Heeres, Leo Backx, Willy Van Laerhoven, Elmar Sturm
  • Patent number: 4327104
    Abstract: 1-Phenyl-2-(1,2,4-triazol-1-yl)-ethyl ethers of the formula ##STR1## in which R is halogen, alkyl, alkoxy, alkylthio, alkylsulfonyl, halogenoalkyl, nitro, cyano, optionally substituted phenyl or optionally substituted phenoxy,R' is alkyl, alkenyl, alkynyl, optionally substituted phenyl, optionally substituted benzyl or optionally substituted styryl, andn is 0, 1, 2 or 3,and their salts, which possess fungicidal and bactericidal properties.
    Type: Grant
    Filed: October 6, 1976
    Date of Patent: April 27, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Timmler, Karl Buchel, Wilhelm Brandes, Paul-Ernst Frohberger, Hans Scheinpflug
  • Patent number: 4327036
    Abstract: Process for nuclear chlorination of non-phenolic aromatic compounds, said process comprising contacting and reacting a non-phenolic aromatic compound having a net Hammett .sigma. value of about -0.1 to about 2.0 with chlorine monoxide in the presence of at least one-half an equivalent amount, based on the chlorine monoxide, of an acid having a pK.sub.a no greater than that of trichloroacetic acid, provided, however, when the net Hammett .sigma. value is about 0.7 to about 2.0, the acid has a pK.sub.a no greater than that of trifluoroacetic acid.
    Type: Grant
    Filed: May 8, 1980
    Date of Patent: April 27, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Frank D. Marsh
  • Patent number: 4316042
    Abstract: Compounds of the formula II: ##STR1## are produced by reacting a compound of the formula III ##STR2## with a compound of the formula IV: ##STR3## wherein R.sub.1 is hydrogen, alkyl of 1 to 5 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, alkyl of 1 to 4 carbon atoms substituted by cycloalkyl of 3 to 6 carbon atoms, polyhaloalkyl of 1 to 5 carbon atoms, allyl, propargyl, enzyl or aryl,R.sub.2 is hydrogen, halogen, alkyl or alkoxy, each of 1 to 4 carbon atoms, trifluoromethyl, nitro, alkylamino or dialkylamino, wherein the alkyl groups have 1 to 4 carbon atoms, or aryl,R.sub.3 is hydrogen, halogen, alkyl or alkoxy, each of 1 to 4 carbon atoms, or aryl,R.sub.4 is hydrogen, nitro, halogen, alkyl or alkoxy each of 1 to 4 carbon atoms or aryl,R.sub.5 is hydrogen, halogen, alkyl, alkylthio or alkoxy each of 1 to 4 carbon atoms, nitro, trifluoromethyl or aryl,R.sub.6 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, benzyl or aryl, andR is alkyl of 1 to 4 carbon atoms.
    Type: Grant
    Filed: August 15, 1979
    Date of Patent: February 16, 1982
    Assignee: Sandoz Ltd.
    Inventor: Peter Funfschilling
  • Patent number: 4315016
    Abstract: Fungicidal compounds of the formula: ##STR1## wherein R.sub.3 is hydrogen, R.sub.4 is phenyl optionally substituted with one halogen, and R.sub.5 is alkyl having up to 5 carbon atoms, alkenyl having up to 5 carbon atoms, alkynyl having up to 5 carbon atoms or monochlorophenoxymethyl or R.sub.5 is benzyl optionally ring substituted with up to three substituents selected from the class consisting of halogen, alkyl having up to 4 carbon atoms and alkoxy having up to 4 carbon atoms, or a fungicidal acid salt of such a compound.
    Type: Grant
    Filed: February 27, 1978
    Date of Patent: February 9, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventors: Sugavanam Balassubramanyan, Margaret C. Shephard
  • 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: 4286091
    Abstract: Valuable pyridazinone intermediates to pharmaceutically useful compounds can be prepared in surprisingly high yields by the reaction of the corresponding monohydrazone with diketene, preferably in the presence of a basic catalyst. In an especially preferred embodiment, p,p'-dichlorobenzil monohydrazone and diketene are reacted in a xylene solvent in the presence of triethylamine to afford 4-acetyl-5,6-bis(p-chlorophenyl)-2H-pyridazin-3-one, which can then be reacted with ethylene carbonate in the presence of potassium carbonate to afford the antihypertensive agent, 4-acetyl-5,6-bis(p-chlorophenyl)-2-(2'-hydroxyethyl)-2H-pyridazine-3-one.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: August 25, 1981
    Assignee: Diamond Shamrock Corporation
    Inventors: Russell M. Bimber, Russell Buchman, Michael F. DePompei, Larry J. Powers
  • Patent number: 4282354
    Abstract: In general, materials having the structure ##STR1## wherein A represents phenylene, napthylene, anthracenediyl, and dibenzothien-diyl;R.sub.1 and R.sub.2, which may be the same or different when taken alone represent hydrogen, cyano, alkylcarbonyl and arylcarbamoyl, arylcarbonyl, cyanoaryl;R.sub.1 and R.sub.2, when taken together, represent sufficient atoms to form substituted and unsubstituted radicals selected from the group consisting of furanylidene, fluorenylidene, pyrimidinylidene, thiazolidinylidene, pyrrolinyl, and indenyl, isoxazolinylidene, pyrazolinylidene and indanylidene, wherein said substituents are selected from the group consisting of hydrogen, cyano, aryl, oxo, thioxo, nitro, alkyl, nitroaryl, carbamoyl and cyanoalkyl; andalkyl represents an alkyl group having from one to six carbon atoms; aryl represents an aromatic nucleus selected from the group consisting of benzene, napthalene or anthracene, are useful in electrophoretic migration imaging processes.
    Type: Grant
    Filed: April 18, 1979
    Date of Patent: August 4, 1981
    Assignee: Eastman Kodak Company
    Inventors: James A. Van Allan, Louis J. Rossi, Melvin S. Bloom, Michael T. Regan, Hal E. Wright, Joseph Y. Kaukeinen
  • Patent number: 4266066
    Abstract: Ketones are prepared by reacting carboxylic acid halides, in particular carboxylic acid chlorides, with aluminum-alkyl compounds, optionally in the presence of an aluminum trihalide, in methylene chloride as the solvent, at a temperature between about 20.degree. and about 100.degree. C., preferably between about 30.degree. and about 60.degree. C., more preferably of about 40.degree. C. which is the reflux temperature of the methylene chloride. When operating at a temperature above approximately 40.degree. C., pressure higher than atmospheric is applied. The reaction mixture is worked up in usual manner, suitably by decomposition with water followed by distillation.
    Type: Grant
    Filed: November 26, 1979
    Date of Patent: May 5, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Spielmann, Georg Schaeffer
  • Patent number: 4215044
    Abstract: Process for preparing an organic compound of the formula R.sup.2 R.sup.2 CFC(O)R.sup.3, which process comprises contacting and reacting in a reaction mixture which includes an inert solvent, at a temperature of -40.degree. C. to -100.degree. C., ROF and ##STR1## R is polyfluoroperhaloalkyl of 1-6 carbon atoms or FOCF.sub.2 ; R.sup.1 is hydrocarbyl of 1-6 carbon atoms;each R.sup.2 is selected from H, alkyl of 1-17 carbon atoms, cycloalkyl of 3-6 carbon atoms, aryl, heteroaryl and such alkyl, cycloalkyl, aryl and heteroaryl substituted by halogen or alkoxy of 1-6 carbon atoms;R.sup.3 is selected from H, alkyl and haloalkyl of 1-16 carbon atoms, cycloalkyl of 3-10 carbon atoms, aryl and haloaryl, OSi(R.sup.1).sub.3, OH, NH.sub.2, alkoxy of 1-6 carbon atoms, aryloxy, NHR.sup.1 and NR.sup.1.sub.2 wherein R.sup.1 is alkyl of 1-6 carbon atoms, N-arylamino and nitrogen or sulfur heterocyclic of 4-5 carbon atoms;R.sup.3 and one R.sup.2 taken together is a diradical which with the C.dbd.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: July 29, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William J. Middleton
  • Patent number: 4209621
    Abstract: This disclosure describes substituted 1,2,4-triazolo[1,5-a]pyrimidines and substituted 1,2,4-triazolo[4,3-a]pyrimidines which possess anxiolytic activity.
    Type: Grant
    Filed: April 27, 1979
    Date of Patent: June 24, 1980
    Assignee: American Cyanamid Company
    Inventors: John P. Dusza, Robert A. Hardy, Jr., Jay D. Albright