Preparing Directly From Hetero Ring Containing Compound Patents (Class 564/413)
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Patent number: 5274135Abstract: A process for preparing a 3- or 4-aminobenzocyclobutene comprises aminating a 3- or 4-halo- or sulfonyloxybenzocyclobutene reactant with an aminating agent by heating at a temperature from about 80.degree. C. to a temperature at which dimerization or oligomerization of a benzocyclobutene reactant or product is a significant side reaction, in the presence of a metal-containing catalyst, for a time sufficient to aminate the halo- or sulfonyloxybenzocyclobutene reactant. In another aspect, this invention relates to a process for making a 3- or 4-phthalimido- or maleimidobenzocyclobutene, comprising reacting a 3- or 4-halobenzocyclobutene reactant with a phthalimide or maleimide compound in the presence of a metal-containing catalyst. The resulting phthalimido- or maleimidobenzocyclobutene can be hydrolyzed to a 3- or 4-aminobenzocyclobutene.Type: GrantFiled: September 20, 1991Date of Patent: December 28, 1993Assignee: The Dow Chemical CompanyInventors: Kenneth J. Bruza, Arnold E. Young, Kurt A. Bell
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Patent number: 5214169Abstract: The present invention as directed to a new class of N-(2,3-epoxycyclopentyl) carbamate derivatives as described by Formula V below, that are useful as chemical intermediates in the production of a new class of anti-hypertensives: ##STR1##Type: GrantFiled: April 30, 1992Date of Patent: May 25, 1993Assignee: Merrell Dow Pharmaceuticals Inc.Inventor: Theophilus F. Leapheart
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Patent number: 5145958Abstract: 2,4- or 2,6-dihalogeno-aniline can be prepared by reacting an amino-benzoic acid ester of the formula ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 have the meanings indicated in the description, with 2-2.5 moles of a chlorinating or brominating agent in an inert reaction medium at a temperature of 40.degree.-160.degree. C. and subsequently hydrolyzing and decarboxylating the dihalogenated amino-benzoic acid ester.Type: GrantFiled: November 26, 1991Date of Patent: September 8, 1992Assignee: Bayer AktiengesellschaftInventors: Wolfram Kissener, Helmut Fiege
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Patent number: 5097029Abstract: Processes for preparing 2,3-dihydro-1,3-dialkyl-2,2-dialkyl perimidines and N,N'-dialkyl-1,8-naphthalene diamines are disclosed. The 2,3-dihydro-1,3-dialkyl-2,2-dialkyl perimidines are prepared by alkylating 2,3-dihydro-2,2-dialkyl perimidines with an alkylating agent in a water miscible organic solvent at room temperature to 80.degree. C. in the presence of water and an inorganic base. N,N'-dialkyl-1,8-naphthalene diamines are prepared by hydrolyzing the 2,3-dihydro-1,3-dialkyl-2,2-dialkyl perimidines with strong aqueous acid in an aqueous organic solvent and removing a ketone by-product and the aqueous organic solvent by codistillation.Type: GrantFiled: August 6, 1990Date of Patent: March 17, 1992Assignee: Hercules IncorporatedInventor: Paul J. Shannon
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Patent number: 4992575Abstract: N,N'-dimethyl aromatic diamines are prepared from the corresponding diprimary amines via a two step synthesis forming first the corresponding di-succinylimidomethylamine and then reductively cleaving the succinylimido group. The products are useful, e.g., as epoxy curing agents.Type: GrantFiled: September 30, 1988Date of Patent: February 12, 1991Assignee: American Cyanamid CompanyInventor: Dalip K. Kohli
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Patent number: 4973757Abstract: The invention relates to a process for the preparation of nitroanilines, which consists in reacting an amine RNH.sub.2, or ammonia, with 3,4-methylenedioxynitriobenzene to give the products of the formula: ##STR1## in which R denotes hydrogen, alkyl, monohydroxyalkyl or polyhydroxyalkyl, alkoxyalkyl or aminoalkyl of the formula: ##STR2## in which R.sub.1 and R.sub.2, which are identical or different, denote hydrogen, alkyl or monohydroxyalkyl or polyhydroxyalkyl and n denotes an integer from 2 to 4, or of the formula: ##STR3## in which A denotes OCH.sub.2 or ##STR4## and R.sub.1 denotes --CH.sub.2 CH.sub.2 OH or ##STR5## or their salts.Type: GrantFiled: January 17, 1986Date of Patent: November 27, 1990Assignee: L'OrealInventors: Andree Bugaut, Alex Junino
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Patent number: 4910341Abstract: The present invention relates to a process for preparing a N,N'-disubstituted nitro-para-phenylenediamine (I) according to the following scheme: ##STR1## X denoting a halogen and R a lower alkyl, lower mono- or polyhydroxyalkyl, lower alkoxyalkyl or lower aminoalkyl group, in which the amino group can be mono- or disubstituted with a lower alkyl or lower mono- or polyhydroxyalkyl group, the nitrogen atom of said amino group being able to form part of a heterocyclic system.The invention also relates to the intermediate oxazolidones of formulae (II) and (III), and the new nitro-para-phenylenediamines in which R denotes a lower alkoxyalkyl, lower polyhydroxyalkyl or lower aminoalkyl group, as well as the dyeing compositions for keratinous fibres containing these new nitro-para-phenylenediamines.Type: GrantFiled: September 6, 1988Date of Patent: March 20, 1990Assignee: L'OrealInventors: Gerard Lang, Alex Junino
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Patent number: 4888445Abstract: The invention relates to a compound of formula ##STR1## in which: X denotes a branched or unbranched alkylene radical containing 2 to 6 carbon atoms, optionally being able to be substituted with one or more hydroxyl radicals;R denotes a hydrogen atom, an alkyl or a mono- or polyhydroxyalkyl radical or an aminoalkyl radical in which the amine group can be mono- or disubstituted with an alkyl radical or with a mono- or polyhydroxyalkyl radical, the nitrogen atom also being able to form part of a heterocyclic system and the alkyl radicals containing 1 to 4 carbon atoms;R' denotes a hydrogen atom or a C.sub.1 to C.sub.4 alkyl radical;Y and Z denote a nitro and/or --NHR.sub.1 radical, R.sub.Type: GrantFiled: November 10, 1987Date of Patent: December 19, 1989Assignee: L'OrealInventors: Alex Junino, Gerard Lang, Nicole Jehanno
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Patent number: 4808752Abstract: A process for the preparation of 2-aminophenyl thioethers of the formula (1) ##STR1## in which R represents an alkylC.sub.1 -C.sub.6 group which can be substituted by hydroxyl, alkoxyC.sub.1 -C.sub.4, carboxyl, --COO-alkyl-C.sub.1 -C.sub.4, alkenylC.sub.2 -C.sub.6 or phenyl groups or by the radical ##STR2## and X and Y are each a hydrogen or halogen atom or an alkylC.sub.1 -C.sub.6, alkoxyC.sub.1 -C.sub.Type: GrantFiled: July 31, 1986Date of Patent: February 28, 1989Assignee: Hoechst AktiengesellschaftInventor: Theodor Papenfuhs
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Patent number: 4806686Abstract: N-(D)-ribitylxylidine (I) is prepared by reacting (D)-ribose (II) with 3,4-dimethylaniline (III) or 3,4-dimethyl-1-nitrobenzene (IV) in aqueous or aqueous/organic solution or in solution in a water-soluble organic solvent under an elevated hydrogen pressure and in the presence of a hydrogenation catalyst and of a boric acid compound,(a) using the boric acid compound in a catalytic amount of from about 6 to 35 mmol, preferably from 6 to 20 mmol, per mol of ribose,(b) carrying out the reaction under a hydrogen pressure of from 1 to 20, preferably from 2 to 9, bar and(c) carrying out the hydrogenation at from 40.degree. to 80.degree. C. over Raney nickel as hydrogenation catalyst.Type: GrantFiled: April 27, 1987Date of Patent: February 21, 1989Assignee: BASF AktiengesellschaftInventors: Hansgeorg Ernst, Hartmut Leininger, Joachim Paust
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Patent number: 4803222Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fluoranthene or substituted fluoranthene ring system; R.sup.1 contains not more than eight carbon carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl;--C--C-- is a five- or six-membered saturated carbocyclic ring;R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.Type: GrantFiled: August 28, 1987Date of Patent: February 7, 1989Assignee: Burroughs Wellcome Co.Inventor: Kenneth W. Bair
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Patent number: 4743595Abstract: A process for efficiently preparing 2-amino-5-nitrophenol derivatives in which benzoxazole derivatives are subjected to nucleophilic substitution reaction at the 5 position thereof to obtain corresponding benzoxazole derivatives, and the oxazole ring of the benzoxazole derivatives is then subjected to ring-opening to obtain 2-amino-5-nitrophenol derivatives. The 2-amino-5-nitrophenol derivatives are useful as industrial starting materials, reducing agents or antioxidants and intermediates for cyan-image-forming couplers.Type: GrantFiled: June 12, 1985Date of Patent: May 10, 1988Assignee: Fuji Photo Film Co., Ltd.Inventors: Isamu Itoh, Mitsunori Ono, Hidetoshi Kobayashi, Kazuyoshi Yamakawa
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Patent number: 4675445Abstract: A process for eliminating N-nitrosamines, particularly N,N-dialkyl-N-nitrosamines and N-alkyl-N-aryl-N-nitrosamines from N-nitrosamine containing compositions through the addition of organic carboxylic acid halides. The process eliminates N-nitroso compounds without rearrangement to C-nitroso compounds.Type: GrantFiled: November 12, 1985Date of Patent: June 23, 1987Assignee: BASF CorporationInventors: Pauls Davis, Donald C. Mente
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Patent number: 4600797Abstract: Process for the preparation of a nitroaminobenzene by nitrating an aminobenzene which is protected at the nitrogen wherein the nitration is carried out by the simultaneous combination of nitric acid and the aminobenzene to be nitrated, in the presence of inert solvents such as methylene chloride.Type: GrantFiled: February 18, 1983Date of Patent: July 15, 1986Assignee: Bayer AktiengesellschaftInventor: Willi Schossler
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Patent number: 4594426Abstract: Benzoxazole derivatives represented by general formula (I) which are intermediates for synthesis of o-sulfonamidophenol derivatives useful as dye releasing redox compounds in a color diffusion transfer color image forming process: ##STR1## wherein R.sup.1 and R.sup.2, which may be the same as or different from each other, each represents an alkyl group or an aryl group or they may combine and form a ring; R.sup.3 represents a hydrogen atom, an alkyl group or an aryl group; R.sup.4 represents an alkyl group or an aryl group; R.sup.5 represents an alkyl group, an alkoxy group, an alkylthio group, an arylthio group, a halogen atom or an acylamino group, or --CR.sup.1 R.sup.2 R.sup.3 and R.sup.5 may combine and form the nucleus ##STR2## which is condensed at the 6- and the 7-positions of the benzoxazole nucleus; and n is 0, 1 or 2.Type: GrantFiled: January 16, 1981Date of Patent: June 10, 1986Assignee: Fuji Photo Film Co., Ltd.Inventors: Shinsaku Fujita, Koichi Koyama, Yoshio Inagaki
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Patent number: 4588410Abstract: 2-hydroxy-4-aminobenzene are disclosed, useful as oxidative hair coloring substances. These are of the formula ##STR1## wherein R is hydrogen, methyl or hydroxyethel.Type: GrantFiled: July 18, 1983Date of Patent: May 13, 1986Assignee: Wella AktiengesellschaftInventors: Eugen Konrad, Hans-Jurgen Braun, Herbert Mager
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Patent number: 4564707Abstract: This invention relates to the following compounds: ##STR1## Process for their preparation and uses thereof, where R.sub.1 and R.sub.2 are substituted groups, and R.sub.6, R.sub.5, R.sub.4 and R.sub.3 are hydrogen or substituted groups.Type: GrantFiled: March 19, 1981Date of Patent: January 14, 1986Assignee: Petrolite CorporationInventor: Bernardus A. Oude Alink
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Patent number: 4544755Abstract: Phthalimides of the formula I ##STR1## where R is a substituent and the ring A can be further substituted, are cleaved by a process in which a compound of the formula I is treated with an alkanolamine.The compounds prepared according to the invention are useful intermediates for the preparation of dyes, drugs and plastics.Type: GrantFiled: May 23, 1984Date of Patent: October 1, 1985Assignee: Basf AktiengesellschaftInventors: Helmut Hagen, Rolf-Dieter Kohler
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Patent number: 4535133Abstract: Polyether polyols modified with adducts of epoxy resins, such as the diglycidyl ether of Bisphenol A, and diamines, such as polyoxypropylenediamine, are described. The resulting modified polyether polyols have a molecular weight of from about 2,000 to 7,000 and are useful in the preparation of flexible polyurethane foams. The mole ratio of epoxy equivalents to amine equivalents in the adduct ranges from about 2/1 to 10/1.Type: GrantFiled: June 11, 1984Date of Patent: August 13, 1985Assignee: Texaco Inc.Inventors: Michael Cuscurida, Harold G. Waddill
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Patent number: 4506099Abstract: Diamines of the formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meanings defined in claim 1, can be produced by a simple process comprising reacting 1-aza-1,5,9-cyclododecatrienes, correspondingly substituted in the 3- and/or 12-position, with ammonia and hydrogen, in the presence of a hydrogenation catalyst, to obtain compounds (I). The compounds (I) are used for example as curing agents for epoxide resins, or for producing polyamides.Type: GrantFiled: September 30, 1982Date of Patent: March 19, 1985Assignee: Ciba-Geigy CorporationInventors: Peter Baumeister, Dieter Reinehr, Eckehard Rosenegger
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Patent number: 4420486Abstract: Certain new 5,6,7-trichlorobenzoxazolone derivatives are highly active against a wide range of plant fungal and bacterial diseases and have a reduced phytotoxicity. These derivatives are also useful to control the growth of various fungi and bacteria being capable of deteriorating industrial materials.Type: GrantFiled: January 22, 1981Date of Patent: December 13, 1983Assignee: Hokko Chemical Industry Co., Ltd.Inventors: Hiroshi Ohyama, Kimiyoshi Kaneko, Hiromichi Ishikawa, Sanae Takada, Ken Morita, Takuo Wada, Masahiko Miyahara, Masazumi Arakawa
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Patent number: 4387247Abstract: In the reduction of di- or polynitro aromatic compounds by gaseous H.sub.2 S over a solid catalyst, addition of CO gas promotes formation of amino groups from all nitro groups in the molecule. A preferred embodiment is reduction of 2,4- and/or 2,6-dinitrotoluene in vapor phase at 325.degree. C. over a supported iron or supported cobalt catalyst on a support comprising alumina. The amino products are useful for production of polyurethane resins.Type: GrantFiled: June 11, 1980Date of Patent: June 7, 1983Assignee: Allied CorporationInventors: Charles T. Ratcliffe, Geza Pap
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Patent number: 4381401Abstract: 2-Oxazolidinone or N-substituted derivatives thereof are reacted with aromatic amine hydrochlorides at elevated temperatures to produce 1,2-ethanediamines.Type: GrantFiled: October 9, 1981Date of Patent: April 26, 1983Assignee: The Dow Chemical CompanyInventor: Graham S. Poindexter
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Patent number: 4376868Abstract: Cresylic acid ethoxylation is catalyzed by basic compounds and salts of alkaline earth metals. Ethoxylates from such reactions have narrow ethylene oxide distributions, lower pour points and lower by-products as compared to alkali base catalyzed ethoxylation. Suitable catalysts include strontium-containing and barium-containing materials. The catalyst also includes co-catalyst combinations using these materials with one or more promoters including polyols, amines, amides, carboxylic acids and phenols. The co-catalyst combinations can be preformed prior to introduction into the reaction mixture.Type: GrantFiled: February 14, 1980Date of Patent: March 15, 1983Assignee: Conoco Inc.Inventors: Gerald L. Nield, Kang Yang, Paul H. Washecheck
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Patent number: 4370501Abstract: A simplified process for converting bis-phenols to dianilines is disclosed. Selected catalytic complexes are used to cause a nucleophilic displacement reaction between a bis-phenol and a quinazoline to occur thereby yielding a bis-quinazoline that may be subsequently converted into a bis-quinazolinone and hydrolyzed to form the desired dianiline.Type: GrantFiled: October 5, 1981Date of Patent: January 25, 1983Assignee: Hughes Aircraft CompanyInventor: Kreisler S. Y. Lau
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Patent number: 4319046Abstract: This invention is directed to a process for preparing 1,2-diaminobenzene which comprises acid hydrolyzing 2-benzimidazolone in an aqueous medium at elevated temperatures and pressures.Type: GrantFiled: September 27, 1978Date of Patent: March 9, 1982Assignee: The Sherwin-Williams CompanyInventor: Lubomir Vacek
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Patent number: 4281019Abstract: This disclosure describes 4-[(unsaturated or cyclopropylated alkyl)amino]phenyl compounds and derivatives useful as hypolipidemic and antiatherosclerotic agents.Type: GrantFiled: February 1, 1979Date of Patent: July 28, 1981Assignee: American Cyanamid CompanyInventor: Robert G. Shepherd
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Patent number: 4267373Abstract: 5,6,7,8-Tetrahydronaphthalenes having the structure ##STR1## and the pharmaceutically acceptable salts thereof, are useful as blood pressure lowering agents. In the above formula R.sub.1 can be hydrogen or alkyl; R.sub.2 is alkyl; R.sub.3 and R.sub.4 can each be hydrogen, hydroxyl, alkoxy, or arylalkoxy, but both cannot be hydroxyl. Those compounds wherein at least one of R.sub.3 and R.sub.4 is other than hydrogen are novel, and constitute a part of this invention.Type: GrantFiled: November 14, 1977Date of Patent: May 12, 1981Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic P. Hauck, Christopher M. Cimarusti, Joseph E. Sundeen