Halogen Containing Patents (Class 568/588)
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Patent number: 4496492Abstract: Novel antibacterially-active compound, 1,2,8,8a-cyclopropa[c]benzo[1,2-b:-4,3-b']dipyrol-4(5H)-one, prepared by a novel chemical process. This compound, as well as antibacterially-active intermediates, can be used to eradicate or control susceptible bacteria, for example, B. subtilis, K. pneumonia, S. lutea, S. aureus, and M. avium.Type: GrantFiled: July 19, 1983Date of Patent: January 29, 1985Assignee: The Upjohn CompanyInventor: Wendell Wierenga
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Patent number: 4491584Abstract: Certain compounds in which a carbon atom of a pyrrolidine or piperidine ring is bonded directly or through a methylene group to the nitrogen of a phenyl-substituted urea, and their pharmaceutically acceptable salts, are active antiarrhythmic agents.Type: GrantFiled: November 19, 1981Date of Patent: January 1, 1985Assignee: Riker LaboratoriesInventor: Elden H. Banitt
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Patent number: 4484940Abstract: A compound of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom and R is a C.sub.1 -C.sub.8 alkyl group except isopropyl, which is useful as a herbicide.Type: GrantFiled: March 23, 1982Date of Patent: November 27, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
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Patent number: 4484941Abstract: A compound of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom and R is a C.sub.3 -C.sub.4 alkenyl group or a C.sub.3 -C.sub.4 alkynyl group, which is useful as a herbicide.Type: GrantFiled: March 23, 1982Date of Patent: November 27, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
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Patent number: 4452981Abstract: A condensed phenylurazol of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom, Y and Z are each an oxygen atom or a sulfur atom and R is a C.sub.1 -C.sub.3 alkyl group, an allyl group or a propargyl group and n is an integer of 4 or 5, which is useful as a herbicide.Type: GrantFiled: September 15, 1982Date of Patent: June 5, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
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Patent number: 4431822Abstract: A compound of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom, which is useful as a herbicide.Type: GrantFiled: March 23, 1982Date of Patent: February 14, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiromichi Oshio, Katsuzo Kamoshita
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Patent number: 4424398Abstract: A process for synthesizing energetic ethers, esters and acetals is disclosed that comprises reacting certain alcohols with certain alkenes or alkynes in the presence of mercuric or mercurous sulfate. The products obtained are particularly useful as plasticizers, monomers or prepolymers for propellant binder systems.Type: GrantFiled: September 25, 1974Date of Patent: January 3, 1984Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Raymond R. McGuire, Robert E. Cochoy, Scott A. Shackelford
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Patent number: 4419514Abstract: Method for converting carboxylic acid groups to trichloromethyl groups which comprises contacting a compound containing a carboxylic acid group with a phenylphosphonic dichloride and phosphorus pentachloride and recovering the thus produced product.Type: GrantFiled: May 18, 1981Date of Patent: December 6, 1983Assignee: The Dow Chemical CompanyInventors: Lennon H. McKendry, Michael J. Ricks, Richard B. Rogers
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Patent number: 4413132Abstract: Novel antibacterially-active compound, 1,2,8,8a-cyclopropa[c]-benzo[1,2-b:-4,3-b']dipyrol-4(5H)-one, prepared by a novel chemical process. This compound, as well as antibacterially-active intermediates, can be used to eradicate or control susceptible bacteria, for example, B. subtilis, K. pneumonia, S. lutea, S. aureus, and M. avium.Type: GrantFiled: February 8, 1982Date of Patent: November 1, 1983Assignee: The Upjohn CompanyInventor: Wendell Wierenga
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Patent number: 4407760Abstract: A method for the preparation of difluoromethoxyaromatic compounds which are useful intermediates for the preparation of pyrethroid pesticides. The method comprises alkylating a p-substituted phenol with excess chlorodifluoromethane at atmospheric or superatmospheric pressures in the presence of a base, water, and an inert water miscible organic solvent mixture.Type: GrantFiled: September 20, 1982Date of Patent: October 4, 1983Assignee: American Cyanamid CompanyInventor: Jack K. Siddens
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Patent number: 4405529Abstract: A method for the preparation of certain difluoromethoxyaromatic compounds useful as intermediates in the preparation of pyrethroid pesticides. The method comprises alkylating a p-substituted phenol with excess chlorodifluoromethane at atmospheric or superatmospheric pressures in the presence of a base, water, and an inert water miscible organic solvent or solvent mixtures.Type: GrantFiled: September 20, 1982Date of Patent: September 20, 1983Assignee: American Cyanamid CompanyInventors: Jack K. Siddens, Sivaraman Raghu
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Patent number: 4404148Abstract: A method for the preparation of certain difluoromethoxyaromatic compounds which are useful intermediates for the preparation of pyrethroid pesticides. The method comprises alkylating a p-substituted phenol with excess chlorodifluoromethane at atmospheric and superatomspheric pressures in the presence of a base, acetone, benzyltriethylammonium chloride, and water.Type: GrantFiled: September 20, 1982Date of Patent: September 13, 1983Assignee: American Cyanamid CompanyInventor: Jack K. Siddens
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Patent number: 4377711Abstract: Disclosed are aromatic bromopolyfluoroalkyl ethers of the formula: ##STR1## where n is equal to 1 or 2 and R represents at least one moiety selected from the group consisting of hydrogen, the alkyl radicals having from 1 to 12 carbon atoms, the phenyl radical, the alkoxy radicals having from 1 to 12 carbon atoms, the phenyloxy radical, and the radicals NO.sub.2, CN, Cl, F, Br, I, CF.sub.3, and CONR.sub.1 R.sub.2 and NR.sub.1 R.sub.2 where R.sub.1 and R.sub.2 are identical or different and represent each a hydrogen or an alkyl radical having from 1 to 6 carbon atoms. Also disclosed is a method for preparation of these ethers. These compounds are useful as intermediates in producing products exhibiting phytosanitary or pharmaceutical activity.Type: GrantFiled: November 4, 1981Date of Patent: March 22, 1983Assignee: Rhone-Poulenc IndustriesInventors: Isabelle Rico, Claude Wakselman
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Patent number: 4346244Abstract: Chloroalkoxybenzenes are prepared by reacting a polychlorobenzene with at least one alkali metal hydroxide and an alcohol, ROH, 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.3.Type: GrantFiled: March 11, 1981Date of Patent: August 24, 1982Assignee: Rhone-Poulenc IndustriesInventors: Gerard Soula, Louis Linguenheld
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Patent number: 4291177Abstract: Highly pure dihalodiphenols or predetermined, statistical mixtures of unreacted, monohalo- and dihalodiphenols are obtained reacting the diphenol, which is suspended or dissolved in a suitable solvent, with a halogen while concurrently purging the reaction with a gas that is inert to the reaction.Type: GrantFiled: December 6, 1979Date of Patent: September 22, 1981Assignee: General Electric CompanyInventors: Victor Mark, Charles A. Wilson, II
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Patent number: 4287125Abstract: Benzenoid ethers/thioethers are prepared by reacting an activated halobenzene with an anionic reactant, RA.sup.- M.sup.+, in the presence of at least one tertiary amine sequestering agent having 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: September 1, 1981Assignee: Rhone-Poulenc IndustriesInventor: Gerard Soula
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Patent number: 4283565Abstract: There is described an essentially two step process for the preparation of benzylalcohols including those benzylalcohols having substituents on the benzyene ring by reaction of a substituted or unsubstituted benzyl halide with a formate typically an alkali or alkaline earth metal formate to form the corresponding substituted or unsubstituted benzyl formate. In the second step of the process the benzyl formate is contacted with an alcohol whereby the same is converted into the desired benzylalcohol. Both steps can be performed employing catalysts. Described in the specification is the realization of the desired product in exceptionally high yields in a short period of time whereby the process is characterized by high space-time yields.Type: GrantFiled: December 29, 1978Date of Patent: August 11, 1981Assignee: Dynamit Nobel AGInventors: Gunther Bernhardt, Gerhard Daum
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Patent number: 4282391Abstract: A continuous process for obtaining highly pure, high molecular weight aromatic polycarbonates from highly pure, halogenated diphenols.Type: GrantFiled: December 10, 1979Date of Patent: August 4, 1981Assignee: General Electric CompanyInventors: Clayton B. Quinn, Charles A. Wilson, II
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Patent number: 4229365Abstract: Fluorobenzenes are manufactured by reacting substituted chlorobenzenes with potassium fluoride in the presence of catalytic amounts of cesium fluoride and in the presence of certain solvents; m-nitrofluorobenzenes and m-cyanofluorobenzenes can also be manufactured in the absence of cesium fluoride. The products are starting materials for the manufacture of dyes, pharmaceuticals and pesticides.Type: GrantFiled: May 22, 1978Date of Patent: October 21, 1980Assignee: BASF AktiengesellschaftInventors: Heinz-Guenter Oeser, Karl-Heinz Koenig, Dietrich Mangold
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Patent number: 4224244Abstract: Novel 9-phenyl 5,6-dimethyl-nona-2,4,6,8-tetraenoic acid, tetraenal or tetraenol derivatives useful as anti-tumor agents.Type: GrantFiled: May 9, 1979Date of Patent: September 23, 1980Assignee: Hoffmann-La Roche Inc.Inventors: Werner Bollag, Rudolf Ruegg, Gottlieb Ryser
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Patent number: 4188346Abstract: A process for the dehydrohalogenation of a (polyhaloalkyl)benzene containing a benzylic halogen such as 1,3-dichloro-5-(2,4,4,4-tetrachlorobutyl)benzene by contacting the (polyhaloalkyl)benzene with a suitably active Lewis acid catalyst such as SbCl.sub.5 or TiCl.sub.4 under conditions sufficient to catalyze said dehydrohalogenation to form a (polyhaloalkenyl)benzene such as 3,5-dichloro-.alpha.-(2,2,2-trichloroethyl)styrene.Type: GrantFiled: May 18, 1978Date of Patent: February 12, 1980Assignee: The Dow Chemical CompanyInventor: Lowell D. Markley
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Patent number: 4187247Abstract: Novel 9-substituted phenyl-3,7-dimethyl-nona-2,4,6,8-tetraene derivatives useful as anti-tumor agents.Type: GrantFiled: March 8, 1979Date of Patent: February 5, 1980Assignee: Hoffmann-La Roche Inc.Inventors: Werner Bollag, Rudolf Ruegg, Gottlieb Ryser
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Patent number: 4157344Abstract: A one-step process for the synthesis of aryl trifluoromethyl ethers by reacting phenol or certain substituted phenols with a perhalomethane and hydrogen fluoride is provided. The compounds produced by the process of this invention are useful intermediates in the production of dyestuffs and pharmaceuticals.Type: GrantFiled: January 16, 1978Date of Patent: June 5, 1979Assignee: E. I. Du Pont de Nemours and CompanyInventor: Andrew E. Feiring
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Patent number: 4138404Abstract: Oxadiazoline derivatives of the formula: ##STR1## WHEREIN R is alkyl of 1 through 4 carbon atoms, which are useful as intermediates in the synthesis of oxadiazoline derivatives of the formula: ##STR2## WHEREIN R is as defined above the R.sub.1 is alkyl of 1 through 4 carbon atoms, possessing useful herbicidal properties, are prepared by a new process which comprises reducing the nitro group in a 5-alkyl-3-(2-nitro-4-chlorophenyl)-1,3,4-oxadiazolin-2-one of the formula: ##STR3## wherein R is as defined above to a hydroxylamino group, treating the resulting 5-alkyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-one with concentrated sulphuric acid of density about 1.83 to produce the corresponding amino-phenol, and converting the amine group in the resulting 5-alkyl-3-(2-amino-4-chloro-5-hydroxyphenyl)-1,3,4-oxadiazolin-2 -one to a chlorine atom. The 5-alkyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-one intermediates are new compounds.Type: GrantFiled: July 1, 1976Date of Patent: February 6, 1979Assignee: Rhone-Poulenc S.A.Inventors: Jean F. Fort, Raymond Giraudon
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Patent number: 4126623Abstract: There are disclosed ethers and thioethers having a benzyl or phenyl terminal group and another terminal group which is halogenated, and which ethers and thioethers exhibit juvenile hormone activity (i.e., function as inhibitors of the development of insects from their larval state to the adult state), as well as acaricide activity.Methods for preparing the ethers and thioethers are also disclosed.Type: GrantFiled: April 14, 1977Date of Patent: November 21, 1978Assignee: Montedison S.p.A.Inventors: Paolo Piccardi, Pietro Massardo, Angelo Longoni