Benzene Ring Containing Patents (Class 568/592)
  • Patent number: 4560777
    Abstract: Process for preparing esters of 2-(6'-methoxy-2'-naphtyl)-propionic acid via rearrangement of new ketals of 2-halo-1-(6'-methoxy-2'-naphtyl)-propan-1-one in the presence of a Lewis acid.The esters thus obtained are useful as intermediate products for preparing Naproxen.The process involves the preparation of the following new compounds:ketals of 2-halo-1-(6'-methoxy-2'-naphtyl)-propan-1-oneesters of 2-(5'-bromo-6'-methoxy-2'-naphtyl)-propionic acid1-(5'-bromo-6'-methoxy-2'-naphtyl)-propan-1-one2-halo-(5'-bromo-6'-methoxy-2'-naphtyl)-propan-1-one.
    Type: Grant
    Filed: August 4, 1983
    Date of Patent: December 24, 1985
    Assignee: Blaschim S.p.A.
    Inventors: Claudio Giordano, Aldo Belli, Fulvio Uggeri, Giovanni Villa
  • Patent number: 4559355
    Abstract: 2-Aryl-2-azolylmethyl-1,3-dioxepines of the formula ##STR1## in which Az is imidazol-1-yl or 1,2,4-triazol-1-yl,X is the ethylene or vinylene grouping, andAr is optionally substituted aryl, or addition products thereof with acids or metal salts, which possess fungicidal activity.
    Type: Grant
    Filed: August 12, 1983
    Date of Patent: December 17, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Udo Kraatz, Gerhard Jager, Karl H. Buchel, Wilhelm Brandes, Paul Reinecke, Hans-Dieter Scharf, Herbert Frauenrath
  • Patent number: 4552894
    Abstract: A 2-fluoroethoxy-substituted benzene derivative represented by the general formula ##STR1## wherein X represents an oxygen or sulfur atom, R.sup.1 and R.sup.2 represent a hydrogen atom or a lower alkyl group, n represents 0 or 1, and A represents a group of the general formula ##STR2## in which R.sup.3 and R.sup.4 represent a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a lower haloalkyl group, a lower haloalkylthio group or a methylenedioxy group, R.sup.5 and R.sup.6 represent a hydrogen atom or a lower alkyl group, and p and m represent 0 or 1.This compound is useful as an active ingredient of insecticidal and acaricidal agents, and can be produced by reacting a compound of the general formula ##STR3## with a compound of the general formulaA--D (IV)wherein in general formulae (III) and (IV), A, R.sup.1, R.sup.
    Type: Grant
    Filed: January 24, 1984
    Date of Patent: November 12, 1985
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Tsuneo Inoue, Kiyoshi Nakatani, Kengo Oda, Tutomu Ishii, Takatoshi Udagawa, Shiro Shiraishi
  • Patent number: 4550214
    Abstract: The present invention relates to vinyl biphenyl compounds of the formula ##STR1## wherein one of R.sup.1 and R.sup.2 is vinyl and the other is hydrogen, and the cyclic moiety A is a -2,5-, -2,3-, or -3,4- di-OR-1-phenyl moiety wherein R is a hydroxy-protecting group, polymers prepared therefrom, and methods of preparation thereof. The subject vinyl biphenyls can be polymerized and the resultant polymers deblocked to remove the R groups and provide the corresponding polymeric dihydroxybiphenyls which can be employed as redox polymers.
    Type: Grant
    Filed: October 19, 1983
    Date of Patent: October 29, 1985
    Assignee: Polaroid Corporation
    Inventor: Avinash C. Mehta
  • Patent number: 4542237
    Abstract: .alpha.-Arylalkanoic acids or esters, orthoesters or amides thereof are prepared by forming an .alpha.-hydroxy ketal or thioketal of an aryl alkyl ketone, activating the .alpha.-hydroxy substituent with an esterifying agent to form the corresponding ketal or thioketal ester substrate, wherein the ester group is sufficiently labile to non-catalytically disassociate from the substrate in a protic or dipolar, aprotic solvent, maintaining the ester substrate in contact with the protic or dipolar, aprotic solvent or mixtures thereof for a time sufficient to form the corresponding .alpha.-arylakanoic acid or ester, orthoester or amide thereof, and optionally concomitantly or sequentially hydrolyzing any ester, orthoester or amide formed to the corresponding .alpha.-arylalkanoic acid.
    Type: Grant
    Filed: June 7, 1983
    Date of Patent: September 17, 1985
    Assignee: Syntex Pharmaceuticals International Limited
    Inventor: George C. Schloemer
  • Patent number: 4539160
    Abstract: Useful novel ketene O,O-acetals of the formula I ##STR1## where R.sup.1 is a tertiary alkyl radical of 4 to 6 carbon atoms or unsubstituted or halogen-substituted phenyl, R.sup.2 is hydrogen and R.sup.3 and R.sup.4 independently of one another are each phenyl which is unsubstituted or substituted by halogen, alkoxy, alkyl, phenyl, phenoxy, cyano, nitro or trifluoromethyl, their preparation and their use for the preparation of ketene O,N-acetals.
    Type: Grant
    Filed: October 27, 1983
    Date of Patent: September 3, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Alfred Ruland, Wolfgang Reuther
  • Patent number: 4526999
    Abstract: Compounds of the Formula I: ##STR1## and pharmaceutically acceptable salts thereof are inhibitors of leukotriene biosynthesis. These compounds inhibit lipoxygenase, thus preventing the metabolism of arachidonic acid to the leukotrienes. These compounds are thus useful in the treatment of asthma, allergic disorders, inflammation, skin diseases and certain cardiovascular disorders.
    Type: Grant
    Filed: April 25, 1983
    Date of Patent: July 2, 1985
    Assignee: Merck & Co., Inc.
    Inventors: Philippe L. Durette, Timothy F. Gallagher
  • Patent number: 4524202
    Abstract: The invention relates to a process for the synthesis of 1,1'-diacetals, which method is also suitable for the stereoselective synthesis of glycosides with the 1,1'-diacetal structure. The process involves reacting a silyl compound of formula (II) with an acetal of formula (III) in the presence of a catalyst of formula (IV) or (V) in a suitable solvent.
    Type: Grant
    Filed: June 24, 1982
    Date of Patent: June 18, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Lutz-Friedjan Tietze, Roland Fischer
  • Patent number: 4518797
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an acyl group or certain optionally halo-substituted hydrocarbyl groups, and X is --CH.sub.2 CH(OCH.sub.3).sub.2, --CH.sub.2 CHO, --CH.dbd.CHOR.sup.2 in which R.sup.2 is acyl, --CHO,--C(O)Cl, --C(O)Br or --C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.
    Type: Grant
    Filed: March 15, 1979
    Date of Patent: May 21, 1985
    Assignee: Shell Oil Company
    Inventor: Steven A. Roman
  • Patent number: 4504421
    Abstract: An acetal is produced at a high yield and a high selectivity by contacting an olefin and an alcohol with each other in the presence of (a) a nitrite, (b) a platinum group metal or the salts thereof and (c) a halide at a high reaction rate without requirement of any troublesome operations for the separation, recovery and regeneration of the catalyst.
    Type: Grant
    Filed: March 16, 1983
    Date of Patent: March 12, 1985
    Assignee: Ube Industries, Ltd.
    Inventors: Kanenobu Matsui, Shinichiro Uchiumi, Akira Iwayama, Takashi Umezu
  • Patent number: 4504422
    Abstract: An acetal is produced at a high yield and a high selectivity by contacting an olefin and an alcohol with each other in the presence of (a) a nitrite, (b) a platinum group metal or the salts thereof and (c) a halide at a high reaction rate without requirement of any troublesome operations for the separation, recovery and regeneration of the catalyst.
    Type: Grant
    Filed: March 16, 1983
    Date of Patent: March 12, 1985
    Assignee: Ube Industries, Ltd.
    Inventors: Kanenobu Matsui, Shinichiro Uchiumi, Akira Iwayama, Takashi Umezu
  • Patent number: 4501705
    Abstract: An acetal is produced at a high yield and a high selectivity by contacting an olefin and an alcohol with each other in the presence of (a) a nitrite, (b) a platinum group metal or the salts thereof and (c) a halide at a high reaction rate without requirement of any troublesome operations for the separation, recovery and regeneration of the catalyst.
    Type: Grant
    Filed: June 14, 1983
    Date of Patent: February 26, 1985
    Assignee: Ube Industries, Ltd.
    Inventors: Kanenobu Matsui, Shinichiro Uchiumi, Akira Iwayama, Takashi Umezu
  • Patent number: 4501924
    Abstract: This invention relates to certain herbicidally active substituted diphenyl ether acetals or ketals, herbicidal compositions of the same and the use thereof for preemergence postemergence control of noxious plants, i.e., weeds.
    Type: Grant
    Filed: May 2, 1983
    Date of Patent: February 26, 1985
    Assignee: PPG Industries, Inc.
    Inventor: Dennis K. Krass
  • Patent number: 4500738
    Abstract: Alkoxymethyl protecting groups for organic hydroxyl substituents may be introduced into the desired compounds by acetal exchange between an alkylal and an alcohol in the presence of phosphorus oxychloride and dimethylformamide.
    Type: Grant
    Filed: December 8, 1983
    Date of Patent: February 19, 1985
    Assignee: American Home Products Corporation
    Inventor: Henry G. Schouten
  • Patent number: 4489210
    Abstract: The invention relates to a process for the halogenation of organic compounds in the liquid phase using gaseous halogenating agents, the gaseous halogenating agents being metered into the reaction vessel at such an entry velocity that a gas jet is formed in the reaction mixture at the point of entry of the halogenating agent and the formation of individual gas bubbles at the point of entry is prevented.
    Type: Grant
    Filed: July 30, 1982
    Date of Patent: December 18, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Judat, Ulrich Schnegg, Karlfried Wedemeyer
  • Patent number: 4456618
    Abstract: Naphthenic and heterocyclic retinoic acid analogues such as (E)-6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthaldehyde, methyl 6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthoate, 6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthoic acid, (E)-1-(5-carbethoxy-2-furanyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1- yl)-1,3-butadiene, (E)-1-(5-carboxy-2-furanyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl) -1,3-butadiene, (E)-1-(5-carbethoxythien-2-yl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1- yl)-1,3-butadiene, and (E)-1-(5-carboxythien-2-yl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl) -1,3-butadiene. These retinoids are useful as chemopreventive agents for inhibiting tumor promotion in epithelial cells and for treating nonmalignant skin disorders.
    Type: Grant
    Filed: October 15, 1982
    Date of Patent: June 26, 1984
    Assignee: SRI International
    Inventors: Marcia I. Dawson, Rebecca L. S. Chan
  • Patent number: 4435502
    Abstract: Photographic assemblages and processes are described employing positive-working redox dye-releasers and a processing composition containing a ketal blocked quinone which is soluble therein. After processing, when the pH is lowered, the free quinone is released for reaction with residual electron transfer agent present in the assemblage to prevent it from reacting with the dye releaser, which would otherwise cause further dye release. D.sub.min stability is thereby improved.
    Type: Grant
    Filed: May 2, 1983
    Date of Patent: March 6, 1984
    Assignee: Eastman Kodak Company
    Inventor: Noel R. Vanier
  • Patent number: 4435585
    Abstract: There is disclosed a novel process for preparing a number of cinnamaldehyde derivatives. These cinnamaldehyde derivatives can be reduced to dihydrocinnamaldehyde derivatives, a number of which are commercially important in the preparation of fragrances. The invention is also directed to a number of novel intermediates and their preparation.
    Type: Grant
    Filed: November 17, 1981
    Date of Patent: March 6, 1984
    Assignee: Givaudan Corporation
    Inventors: Yvo Crameri, Paul A. Ochsner, Peter Schudel
  • Patent number: 4433129
    Abstract: This invention is directed to hemi-formals having the following formulas: ##STR1## wherein b is 1 to about 5, c is 1 to about 3, d is 0 to about 2, the sum of c and d does not exceed 3 and is equal to or greater than 1 and n has a value equal to or greater than 1. These materials can be used to manufacture phenolic resins and are adaptable to liquid injection molding processes.
    Type: Grant
    Filed: January 19, 1982
    Date of Patent: February 21, 1984
    Assignee: Union Carbide Corporation
    Inventors: George L. Brode, Sui-Wu Chow
  • Patent number: 4433159
    Abstract: Optically active alpha-tocopherol is synthesized by a multi-step process using phytol as a starting material. The process does not require an optical resolution step.
    Type: Grant
    Filed: February 18, 1982
    Date of Patent: February 21, 1984
    Assignee: Eisai Co., Ltd.
    Inventors: Kimio Hamamura, Kozo Akasaka, Youji Yamagishi
  • Patent number: 4417064
    Abstract: The present invention relates to novel biphenyl compounds of the formula ##STR1## wherein one of R.sup.1 and R.sup.2 is hydrogen and the other is --CH.sub.3-m X.sub.m wherein X is chloro or bromo and m is an integer one or two, and the cyclic moiety A is a -2,5-; -2,3-; or -3,4-di-OR-1-phenyl moiety wherein R is a hydroxy-protecting group and to a method of preparing same. The biphenyl compounds are useful as intermediates in preparing redox compounds containing a phenylhydroquinone or phenylcatechol moiety.
    Type: Grant
    Filed: October 22, 1981
    Date of Patent: November 22, 1983
    Assignee: Polaroid Corporation
    Inventor: Avinash C. Mehta
  • Patent number: 4413149
    Abstract: Disclosed is a process for catalytic hydrogenolysis of p-substituted benzaldehyde-dialkyl-acetals of the general formula ##STR1## in which R is an alkyl group, an unsubstituted or substituted aryl group or an unsubstituted or substituted aralkyl group, by means of a catalyst system composed of cobalt carbonyl and at least one nitrogen-containing heterocyclic compound, such as pyridine, pyrrole, pyrrolidone or piperidine and a hydrogen/carbon monoxide mixture to give the corresponding p-substituted benzyl alkyl ether derivatives.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: November 1, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Fischer, Detlef H. Skaletz
  • Patent number: 4410733
    Abstract: Acetals of malonaldehyde are prepared by reacting an orthoester with a vinyl ether in the presence of a catalytic amount of FeCl.sub.3. The malonaldehyde acetals obtainable by the process according to the invention are valuable intermediates in the preparation of dyes, crop protection agents and drugs.
    Type: Grant
    Filed: January 6, 1982
    Date of Patent: October 18, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Dietrich Mangold, Josef Wahl, Wolf-Karlo Aders
  • Patent number: 4405816
    Abstract: Disclosed is the novel compound 4,4'-diphenylether-dialdehyde-bis-dimethylacetyl of the formula ##STR1## and a process for its preparation from di-p-tolyl ether ##STR2## by anodic oxidation of the latter in the presence of methanol and of a supporting electrolyte. The anode material used in this reaction is preferably platinum, lead dioxide, graphite or vitreous carbon, and the cathode material used is preferably steel, nickel, or graphite. The supporting electrolyte used is preferably NaOCH.sub.3, KOH, KPF.sub.6, CsF, NaBF.sub.4, LiBF.sub.4, tetraethylammonium p-toluenesulfonate, H.sub.2 SO.sub.4 or CH.sub.3 OSO.sub.3 H, individually or as a mixture.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: September 20, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Detlef H. Skaletz
  • Patent number: 4383943
    Abstract: The present invention relates to the novel compound acetaldehyde ethyl isoeugenyl acetal, useful as a fragrance material. The invention also provides a method of preparing this compound from isoeugenol and fragrance compositions which include the compound.
    Type: Grant
    Filed: October 7, 1981
    Date of Patent: May 17, 1983
    Assignee: Fritzsche Dodge & Olcott Inc.
    Inventors: Michael R. Britten-Kelly, Edward J. Shuster, Odd Hansen
  • Patent number: 4383949
    Abstract: A process for the preparation of a 3-bromo-4-fluorobenzaldehyde acetal of the formula ##STR1## in which R.sup.1 is methyl or ethyl,which comprises reacting a 3-bromo-4-fluoro-benzoic acid halide with ammonia to form 3-bromo-4-fluoro-benzoic acid amide, dehydrating said amide to form 3-bromo-4-fluoro-benzonitrile, reacting the nitrile with formic acid in the presence of a catalyst at a temperature between about 0.degree. and 150.degree. C. to form 3-bromo-4-fluorobenzaldehyde, and reacting said aldehyde with R.sup.1 OH or a derivative thereof capable of forming an acetal. The amide and nitrile are new compounds. The acetals are known intermediates in the synthesis of pyrethroid-like insecticides.
    Type: Grant
    Filed: June 26, 1981
    Date of Patent: May 17, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Fritz Maurer, Hans-Jochem Riebel, Uwe Priesnitz, Erich Klauke
  • Patent number: 4348538
    Abstract: A process for the preparation of a 3-bromo-4-fluoro-benzaldehyde acetal of the formula: ##STR1## in which R each independently is a C.sub.1 to C.sub.4 alkyl group or the radicals R together are a C.sub.2 to C.sub.5 alkanediyl radical,comprising reacting 3-bromo-4-fluoro-phenylglyoxylic acid of the formula: ##STR2## with an amine of the formula:H.sub.2 N--R.sup.1in whichR.sup.1 is an alkyl, cycloalkyl or aryl radical, at a temperature between about 0.degree. and 200.degree. C. to produce a 3-bromo-4-fluoro-benzaldimine of the formula: ##STR3## and reacting that with an alcohol or alkanediol of the formula:(HO).sub.n --Rin which n is 1 or 2 in the presence of sulphuric acid at a temperature between about 0.degree. and 100.degree. C. Various of the reactants are new and syntheses are given.
    Type: Grant
    Filed: September 16, 1981
    Date of Patent: September 7, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel, Bernd Gallenkamp, Erich Klauke
  • Patent number: 4335055
    Abstract: Compounds of the formula I ##STR1## in which Z, Z.sub.1, R, m and p are as defined in patent claim 1, can be obtained in a simple and economical manner by a novel process wherein a halide of the formula II ##STR2## is reacted with a substituted or unsubstituted vinylbenzene or vinylnaphthalene derivative in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I) or functional derivatives preparable therefrom are useful, for example, for the preparation of known dyes or fluorescent brighteners, or can be used directly as fluorescent brighteners or as scintillators.
    Type: Grant
    Filed: May 8, 1981
    Date of Patent: June 15, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer
  • Patent number: 4314086
    Abstract: Aliphatic/aromatic ethers are prepared by reacting an aliphatic halide with either an alkali or alkaline earth metal, or ammonium phenolate or naphtholate, in an inert organic solvent, and in the presence of at least one tertiary amine sequestering agent having the formula:N--CHR.sub.1 CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.
    Type: Grant
    Filed: June 20, 1980
    Date of Patent: February 2, 1982
    Assignee: Rhone-Poulenc Industries
    Inventors: Gerard Soula, Daniel Michelet
  • Patent number: 4284825
    Abstract: 4-substituted benzaldehyde-dialkylacetals of the formula ##STR1## where R.sup.1 is one of the radicals CH.sub.2 .dbd.CH--CH.sub.2 --, ##STR2## R.sup.2 is alkyl and R.sup.3 and R.sup.4 are hydrogen or alkyl, and a process for the electrochemical preparation of these compounds.
    Type: Grant
    Filed: October 31, 1979
    Date of Patent: August 18, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Degner, Manfred Barl, Hardo Siegel
  • Patent number: 4280011
    Abstract: The use of acetals as aldehyde generators in foodstuff applications is disclosed.
    Type: Grant
    Filed: April 5, 1978
    Date of Patent: July 21, 1981
    Assignee: Hercules Incorporated
    Inventor: Robert S. DeSimone
  • Patent number: 4266073
    Abstract: Compounds representd by the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are lower alkyl, R.sub.4 is lower alkoxy, R.sub.6 and R.sub.8 are methyl or trifluoro methyl, R.sub.9 is formyl, hydroxymethyl, alkoxymethyl, alkanoyloxymethyl, carboxyl, alkoxycarbonyl, lower alkenoxycarbonyl, lower alkynoxycarbonyl, carbamoyl, mono(lower alkyl)-carbamoyl, di(lower alkyl)carbamoyl or N-heterocyclylcarbonyl, R.sub.5, R.sub.7, R.sub.10, R.sub.11, R.sub.12 and R.sub.13 are hydrogen or fluorine with the proviso that at least one of R.sub.5, R.sub.7, R.sub.10, R.sub.11, R.sub.12 or R.sub.13 is fluorine or at least one of R.sub.6 or R.sub.8 is trifluoro methyl, or pharmaceutically acceptable salts thereof useful as antitumor agents are disclosed.
    Type: Grant
    Filed: November 21, 1979
    Date of Patent: May 5, 1981
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Ka-Kong Chan, Beverly A. Pawson
  • Patent number: 4220805
    Abstract: Linear dimers of certain bisphenols are provided by heating together a monocapped bisphenol salt and a certain dihalogenated alkylene or alkarylene compound in the presence of an inert organic solvent. The linear bisphenol dimers are useful as anti-oxidants and intermediates for making polycarbonates, polyesters and block polymers.
    Type: Grant
    Filed: September 18, 1978
    Date of Patent: September 2, 1980
    Assignee: General Electric Company
    Inventor: James C. Carnahan
  • Patent number: 4209644
    Abstract: An unsaturated carbonyl compound, for example, one expressed by the following formula, ##STR1## is prepared by maintaining at an elevated temperature a novel allyl acetal of a .beta.,.gamma.-unsaturated aldehyde, for example, one expressed by the following formula ##STR2## The allyl acetal can be derived, for example, for 3-methyl-3-butenal-1 having 5 carbon atoms and prenyl alcohol having 5 carbon atoms. Thus, the unsaturated aldehyde having the increased number of carbon atoms can be formed in a high yield by a relatively simple reaction.
    Type: Grant
    Filed: November 30, 1977
    Date of Patent: June 24, 1980
    Assignee: Teijin Limited
    Inventors: Yataro Ichikawa, Teizo Yamaji, Mamoru Yamamoto
  • Patent number: 4209642
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an acyl group or certain optionally halo-substituted hydrocarbyl groups, and X is --CH.sub.2 CH(OCH.sub.3).sub.2, --CH.sub.2 CHO, --CH.dbd.CHOR.sup.2 in which R.sup.2 is acyl, --CHO, --C(O)Cl, --C(O)Br or --C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.
    Type: Grant
    Filed: March 15, 1979
    Date of Patent: June 24, 1980
    Assignee: Shell Oil Company
    Inventor: Steven A. Roman
  • Patent number: 4209643
    Abstract: A process is described for the production of predominately linear and alpha-branched acetals by reacting a C.sub.3 or higher alpha or internal olefin, carbon monoxide, hydrogen, and a C.sub.1 -C.sub.5 alkanol using a cobalt catalyst in the presence of a promoter which is a quaternary ammonium salt such as N-benzyl,N,N,N-trimethylammonium methoxide. When a quaternary ammonium salt is used, an increase in the rate of reaction is effected.
    Type: Grant
    Filed: December 11, 1978
    Date of Patent: June 24, 1980
    Assignee: Ethyl Corporation
    Inventor: Kju H. Shin
  • Patent number: 4186142
    Abstract: Novel cyclization substrates of the formula: ##STR1## wherein: (a) R.sub.1 is H or alkyl of one to four carbons;(b) R.sub.2 is H or alkyl of one to four carbons, with the proviso that R.sub.1 is H when R.sub.2 is alkyl; and with the proviso that P.sub.2 is H when R.sub.1 is alkyl;(c) R.sub.3 is a leaving group selected from the group consisting of OH, alkoxy of one to four carbons, alkoxyalkyoxy of from two to about four carbons, acyloxy of from about one to about seven carbons, and trialkylsilyloxy;(d) R.sub.4 is halogen, alkoxy of from one to four carbons, hydrocarbyl of from one to about four carbons, hydrocarbyl of from one to about four carbons substituted by one or more (1) halogens or (2) alkoxy moieties of from one to two carbons; and(e) R.sub.5 is H, alkyl of one to six carbons, hydroxy, or an esterified or estherified moiety of (1) less than eight carbons selected from the group consisting of alkoxy, trialkylsilyloxy, aralkyloxy, cyclo-alkoxy, and heterocyclo-oxy radicals; (2) .alpha.
    Type: Grant
    Filed: February 22, 1978
    Date of Patent: January 29, 1980
    Assignee: Akzona Incorporated
    Inventors: Filippus J. Zeelen, Marinus B. Groen
  • Patent number: 4180585
    Abstract: Acetals, enol acylates and enol ethers of the compound of the compound of the formula (I): ##STR1## notionally derivable from a C.sub.1-8 alcohol or C.sub.1-8 acid are useful anti-inflammatory agents.
    Type: Grant
    Filed: October 26, 1976
    Date of Patent: December 25, 1979
    Assignee: Beecham Group Limited
    Inventor: Alexander C. Goudie
  • Patent number: 4172955
    Abstract: Improved supported thallium(III) reagents are provided which significantly improve reaction rates and product selectivity of oxythallation reactions. The present reagents have a thallium(III) salt of an acid on the surface and within montmorillonite clay minerals.
    Type: Grant
    Filed: September 30, 1977
    Date of Patent: October 30, 1979
    Assignees: Emery Industries, Inc., Princeton University
    Inventors: John F. White, Edward C. Taylor, Chih-Shu Chiang
  • Patent number: 4151211
    Abstract: Phenolic acetals wherein the phenolic groups are hindered by ortho substituents. The acetals are prepared by the reaction of certain phenolic aldehydes with alcohols or mercaptans and are effective to impart thermal stability to olefin polymers.
    Type: Grant
    Filed: March 6, 1978
    Date of Patent: April 24, 1979
    Assignee: Borg-Warner Corporation
    Inventors: Ingenuin Hechenbleikner, William P. Enlow
  • Patent number: 4143229
    Abstract: Pharmacologically useful alpha (para-alkylphenyl) propionic acids having anti-inflammatory, analgesic and antipyretic activity are prepared from the corresponding 1-haloethyl-para-alkylbenzene by converting same to a diethylacetal via a Grignard reaction, followed by the conversion of said acetal to the corresponding aldehyde by hydrolytic means, converting the said aldehyde to an oxime derivative and hydrolyzing the latter to the desired acid.
    Type: Grant
    Filed: April 25, 1977
    Date of Patent: March 6, 1979
    Assignee: Alcar S.R.L.
    Inventor: Massimo Sabbatini
  • Patent number: 4143064
    Abstract: A process for the manufacture of .beta.-haloacetals or .beta.-haloketals by reaction of substituted or unsubstituted phenols with vinyl ethers in the presence of chlorine-liberating compounds and an inert diluent or solvent at a temperature of from -70 to +40.degree. C.
    Type: Grant
    Filed: March 30, 1977
    Date of Patent: March 6, 1979
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Peter Loeffler, Karl Kiehs
  • Patent number: 4139545
    Abstract: Novel compounds of the formulae ##STR1## wherein R represents lower alkyl or lower alkoxy, A represents --CH.sub.2 --, --CO-- or ##STR2## n represents an integer of 1 to 8, X represents hydrogen or hydroxyl which may be protected and Y represents hydroxyl which may be protected, and their esters show an excellent action on the lysosomal membranes of cells, and exhibit excellent pharmacological activities such as physiologic host defense control activity, especially immuno-potentiating activity.
    Type: Grant
    Filed: April 30, 1975
    Date of Patent: February 13, 1979
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hiroshi Morimoto, Isuke Imada, Masazumi Watanabe, Mitsuru Kawada
  • Patent number: 4136116
    Abstract: 1-Methyl(or acetyl)-5H-dibenzo[a,d]cycloheptenes and 1-methyl(or acetyl)-10,11-dihydro-5H-dibenzo[a,d]cycloheptenes bearing a basic side chain at the 5-position, such as a 3-mono- or dimethylaminopropylidene, a 3-mono- or dimethylaminopropyl or a 3-dimethylaminopropylidene(or propyl)-N-oxide, intermediates and processes for their preparation, are described. The end products are useful antidepressants.
    Type: Grant
    Filed: March 14, 1975
    Date of Patent: January 23, 1979
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Emilio Kyburz, Hans Spiegelberg
  • Patent number: 4136124
    Abstract: Dialkyl-ketals are manufactured by reacting ketones with alkanols in the presence of an acid condensing agent and of an at least equivalent amount, based on the ketone, of anhydrous calcium sulfate.
    Type: Grant
    Filed: August 1, 1977
    Date of Patent: January 23, 1979
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Zinke-Allmang, Walter Scheidmeir
  • Patent number: 4134879
    Abstract: Compounds of the general formula I ##STR1## in which R.sub.1 and R.sub.5 independently of one another denote hydrogen or lower alkyl, one of R.sub.2 and R.sub.3 denotes hydroxyl and the other denotes alkyl, cycloalkyl or aralkyl, R.sub.4 denotes hydrogen or, if R.sub.3 denotes hydroxyl, additionally also denotes alkyl, cycloalkyl or aralkyl, X denotes a group ##STR2## wherein R.sub.8 is alkyl, aralkyl or phenyl and R.sub.9 is alkyl, aralkyl, phenyl or the group ##STR3## or R.sub.9 and R.sub.8 together are alkylene, Y.sub.1 and Y.sub.2 independently of one another denote oxygen or sulphur, p denotes 1 or 2, q denotes 0 or 1, with the proviso that p + q = 2, and R.sub.6, if q is 0, denotes alkyl, cycloalkyl, aralkyl or thiaalkyl, in which case Y.sub.1 is linked to a carbon atom in the thiaalkyl radical which does not carry a further hetero-atom, or denotes oxaalkyl, in which case Y.sub.
    Type: Grant
    Filed: November 5, 1976
    Date of Patent: January 16, 1979
    Assignee: Ciba-Geigy Corporation
    Inventor: Andreas Schmidt
  • Patent number: 4130526
    Abstract: An aqueous coating composition which is prepared by radially polymerizing unsaturated vinyl monomer with ionic or nonionic surface active agent, and impregnating the obtained emulsion with a compound (A) that is represented by the general formula: ##STR1##
    Type: Grant
    Filed: June 30, 1977
    Date of Patent: December 19, 1978
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Yasuharu Nakayama, Tadashi Watanabe, Reiziro Nishida, Satoru Enomoto
  • Patent number: 4130529
    Abstract: An aqueous film-forming composition is prepared by radially polymerizing unsaturated vinyl monomer with an emulsion stabilizer of oxidation curing water-soluble resin and impregnating the obtained emulsion with a compound represented by the general formula: ##STR1##
    Type: Grant
    Filed: June 30, 1977
    Date of Patent: December 19, 1978
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Yasuharu Nakayama, Tadashi Watanabe, Reiziro Nishida, Satoru Enomoto