Patents Examined by Harry B. Shubin
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Patent number: 4571437Abstract: A process for preparing unsubstituted and alkyl substituted p-aminophenols. A charge mixture is prepared comprising an unsubstituted or alkyl substituted nitrobenzene, a highly dissociated acid, a catalyst containing platinum and a divalent sulfur compound in which sulfur is bonded to two other moieties, the sulfur compound being present in a proportion of between about 0.1 and about 100 moles per gram-atom of platinum. The mixture comprises an organic phase containing the substrate and an aqueous phase containing the acid. Hydrogen is introduced into the mixture at a pressure of 0-50 psig while the mixture is agitated at a temperature of 70.degree. C. to 100.degree. C., thereby causing the substrate to be reduced to phenylhydroxylamine or an alkyl substituted phenylhydroxylamine. The hydroxylamine is rearranged in the presence of acid to the substituted or unsubstituted p-aminophenol, which is recovered from the aqueous phase.Type: GrantFiled: July 25, 1983Date of Patent: February 18, 1986Assignee: Mallinckrodt, Inc.Inventors: Douglas C. Caskey, Douglas W. Chapman
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Patent number: 4543425Abstract: 1,3-diamino-4-(2',2',2'-trifluoroethoxy)-benzene, as well as its acid addition salts, are used as new compounds to serve as coupler substance in hair dyeing compositions and yields with known developer substances 1,4-diaminobenzene and 2,5-diaminobenzylalcohol to stable blue tones without any red fraction. Moreover, the new compounds lead to exceptional black tones and ash tones.Type: GrantFiled: August 5, 1983Date of Patent: September 24, 1985Assignee: Wella AGInventors: Eugen Konrad, Hans J. Braun, Herbert Mager, Friedrich Noser, Max Bracher
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Patent number: 4539430Abstract: Method for the preparation of ethylenediamine dinitrate. Ethylenediamine dinitrate, a useful explosive, may readily be prepared by solvent extraction of nitrate ion from an acidic aqueous solution thereof using a high-molecular-weight, water-insoluble amine dissolved in an organic solvent, and reacting the resulting organic solution with ethylenediamine. The process of the instant invention avoids the use of concentrated nitric acid, as is currently practiced, resulting in a synthesis which is far less hazardous especially for large quantities of the explosive, and more efficient.Type: GrantFiled: May 17, 1984Date of Patent: September 3, 1985Assignee: The United States of America as represented by the United States Department of EnergyInventor: Kien-yin Lee
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Patent number: 4539429Abstract: Novel lower-alkyl 2-(hydroxyphenylamino)phenyl ketones, useful as inhibitors of lipoxygenase activity, are of the formula ##STR1## wherein R is hydrogen, lower-alkyl, lower-alkoxy or halo; R' is hydrogen or lower-alkyl; R" is hydrogen, lower-alkyl or halo; and Alk is lower-alkyl. The compounds are prepared by de-etherification of the corresponding alkyl or benzyl ethers which are in turn prepared by reacting a 2-(alkoxy- or benzyloxyphenylamino)benzoic acid with an alkyllithium.Type: GrantFiled: July 11, 1983Date of Patent: September 3, 1985Assignee: Sterling Drug Inc.Inventor: Denis M. Bailey
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Patent number: 4537992Abstract: A method for removal of nitrosoamine impurities from herbicides comprising contacting a nitrosoamine containing herbicide homogeneously with 0.001% to 1.0% of a compound having the formula: ##STR1## where X equals chlorine or bromine,R.sup.1 equals lower alkyl, anda equals zero or 1; provided that when a equals 1, then:R equals X.sub.n H.sub.(3-n) C(CH.sub.2).sub.p --, or ##STR2## or R.sup.2 COX, where R.sup.2 is selected from alkylene, alkenylene, alkynylene groups having 1 to 5 carbon atoms,n equals 1 to 3, andp equals zero, 1 or 2; and provided that when a equals zero, then:R equals aminophenyl,for a sufficient length of time to remove at least a substantial amount of the nitrosoamine.Type: GrantFiled: February 9, 1984Date of Patent: August 27, 1985Assignee: Agan Chemical Manufacturers, Ltd.Inventors: Michael Pikarski, Julian Gabe, Edmund Dykman
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Patent number: 4536602Abstract: The present invention involves the catalytic amination of olefins with ammonia, a primary amine, or a secondary amine using a perfluorinated organic acid catalyst.Type: GrantFiled: June 1, 1984Date of Patent: August 20, 1985Assignee: Air Products and Chemicals, Inc.Inventor: Michael Deeba
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Substituted benzotrifluoride compounds as chemical intermediates and a process for their preparation
Patent number: 4532353Abstract: This invention pertains to two substituted benzotrifluoride compounds useful as chemical intermediates for a new class of 2-haloacetanilide herbicides and a process for making these intermediates. The process generally involves nitration and reduction of the corresponding benzotrifluoride compound.Type: GrantFiled: June 16, 1983Date of Patent: July 30, 1985Assignee: Monsanto Co.Inventors: John P. Chupp, Audrey Y. Ku, Thomas E. Neumann, Thomas E. Nickson -
Patent number: 4532352Abstract: A process is disclosed for the separation of p-fluoroaniline from a mixture, containing aniline and p-fluoroaniline, by contacting the mixture with a mineral acid in the presence of an organic solvent. The corresponding salt of p-fluoro-aniline is insoluble and can easily be isolated by conventional means such as filtration. If desired, the isolated salt can be converted to p-fluoroaniline by reaction with a base.Type: GrantFiled: October 24, 1983Date of Patent: July 30, 1985Assignee: Mallinckrodt, Inc.Inventor: Jerry R. Patton
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Patent number: 4518804Abstract: Novel N-aroyl N'-phenyl urea compounds having halogen substituents in the 2- and 5-position of the phenyl radical possess exceptional insecticidal activity.Type: GrantFiled: August 3, 1983Date of Patent: May 21, 1985Assignee: The Dow Chemical CompanyInventors: Raymond H. Rigterink, Barat Bisabri-Ershadi
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Patent number: 4514574Abstract: Separate isomers via supercritical gas extraction.Type: GrantFiled: January 9, 1984Date of Patent: April 30, 1985Assignee: The Dow Chemical CompanyInventors: Kimio Inoue, Gale G. Hoyer, Stanley I. Bates
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Patent number: 4508922Abstract: Process for the manufacture of an optionally halogenated aniline of the formula: ##STR1## in which Y=halogen, R=H, alkyl (C.sub.1 -C.sub.4) or alkoxy (C.sub.1 -C.sub.4) and n=0 to 5.Halogenobenzenes of the formula: ##STR2## in which Y, R and n are as above and X=halogen, are subjected to ammonolysis with aqueous ammonia solution, in the presence of copper and 8-hydroxyquinoline.The process can be used, in particular, for the preparation of 3,5-dichloroaniline.Type: GrantFiled: June 28, 1983Date of Patent: April 2, 1985Assignee: Rhone-Poulenc AgrochimieInventor: Serge Ratton