Halogen Containing Reactant Patents (Class 568/316)
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Patent number: 4385185Abstract: 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: GrantFiled: March 20, 1981Date of Patent: May 24, 1983Assignee: Consortium fur Elektrochemische Industrie GmbHInventors: Helmut Gebauer, Walter Hafner
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Patent number: 4371711Abstract: A method of producing a 4-hydroxycyclopentenone represented by the formula, ##STR1## wherein R.sub.1 is an alkyl, alkenyl, alkynyl, cycloalkyl, thienyl, phenyl, p-methylbenzyl or benzyl group and R.sub.2 is an alkyl, alkenyl or alkynyl group having 6 or less carbon atoms, which comprises reacting a furylcarbinol compound of the formula, ##STR2## wherein R.sub.1 is as defined above, in the presence of an acid in a mixed solvent of water and an organic solvent, to obtain a cyclopentenone compound of the formula, ##STR3## wherein R.sub.1 is as defined above; reacting the cyclopentenone compound in the presence of an oxidizing agent to obtain a cyclopentendione compound of the formula, ##STR4## wherein R.sub.1 is a defined above; reacting the cyclopentendione compound with a Grignard reagent of the formula,R.sub.2 MgXwherein R.sub.2 is as defined above and X is chlorine, bromine or iodine atom, to obtain an oxocyclopentene compound of the formula, ##STR5## wherein R.sub.1 and R.sub.Type: GrantFiled: May 20, 1980Date of Patent: February 1, 1983Assignee: Sumitomo Chemical Company, LimitedInventors: Kenji Saito, Hiroshi Yamachika
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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: 4335052Abstract: A process for the preparation of Benzaldehydes substituted in the nucleus is disclosed by oxidation of the corresponding benzyl halides. The process is performed in the presence of water using aminoxides of tertiary amines.Type: GrantFiled: November 24, 1980Date of Patent: June 15, 1982Assignee: Dynamit Nobel AktiengesellschaftInventors: Gunther Bernhardt, Egon-Norbert Petersen, Gerhard Daum
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Patent number: 4335054Abstract: Compounds of the formula I ##STR1## in which p, m, Z, R, R' and Y are as defined in claim 1, can be obtained in a simple and economical manner by a novel process which comprises reacting a halide of the formula ##STR2## with the corresponding acrylic acid derivative, in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I), and functional derivatives prepared therefrom, are useful for the preparation of photocrosslinkable polymers, which can in particular be employed as (so-called) photoresists.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: 4328363Abstract: Halogen-substituted olefin addition compounds that contain a carbonyl group are formed by oxidatively adducting an olefin and a carbonyl compound such as a ketone, aldehyde, or ester. The method consists of reacting the olefin and the carbonyl component, in solution, with an oxidizing ion of manganese, cerium or vanadium in the presence of fluoride, chloride or bromide ion. This ionic component is incorporated in the adduct and appears on the olefin-derived carbon atom gamma to the carbonyl group. The gamma halogen substituted adducts are readily converted to cyclopropane derivatives, including pyrethroid intermediate compounds.Type: GrantFiled: November 8, 1978Date of Patent: May 4, 1982Assignee: Mobil Oil CorporationInventors: El-Ahmadi I. Heiba, Ralph M. Dessau
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Patent number: 4307034Abstract: An inert organic solvent dispersion of alkali hydroxide is prepared by mixing an alkali hydroxide, an inert organic solvent and a stabilizer and heating and stirring at the temperature for forming the pasty alkali hydroxide and cooling the dispersion. The dispersion of alkali hydroxide is used in a reaction of an active methylene compound with an organoalkyl halide such as a reaction of a halophenylacetonitrile with an isopropyl halide to obtain .alpha.-isopropyl halophenylacetonitrile.Type: GrantFiled: September 13, 1979Date of Patent: December 22, 1981Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Yoshiki Nakayama, Taro Izawa, Yasushi Higuchi, Yutaka Ohishi, Chihiro Yazawa
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Patent number: 4287213Abstract: Compounds having the formula ##STR1## wherein one of X or Y is chloro and the other is trifluoromethyl or wherein X is hydrogen and Y is chloro and methods of preparing said compounds.The compounds can be prepared by the reaction of the corresponding 1-acetyl substrate with chlorine or sulfuryl chloride and are useful as mite ovacides.Type: GrantFiled: March 3, 1980Date of Patent: September 1, 1981Assignee: Chevron Research CompanyInventor: John W. Kobzina
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Patent number: 4278569Abstract: Described are perfume and fragrance compositions and perfumed articles including soaps, detergents, powders as well as colognes containing 2,2,3-trimethyl-3-cyclopenten-1-ylalkyl, alkenyl and alkylidene, cyclohexanois, having the generic structure: ##STR1## wherein at least one of the lines ++++ is a carbon-carbon single bond and the other of the lines ++++ is either a carbon-carbon single bond or a carbon-carbon double bond, which imparts thereto woody, sandalwood aromas.Type: GrantFiled: May 14, 1980Date of Patent: July 14, 1981Assignee: International Flavors & Fragrances Inc.Inventors: Takao Yoshida, Braja D. Mookherjee, Venkatesh Kamath, John B. Hall, William I. Taylor, Frederick L. Schmitt
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Patent number: 4267388Abstract: There is disclosed a novel process for preparing anti-inflammatory ethynylbenzene derivatives represented by the general formula I: ##STR1## wherein Y is hydrogen, halogen or loweralkyl of 1 to 3 carbon atoms; R represents a ring having the structure: ##STR2## wherein x is 1 to 3, or a ring of the structure: ##STR3## wherein Y' is hydrogen, halogen, loweralkyl of 1 to 3 carbon atoms and loweralkoxy of 1 to 3 carbon atoms; Y" is hydrogen or halogen; and Y"' is hydrogen or halogen, provided Y, Y', Y" and Y"' are not all hydrogen at the same time, by reacting a benzyl alcohol of formula V: ##STR4## with a sulfonyl chloride, reducing the sulfonate VI of the formula: ##STR5## and dehydrohalogenating the formed .beta.Type: GrantFiled: July 12, 1979Date of Patent: May 12, 1981Assignee: William H. Rorer, Inc.Inventors: Paul R. Darkes, Henry F. Campbell, George H. Douglas
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Patent number: 4263212Abstract: The present invention relates to a process for the preparation of aromatic or furyl substituted olefins, which comprises reacting an olefinic compound with an aromatic compound or furan compound in the presence of carbon monoxide by using a rhodium carbonyl complex as a catalyst to form a corresponding aromatic or furyl substituted olefin.Type: GrantFiled: February 14, 1980Date of Patent: April 21, 1981Assignee: Rikagaku KenkyushoInventors: Pangbu Hong, Hiroshi Yamazaki
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Patent number: 4263457Abstract: A process for producing a halobiphenyl derivative represented by the following formula (I) comprises dehydrogenating a cyclohexylhalobenzene represented by the following formula (II) under such conditions that substantially no dehalogenation occurs. ##STR1## wherein X represents a halogen atom, and each of R.sup.1 and R.sup.2 independently represents a group represented by the formula ##STR2## wherein A represents carboxyl or an alkoxycarbonyl group and R represents a hydrogen atom or a lower alkyl group; an alkylcarbonyl; alkenyl; alkynyl; alkyl; aryl; arylcarbonyl; hydroxyalkyl; cyanoalkyl or cyanoalkenyl group.Type: GrantFiled: August 17, 1979Date of Patent: April 21, 1981Assignee: Mitsubishi Petrochemical Company, Ltd.Inventors: Makoto Takeda, Eiji Taniyama, Yuji Ozawa, Makoto Imanari, Kunimasa Takahashi, Hiroshi Iwane
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Patent number: 4256659Abstract: 2-Aryl-1,3-cyclohexanedione compounds and their alkali metal and ammonium salts exhibit outstanding herbicidal, miticidal and mite ovicidal activity.Type: GrantFiled: January 22, 1980Date of Patent: March 17, 1981Assignee: Union Carbide CorporationInventor: Thomas N. Wheeler
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Patent number: 4254132Abstract: A 2-acyloxy-1-azolyl-3,3-dimethyl-2-phenoxy-butane of the formula ##STR1## in which A represents a nitrogen atom or the CH group,R represents alkyl, alkenyl, alkynyl, alkoxy, alkoxyalkyl, cycloalkyl, halogenoalkyl, optionally substituted phenyl, optionally substituted phenylalkyl, optionally substituted phenoxyalkyl, alkylamino, dialkylamino, optionally substituted phenylamino, halogenalkylamino, alkoxycarbonylamino, or alkoxyalkylamino,X represents hydrogen, halogen or alkylcarbonyloxy,Y represents halogen or alkylcarbonyloxy,Z represents halogen, alkyl, cycloalkyl, alkoxy, halogenoalkyl, alkylthio, alkoxycarbonyl, optionally substituted phenyl, optionally substituted phenoxy, optionally substituted phenylalkyl, cyano or nitro, andn represents 0, 1, 2, 3, 4 or 5, the substituents Z being selected independently of one another when n is 2 or more,and salts and complexes thereof which possess fungicidal properties.Type: GrantFiled: February 22, 1979Date of Patent: March 3, 1981Assignee: Bayer AktiengesellschaftInventors: Wolfgang Kramer, Karl H. Buchel, Paul-Ernst Frohberger, Wilhelm Brandes
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Patent number: 4252739Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yields. The process involves reacting an alkylating agent and an activated methylene compound in the presence of an onium compound, an alkali metal compound and water, which while only necessary in trace amounts can be present in substantial quantities.Type: GrantFiled: August 20, 1979Date of Patent: February 24, 1981Assignee: Emery Industries, Inc.Inventors: Richard G. Fayter, Jr., John F. White, Eugene G. Harris
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Patent number: 4240983Abstract: A process for the preparation of monohalogenated ketone is described wherein the ketone is vaporized in a collection vessel, and the vapors are caused to pass upwardly through a defined reaction zone into a condensation zone where they are condensed and caused to flow downwardly into the reaction zone. In the reaction zone their flow toward the collection zone is retarded, and while retarded, halogen is directed thereagainst. The halogenated ketone so formed is removed into the collection zone such as by directing condensed non-halogenated ketone thereagainst.Type: GrantFiled: October 2, 1979Date of Patent: December 23, 1980Assignee: Bayer AktiengesellschaftInventor: Rudiger Schubart
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Patent number: 4228105Abstract: A process for the production of compounds of formula I, ##STR1## wherein R.sub.1 is alkyl of 1 to 3 carbon atoms,R.sub.2 is hydrogen, fluorine, chlorine or bromine, andR.sub.3 is bromine, iodine, isobutyl, tert. butyl, cyclohexyl, cyclohexenyl; or phenyl, optionally substituted by fluorine, chlorine, bromine or alkoxy of 1 to 4 carbon atoms; or a radical of formula II, ##STR2## in which either R.sub.4 and R.sub.5 are the same or different and each signifies alkyl of 1 to 3 carbon atoms,orR.sub.4 and R.sub.5 together signify the radical --(CH.sub.2).sub.n --, in which n is 4 or 5, the radical --CH.sub.2 --CH.sub.2 --0--CH.sub.2 --CH.sub.2 --, the radical --CH.sub.2 --CH.dbd.CH--CH.sub.2 --, or the radical --CH.sub.2 --CH.sub.2 --N(R.sub.6)--CH.sub.2 --CH.sub.2 --, in which R.sub.6 is hydrogen or alkyl of 1 to 3 carbon atoms. Hydroxyketone and hydroxy imine intermediates are also disclosed.The compounds of formula I are known to exhibit anti-inflammatory activity.Type: GrantFiled: November 27, 1978Date of Patent: October 14, 1980Assignee: Sandoz Ltd.Inventor: Rudiger Jeck
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Patent number: 4215044Abstract: 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: GrantFiled: April 23, 1979Date of Patent: July 29, 1980Assignee: E. I. Du Pont de Nemours and CompanyInventor: William J. Middleton
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Patent number: 4208425Abstract: Beta-diketones substituted by an aryl-aliphatic group in which the aliphatic chain is interrupted by a cyclic group, and useful as anti-viral agents, are prepared by interacting the appropriate aryl-aliphatic halide with an alkali metal salt of a beta-diketone.Type: GrantFiled: October 10, 1978Date of Patent: June 17, 1980Assignee: Sterling Drug Inc.Inventor: Guy D. Diana
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Patent number: 4207266Abstract: This invention relates to a novel process for the direct trifluoromethylation of aromatic compounds via carbon tetrachloride and hydrogen fluoride in the presence of strong Bronsted or Lewis acids which give an acidic reaction (increase in concentration of H.sub.2 F.sup.+ ions) in anhydrous hydrogen fluoride.Type: GrantFiled: March 9, 1979Date of Patent: June 10, 1980Assignee: Rohm and Haas CompanyInventor: Thomas R. Opie