Preparing Directly From Hetero Ring Containing Compound Patents (Class 564/487)
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Patent number: 5196595Abstract: New perfluoroaminoether polymers and a process for preparing them which comprises copolymerizing fluorinated olefins with oxaziridines in the presence of ultra-violet radiations or of chemical initiators.Type: GrantFiled: April 28, 1992Date of Patent: March 23, 1993Assignee: Ausimont S.R.L.Inventors: Walter Navarrini, Darryl D. Desmarteau
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Patent number: 5158974Abstract: A process is described for the preparation of an N-alkyl- or N,N-dialkyl-1,2-diaminoethane of the general formula I ##STR1## where R.sup.1 is hydrogen or methyl, R.sup.2 is C.sub.1 - to C.sub.5 -alkyl, and R.sup.3 is hydrogen or C.sub.1 - to C.sub.5 -alkyl, with the proviso that the total number of carbon atoms in R.sup.2 and R.sup.3 is an integer from 1 to 6, by reacting an imine of the general formula II ##STR2## with an amine of the general formula III ##STR3## where R.sup.1, R.sup.2 and R.sup.3 are as defined above, which comprises carrying out the reaction in the presence of carbon dioxide at from 10.degree. to 150.degree. C. and at from 0.5 to 50 bar.Type: GrantFiled: October 15, 1990Date of Patent: October 27, 1992Assignee: BASF AktiengesellschaftInventors: Andreas Hohmann, Wolfgang Reuther, Werner Bochnitschek
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Patent number: 5120878Abstract: A process for the preparation of secondary methylalkyl amines is disclosed, said process comprising reacting, at elevated temperature and pressure, a hexahydrotriazine compound in the liquid state with hydrogen in the presence of a catalyst material having at least one catalytically active metal, said hexahydrotriazine compound having the formula ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3 are, independently, straight or branched, saturated or unsaturated, linear or cyclic hydrocarbon groups or straight or branched, saturated or unsaturated, linear or cyclic hydrocarbon groups wherein one or more CH.sub.Type: GrantFiled: January 30, 1991Date of Patent: June 9, 1992Assignee: Akzo N.V.Inventor: Eugene R. Carr
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Patent number: 5110987Abstract: A method of preparing a substituted derivative of sphingosine comprising the steps of reducing serine methyl ester by a hydride reagent to form an aldehyde or aldehyde derivative, adding acetylide anions to the aldehyde to form an erythro-isomer or propargyl alcohol and inverting the propargyl alcohol by S.sub.N 2 inversion to form a threo-isomer. Either isomer can then be deprotected to form an alkyne with a 2-aminopropane 1,3-diol head group; this alkyne can be reduced to form sphingosine or a sphingosine derivitive which can be functionalized at the 4 and 5 positions to form a substituted derivative of sphingosine.Type: GrantFiled: June 17, 1988Date of Patent: May 5, 1992Assignee: Emory UniversityInventors: Dennis Liotta, Alfred H. Merrill
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Patent number: 5017725Abstract: Addition salts of cysteamine with acids are prepared by reacting aziridine with an organic sulfur compound of oxidation state -2 and with a ketone and then subjecting the thiazolidine formed as an intermediate to acid hydrolysis, by a process in which aziridine and the ketone are reacted with ammonium hydrogen sulfide or with a metal hydrogen sulfide with the addition of a moderately strong or strong acid at from -10.degree. to +100.degree. C. and a pH which is greater than or equal to 8.5 is maintained.Type: GrantFiled: January 30, 1990Date of Patent: May 21, 1991Assignee: BASF AktiengesellschaftInventors: Andreas Hohmann, Wolfgang Reuther, Rolf Fikentscher, Theo Proll
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Patent number: 5012000Abstract: A method for the preparation of chiral 2-amino-1,3-diols is disclosed. The method involves four steps including performance of an aldol condensation with a chiral oxazolidinone on an aldehyde, treating the aldol condensation product with an alkali metal azide, treating the product with a borohydride reagent and reducing the azide to an amine.Type: GrantFiled: October 30, 1989Date of Patent: April 30, 1991Assignee: Eastman Kodak CompanyInventors: Carl R. Illig, Alexander L. Weis
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Patent number: 4990672Abstract: This invention relates to propylene-linked polyethylene polyamines and a process for preparing such propylene-linked polyethylene polyamines. These propylene-linked polyethylene polyamines are characterized as having high molecular weight and the amine value is distributed over a wide range of primary, secondary, and tertiary amine functionality.The propylene-linked polyethylene polyamines are prepared by reacting a polyamine containing an ethylene amine functionality with acrylonitrile or methacrylonitrile to form a cyanoethylated polyamine containing the ethylene linkage and then reductively alkylating the resulting cyanoethylated derivative in the presence of a polyamine containing an ethylene linkage. Typically, a polyethylene polyamine such as diethylenetriamine or triethylene tetramine is reacted with acrylonitrile and then hydrogenated under reductive alkylation conditions.Type: GrantFiled: May 30, 1989Date of Patent: February 5, 1991Assignee: Air Products and Chemicals, Inc.Inventors: Thomas A. Johnson, Ismail O. Abdalmuhdi
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Patent number: 4978793Abstract: A process of forming 2-amino-1,3-propanediol by reducing the compound, 5-nitro-1,3-dioxane and subsequently hydrolyzing the reduced compound.Type: GrantFiled: June 23, 1988Date of Patent: December 18, 1990Assignee: W. R. Grace & Co.-Conn.Inventors: Jennifer M. Quirk, Stephen G. Harsy, Christer L. Hakansson
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Patent number: 4933470Abstract: A method is described for producing vicinal diamines comprising the steps of converting a compound, possessing a leaving group on a carbon atom interposed between carbon atoms containing amino groups, to an aziridine-containing compound and reacting the latter compound with a nucleophile to form a vicinal diamine. The compound chosen for the rearrangement reaction may be selected from a wide range of compounds, including those with halide, heteroatom and aryl substituents. The amino groups may be blocked or unblocked. A variety of functional groups, including those which extend the carbon backbone, may be incorporated via opening of the aziridine-containing compound by addition of a selected nuclepohile. Aziridine-containing compositions and vicinal diamine compositions are disclosed. Functionalized vicinal diamines have numerous uses, including as intermediates for radionuclide-chelating ligands for use in the diagnosis and therapy of cancer.Type: GrantFiled: October 5, 1987Date of Patent: June 12, 1990Assignee: NeoRx CorporationInventor: David S. Jones
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Patent number: 4921957Abstract: By reacting 3,3,4,4-tetrafluoro-2-(trifluoromethyl)-1,2-oxazetidine (I) with a Lewis acid, in particular SbF.sub.5, three novel fluorinated compounds (II), (III) and (IV) are obtained: ##STR1## The compounds are useful as lubricants.Type: GrantFiled: July 6, 1989Date of Patent: May 1, 1990Assignee: Ausimont S.r.l.Inventors: Alessandro Malacrida, Darryl D. Desmarteau
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Patent number: 4845297Abstract: Process for producing polyamines by a catalytic reduction reaction of a cyanoethylated N-(2-aminoethyl)piperazine and cyanoethylated compounds of polyamines containing 4 or more amino groups in the molecule.Type: GrantFiled: December 30, 1987Date of Patent: July 4, 1989Assignee: Toyo Soda Manufacturing Co., Ltd.Inventors: Sadakatsu Kumoi, Keiji Mitarai, Yukihiro Tsutsumi
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Patent number: 4792627Abstract: A process for producing a polyether polyol with a content of 0.5 to 99.5% by weight of oxytetramethylene groups derived from tetrahydrofuran by copolymerizing tetrahydrofuran or a mixture of tetrahydrofuran and other cyclic ether copolymerizable therewith with a polyhydric alcohol having two or more hydroxyl groups per one molecule with the use of a heteropoly-acid and/or its salt as a catalyst, which comprises allowing 0.1 to 15 molecules of water per one heteropoly-anion to exist in the catalyst phase.The above-described polyether polyol is an industrially useful polymer which is a starting material for polyurethane to be used for spandex or a synthetic leather, etc.Type: GrantFiled: December 22, 1986Date of Patent: December 20, 1988Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Atsushi Aoshima, Shoichiro Tonomura, Hiroyuki Fukui, Hisaya Imai
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Patent number: 4658065Abstract: A process for producing a polyether polyol with a content of 0.5 to 99.5% by weight of oxytetramethylene groups derived from tetrahydrofuran by copolymerizing tetrahydrofuran or a mixture of tetrahydrofuran and another cyclic ether copolymerizable therewith with a polyhydric alcohol having two or more hydroxyl groups per one molecule with the use of a heteropoly-acid and/or its salt as a catalyst, which comprises allowing 0.1 to 15 molecules of water per one heteropoly-anion to exist in the catalyst phase.The above-described polyether polyol is an industrially useful polymer which is a starting material for polyurethane to be used for spandex or a synthetic leather, etc.Type: GrantFiled: March 27, 1985Date of Patent: April 14, 1987Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Atsushi Aoshima, Shoichiro Tonomura, Hiroyuki Fukui, Hisaya Imai
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Patent number: 4629814Abstract: This process relates to the preparation of unsubstituted or substituted bis-bromoalkyl ethers by reacting unsubstituted or substituted 1,3-dioxolane or unsubstituted or substituted 1,3-dioxane with thionyl bromide. The bis-bromoalkyl ethers made by this process can be used in preparing biologically active compounds.Type: GrantFiled: August 27, 1985Date of Patent: December 16, 1986Assignee: Rohm and Haas CompanyInventor: Michael P. James
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Patent number: 4584407Abstract: A method of preparing a thiazolidine derivative of the formula ##STR1## where R, R.sub.1, R.sub.2 R.sub.3 and R.sub.4 are each independently hydrogen or appropriate aromatic or aliphatic substituents, comprises reacting together a sulphur donor, such as sulphur or hydrogen sulphide, an aldehyde of the formula RCHO, such as benzaldehyde or formaldehyde, and an ethanolamine derivative of the formula, or including the radical, NH.sub.2 CR.sub.1 R.sub.2 CR.sub.3 R.sub.4 X, where X is a leaving group. A suitable derivative may be, for instance, aminoethylsulphate (AES). The thiazolidine derivative may be used, for example, as intermediates in the preparation of other compounds such as cysteamine.Type: GrantFiled: December 11, 1981Date of Patent: April 22, 1986Assignee: Fine Organics LimitedInventor: John Hollowood
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Patent number: 4574059Abstract: Decane-1,10-diisocyanates corresponding to the formula ##STR1## wherein R.sub.1 is an alkyl or cycloalkyl radical, and R.sub.Type: GrantFiled: February 27, 1985Date of Patent: March 4, 1986Assignee: ATOCHEMInventors: Jacques Kervennal, Pierre Durual
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Patent number: 4556515Abstract: A method for preparing .beta.-acylenamine by condensing an oxime sulfonate with silyl enol ether in the presence of reagent, particularly the oxime sulfonate being represented by the following general formula.Type: GrantFiled: February 28, 1984Date of Patent: December 3, 1985Assignee: Toyo Stauffer Chemical Co., Ltd.Inventor: Hisashi Yamamoto
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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: 4521626Abstract: 5-Methyl-2-oxazolidinone and 5-methyl-3-(2-hydroxypropyl)-2-oxazolidinone are prepared by contacting urea and propylene carbonate in the presence of an initiator at a temperature from about 120.degree. C. to about 200.degree. C.Type: GrantFiled: April 19, 1984Date of Patent: June 4, 1985Assignee: The Dow Chemical CompanyInventor: Larry D. Kershner
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Patent number: 4514379Abstract: This invention provides a process for recovering alkanolamines, e.g. diisopropanolamine, from their corresponding cyclic reaction products (e.g., oxazolidinones), which products are the result of the reaction of CO.sub.2 and the alkanolamine, a situation commonly encountered in acid gas removal processes employing the alkanolamines alone or in combination with other liquids such as sulfolane (tetrahydrothiophene-1,1-dioxide). The process involves hydrolyzing the oxazolidinones in the presence of a small but catalytically effective amount of an amine, preferably from about 2 to 10 weight percent, based on 2-oxazolidinones. Preferably, the amine is the alkanolamine precursor of the corresponding 2-oxazolidinone.Type: GrantFiled: June 28, 1983Date of Patent: April 30, 1985Assignee: Union Oil Company of CaliforniaInventor: Alex E. Miller
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Patent number: 4507500Abstract: A process for producing 2-mercaptoethylamine hydrohalides of the general formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are identical or different, and each represents a hydrogen atom, a lower alkyl group, a hydroxy-substituted lower alkyl group or a phenyl group, and X represents a halogen atom,which comprises reacting a 2-mercaptothiazoline of the general formula ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined above, with a 2-halogenoethylamine hydrohalide of the general formula ##STR3## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and X are as defined above, in the presence of water.Type: GrantFiled: July 7, 1981Date of Patent: March 26, 1985Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Shigenobu Nakayama, Eiichi Noda, Yoshiaki Noguchi, Isamu Yamamoto, Noboru Kawasaki
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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: 4463192Abstract: A process for the preparation of N-hydrocarbyl substituted alkanolamines which comprises reacting a specified oxazolidine with carbon monoxide at a temperature ranging from 50.degree. to 250.degree. C. and a pressure ranging from 100 to 2500 psig, said oxazolidine being represented by the formula: ##STR1## in which R is an alkyl radical of 1 to 3 carbon atoms and R' is an alkyl radical of 1 to 10 carbon atoms or a hydroxy alkyl radical of 1 to 10 carbon atoms.Type: GrantFiled: July 5, 1983Date of Patent: July 31, 1984Assignee: Texaco Inc.Inventors: Roger G. Duranleau, Kenneth G. McDaniel
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Patent number: 4436891Abstract: Disclosed are curing agents for epoxy resins consisting of modified polyoxyalkylenepolyamines obtained by the addition reaction of an alkyleneimine to a polyoxyalkylenepolyamine, preferably a polyoxypropylenepolyamine or polyoxyethylenepolyalkylamine, and ethyleneimine or propyleneimine in acid medium.Type: GrantFiled: September 7, 1982Date of Patent: March 13, 1984Assignee: Texaco Inc.Inventors: Arihiko Umeda, Yoshiyuki Iwase
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Patent number: 4359418Abstract: Azo dyestuff sulfonic acid salts of the formula: ##STR1## wherein A represents a carbocyclic or heterocyclic aromatic radical, B represents an aliphatic, cycloaliphatic or araliphatic amine, X represents a hydrogen atom or a substituted or unsubstituted alkyl group, a cycloalkyl, aralkyl or aryl group, Y represents a hydrogen or halogen atom, a nitro, cyano, acyl, sulfonic acid, arylsulfonyl, alkoxycarbonyl group or a substituted or unsubstituted alkyl, sulfamoyl or carbamoyl group, Z represents a substituted or unsubstituted alkyl group or an aryl radical, m and n are 1 or 2; said dyestuffs salts having good solubility in organic solvents and functioning to color solutions of film forming polymers in yellow to orange shades.Type: GrantFiled: April 9, 1981Date of Patent: November 16, 1982Assignee: Ciba-Geigy CorporationInventors: Paul Lienhard, Gert Hegar
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Patent number: 4332969Abstract: Novel substituted 11-aminoundecanols of the formula ##STR1## and a process for their preparation are described; in the formula, R.sub.1 and R.sub.3 independently of one another are hydrogen or alkyl having 1-8 C atoms and R.sub.2 and R.sub.4 independently of one another are alkyl having 1-8 C atoms, or R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4 together with the bonding C atom form a cycloaliphatic ring having 4-8 C atoms, and R.sub.5 and R.sub.6 independently of one another are hydrogen or alkyl having 1-4 C atoms. The compounds of the formula I are valuable active compounds for combating plant pests.Type: GrantFiled: February 26, 1980Date of Patent: June 1, 1982Assignee: Ciba-Geigy CorporationInventors: Dieter Reinehr, Adolf Hubele
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Patent number: 4328368Abstract: A method if provided for continuously hydrolyzing urethane foam in a vertically oriented hydrolysis reactor. In a preferred practice, a bed of foam particles is formed in the reactor. Superheated steam is flowed continuously upward through the bed at a temperature and rate such that only the foam particles then adjacent the bottom of the reactor are hydrolyzed and the bulk of the bed is not fluidized. Unreacted steam heats the unhydrolyzed foam. Liquid hydrolysis products are drained as they are formed to prevent hydrolysis-impeding liquid saturation of unhydrolyzed particles.Type: GrantFiled: May 5, 1980Date of Patent: May 4, 1982Assignee: General Motors CorporationInventors: Robert J. Salloum, Clifford C. Duff
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Patent number: 4281200Abstract: A process for recovering amino alcohols, e.g. diisopropanolamine, from their corresponding cyclic reaction products, which products are the result of the reaction of CO.sub.2 and the amino alcohol, i.e., oxazolidinones, a situation commonly encountered in acid gas removal processes employing the amino alcohols alone or in combination with other liquids such as sulfolane (tetrahydrothiophene-1,1-dioxide) for example, by reacting the cyclic product with a small but catalytic amount (less than about 10 mol percent) of a base metal compound such as the hydroxide or a base which will convert into a hydroxide under the conditions of reaction, i.e. the acid carbonates, carbonates, metaborates, oxides or hydrides at temperatures above about 105.degree. C. to about the atmospheric boiling point of the reaction medium and, optionally, recovering the amino alcohol from the reaction mass.Type: GrantFiled: August 30, 1979Date of Patent: July 28, 1981Assignee: The Dow Chemical CompanyInventor: Karel A. J. Snoble
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Patent number: 4271318Abstract: An .omega.-lactam having 4-12 carbon atoms, an oligomer thereof or a ring-opened polymer or an .omega.-amino carboxylic acid corresponding thereto, is heated in the presence of water and a metallic carbonate compound to obtain a metallic salt of .omega.-amino carboxylic acid. Barium, calcium and lithium are the preferred metals. The resulting metal salt is converted to an amino Schiff base which may be used as a starting material for preparing an .alpha.,.omega.-diamino alkane which may or may not include an amino group as a side chain. This further produces a metallic carbonate compound. The metallic carbonate is returned and used again as a reagent for forming the metal salt of the .omega.-amino carboxylic acid to create a closed system.Type: GrantFiled: September 28, 1979Date of Patent: June 2, 1981Assignee: Toray Industries, Inc.Inventors: Tsutomu Setsuda, Hideyuki Aizawa, Takeshi Kimura
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Patent number: 4252746Abstract: Novel compositions of matter comprise the reaction products of one molar proportion of poly(oxyalkylene)amines with from about 0.5 to about 2.0 molar proportion of epihalohydrins at a temperature from about 40.degree. C. to about 150.degree. C. in the presence of an inorganic base.Type: GrantFiled: November 8, 1979Date of Patent: February 24, 1981Assignee: UOP Inc.Inventor: Gary Kwong
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Patent number: 4252745Abstract: Novel compositions comprise the polymeric reaction products of primary alkoxyalkylamines with epihalohydrins at temperatures in the range from about 40.degree. C. to about 150.degree. C. in the presence of an inorganic base. Such reaction products may be used as sedimentation and degradation inhibitors in hydrocarbon oils, antifoulants, carburetor detergents, lubricant additives, and corrosion inhibitors.Type: GrantFiled: November 8, 1979Date of Patent: February 24, 1981Assignee: UOP Inc.Inventors: Gary Kwong, Joseph Levy