Benzene Ring Containing Patents (Class 568/592)
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Patent number: 4560777Abstract: 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: GrantFiled: August 4, 1983Date of Patent: December 24, 1985Assignee: Blaschim S.p.A.Inventors: Claudio Giordano, Aldo Belli, Fulvio Uggeri, Giovanni Villa
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Patent number: 4559355Abstract: 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: GrantFiled: August 12, 1983Date of Patent: December 17, 1985Assignee: Bayer AktiengesellschaftInventors: Udo Kraatz, Gerhard Jager, Karl H. Buchel, Wilhelm Brandes, Paul Reinecke, Hans-Dieter Scharf, Herbert Frauenrath
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Patent number: 4552894Abstract: 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: GrantFiled: January 24, 1984Date of Patent: November 12, 1985Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Tsuneo Inoue, Kiyoshi Nakatani, Kengo Oda, Tutomu Ishii, Takatoshi Udagawa, Shiro Shiraishi
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Patent number: 4550214Abstract: 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: GrantFiled: October 19, 1983Date of Patent: October 29, 1985Assignee: Polaroid CorporationInventor: Avinash C. Mehta
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Patent number: 4542237Abstract: .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: GrantFiled: June 7, 1983Date of Patent: September 17, 1985Assignee: Syntex Pharmaceuticals International LimitedInventor: George C. Schloemer
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Patent number: 4539160Abstract: 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: GrantFiled: October 27, 1983Date of Patent: September 3, 1985Assignee: BASF AktiengesellschaftInventors: Alfred Ruland, Wolfgang Reuther
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Patent number: 4526999Abstract: 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: GrantFiled: April 25, 1983Date of Patent: July 2, 1985Assignee: Merck & Co., Inc.Inventors: Philippe L. Durette, Timothy F. Gallagher
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Patent number: 4524202Abstract: 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: GrantFiled: June 24, 1982Date of Patent: June 18, 1985Assignee: Bayer AktiengesellschaftInventors: Lutz-Friedjan Tietze, Roland Fischer
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Patent number: 4518797Abstract: 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: GrantFiled: March 15, 1979Date of Patent: May 21, 1985Assignee: Shell Oil CompanyInventor: Steven A. Roman
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Patent number: 4504421Abstract: 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: GrantFiled: March 16, 1983Date of Patent: March 12, 1985Assignee: Ube Industries, Ltd.Inventors: Kanenobu Matsui, Shinichiro Uchiumi, Akira Iwayama, Takashi Umezu
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Patent number: 4504422Abstract: 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: GrantFiled: March 16, 1983Date of Patent: March 12, 1985Assignee: Ube Industries, Ltd.Inventors: Kanenobu Matsui, Shinichiro Uchiumi, Akira Iwayama, Takashi Umezu
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Patent number: 4501705Abstract: 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: GrantFiled: June 14, 1983Date of Patent: February 26, 1985Assignee: Ube Industries, Ltd.Inventors: Kanenobu Matsui, Shinichiro Uchiumi, Akira Iwayama, Takashi Umezu
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Patent number: 4501924Abstract: 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: GrantFiled: May 2, 1983Date of Patent: February 26, 1985Assignee: PPG Industries, Inc.Inventor: Dennis K. Krass
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Patent number: 4500738Abstract: 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: GrantFiled: December 8, 1983Date of Patent: February 19, 1985Assignee: American Home Products CorporationInventor: Henry G. Schouten
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Patent number: 4489210Abstract: 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: GrantFiled: July 30, 1982Date of Patent: December 18, 1984Assignee: Bayer AktiengesellschaftInventors: Helmut Judat, Ulrich Schnegg, Karlfried Wedemeyer
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Patent number: 4456618Abstract: 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: GrantFiled: October 15, 1982Date of Patent: June 26, 1984Assignee: SRI InternationalInventors: Marcia I. Dawson, Rebecca L. S. Chan
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Patent number: 4435502Abstract: 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: GrantFiled: May 2, 1983Date of Patent: March 6, 1984Assignee: Eastman Kodak CompanyInventor: Noel R. Vanier
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Patent number: 4435585Abstract: 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: GrantFiled: November 17, 1981Date of Patent: March 6, 1984Assignee: Givaudan CorporationInventors: Yvo Crameri, Paul A. Ochsner, Peter Schudel
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Patent number: 4433129Abstract: 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: GrantFiled: January 19, 1982Date of Patent: February 21, 1984Assignee: Union Carbide CorporationInventors: George L. Brode, Sui-Wu Chow
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Patent number: 4433159Abstract: 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: GrantFiled: February 18, 1982Date of Patent: February 21, 1984Assignee: Eisai Co., Ltd.Inventors: Kimio Hamamura, Kozo Akasaka, Youji Yamagishi
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Patent number: 4417064Abstract: 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: GrantFiled: October 22, 1981Date of Patent: November 22, 1983Assignee: Polaroid CorporationInventor: Avinash C. Mehta
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Patent number: 4413149Abstract: 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: GrantFiled: December 21, 1981Date of Patent: November 1, 1983Assignee: Hoechst AktiengesellschaftInventors: Hartmut Fischer, Detlef H. Skaletz
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Patent number: 4410733Abstract: 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: GrantFiled: January 6, 1982Date of Patent: October 18, 1983Assignee: BASF AktiengesellschaftInventors: Dietrich Mangold, Josef Wahl, Wolf-Karlo Aders
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Patent number: 4405816Abstract: 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: GrantFiled: December 21, 1981Date of Patent: September 20, 1983Assignee: Hoechst AktiengesellschaftInventor: Detlef H. Skaletz
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Patent number: 4383943Abstract: 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: GrantFiled: October 7, 1981Date of Patent: May 17, 1983Assignee: Fritzsche Dodge & Olcott Inc.Inventors: Michael R. Britten-Kelly, Edward J. Shuster, Odd Hansen
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Patent number: 4383949Abstract: 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: GrantFiled: June 26, 1981Date of Patent: May 17, 1983Assignee: Bayer AktiengesellschaftInventors: Fritz Maurer, Hans-Jochem Riebel, Uwe Priesnitz, Erich Klauke
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Patent number: 4348538Abstract: 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: GrantFiled: September 16, 1981Date of Patent: September 7, 1982Assignee: Bayer AktiengesellschaftInventors: Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel, Bernd Gallenkamp, Erich Klauke
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Patent number: 4335055Abstract: 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: GrantFiled: May 8, 1981Date of Patent: June 15, 1982Assignee: Ciba-Geigy CorporationInventors: Hans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer
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Patent number: 4314086Abstract: 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: GrantFiled: June 20, 1980Date of Patent: February 2, 1982Assignee: Rhone-Poulenc IndustriesInventors: Gerard Soula, Daniel Michelet
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Patent number: 4284825Abstract: 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: GrantFiled: October 31, 1979Date of Patent: August 18, 1981Assignee: BASF AktiengesellschaftInventors: Dieter Degner, Manfred Barl, Hardo Siegel
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Patent number: 4280011Abstract: The use of acetals as aldehyde generators in foodstuff applications is disclosed.Type: GrantFiled: April 5, 1978Date of Patent: July 21, 1981Assignee: Hercules IncorporatedInventor: Robert S. DeSimone
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Patent number: 4266073Abstract: 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: GrantFiled: November 21, 1979Date of Patent: May 5, 1981Assignee: Hoffmann-La Roche Inc.Inventors: Ka-Kong Chan, Beverly A. Pawson
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Patent number: 4220805Abstract: 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: GrantFiled: September 18, 1978Date of Patent: September 2, 1980Assignee: General Electric CompanyInventor: James C. Carnahan
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Patent number: 4209644Abstract: 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: GrantFiled: November 30, 1977Date of Patent: June 24, 1980Assignee: Teijin LimitedInventors: Yataro Ichikawa, Teizo Yamaji, Mamoru Yamamoto
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Patent number: 4209642Abstract: 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: GrantFiled: March 15, 1979Date of Patent: June 24, 1980Assignee: Shell Oil CompanyInventor: Steven A. Roman
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Patent number: 4209643Abstract: 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: GrantFiled: December 11, 1978Date of Patent: June 24, 1980Assignee: Ethyl CorporationInventor: Kju H. Shin
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Patent number: 4186142Abstract: 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: GrantFiled: February 22, 1978Date of Patent: January 29, 1980Assignee: Akzona IncorporatedInventors: Filippus J. Zeelen, Marinus B. Groen
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Patent number: 4180585Abstract: 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: GrantFiled: October 26, 1976Date of Patent: December 25, 1979Assignee: Beecham Group LimitedInventor: Alexander C. Goudie
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Patent number: 4172955Abstract: 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: GrantFiled: September 30, 1977Date of Patent: October 30, 1979Assignees: Emery Industries, Inc., Princeton UniversityInventors: John F. White, Edward C. Taylor, Chih-Shu Chiang
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Patent number: 4151211Abstract: 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: GrantFiled: March 6, 1978Date of Patent: April 24, 1979Assignee: Borg-Warner CorporationInventors: Ingenuin Hechenbleikner, William P. Enlow
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Patent number: 4143229Abstract: 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: GrantFiled: April 25, 1977Date of Patent: March 6, 1979Assignee: Alcar S.R.L.Inventor: Massimo Sabbatini
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Patent number: 4143064Abstract: 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: GrantFiled: March 30, 1977Date of Patent: March 6, 1979Assignee: BASF AktiengesellschaftInventors: Hans-Peter Loeffler, Karl Kiehs
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Patent number: 4139545Abstract: 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: GrantFiled: April 30, 1975Date of Patent: February 13, 1979Assignee: Takeda Chemical Industries, Ltd.Inventors: Hiroshi Morimoto, Isuke Imada, Masazumi Watanabe, Mitsuru Kawada
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Patent number: 4136116Abstract: 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: GrantFiled: March 14, 1975Date of Patent: January 23, 1979Assignee: Hoffmann-La Roche Inc.Inventors: Emilio Kyburz, Hans Spiegelberg
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Patent number: 4136124Abstract: 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: GrantFiled: August 1, 1977Date of Patent: January 23, 1979Assignee: BASF AktiengesellschaftInventors: Helmut Zinke-Allmang, Walter Scheidmeir
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Patent number: 4134879Abstract: 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: GrantFiled: November 5, 1976Date of Patent: January 16, 1979Assignee: Ciba-Geigy CorporationInventor: Andreas Schmidt
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Patent number: 4130526Abstract: 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: GrantFiled: June 30, 1977Date of Patent: December 19, 1978Assignee: Kansai Paint Co., Ltd.Inventors: Yasuharu Nakayama, Tadashi Watanabe, Reiziro Nishida, Satoru Enomoto
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Patent number: 4130529Abstract: 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: GrantFiled: June 30, 1977Date of Patent: December 19, 1978Assignee: Kansai Paint Co., Ltd.Inventors: Yasuharu Nakayama, Tadashi Watanabe, Reiziro Nishida, Satoru Enomoto