Preparing Directly From Organic Acid, Acid Halide Or Salt Patents (Class 564/394)
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Patent number: 9017638Abstract: Disclosed is a method for producing graphene functionalized at its edge positions of graphite. Organic material having one or more functional groups is reacted with graphite in reaction medium comprising methanesulfonic acid and phosphorus pentoxide, or in reaction medium comprising trifluoromethanesulfonic acid, to produce graphene having organic material fuctionalized at edges. And then, high purity and large scaled graphene and film can be obtained by dispersing, centrifugal separating the functionalized graphene in a solvent and reducing, in particular heat treating the graphene. According to the present invention graphene can be produced inexpensively in a large amount with a minimum loss of graphite. (FIG.Type: GrantFiled: February 24, 2012Date of Patent: April 28, 2015Assignee: Unist Academy-Industry Research CorpInventors: Jong Beom Baek, Eun Kyoung Choi, In Yup Jeon, Seo Yun Bae
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Patent number: 8859813Abstract: The present invention relates to salts having uronium cations and to a process for preparing same comprising alkylating urea C(O)(NR2)2 using an ester ARo.Type: GrantFiled: August 21, 2012Date of Patent: October 14, 2014Assignee: Merck Patent GmbHInventors: Nikolai (Myloka) Ignatyev, Urs Welz-Biermann, German Bissky, Helge Willner, Andriy Kucheryna
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Publication number: 20130108540Abstract: Disclosed is a method for producing graphene functionalized at its edge positions of graphite. Organic material having one or more functional groups is reacted with graphite in reaction medium comprising methanesulfonic acid and phosphorus pentoxide, or in reaction medium comprising trifluoromethanesulfonic acid, to produce graphene having organic material fuctionalized at edges. And then, high purity and large scaled graphene and film can be obtained by dispersing, centrifugal separating the functionalized graphene in a solvent and reducing, in particular heat treating the graphene. According to the present invention graphene can be produced inexpensively in a large amount with a minimum loss of graphite.Type: ApplicationFiled: February 24, 2012Publication date: May 2, 2013Inventors: Jong Beom Baek, Eun Kyoung Choi, In Yup Jeon, Seo Yoon Bae
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Patent number: 8404897Abstract: Embodiments of methods for preparing 3-aminopicric acid from picric acid is described. In one embodiment, the method comprises combining lithium hydroxide, picric acid, and a first solvent to form a first solution, combining lithium hydroxide, hydroxylamine hydrochloride, and a second solvent to form a second solution, combining the first solution with the second solution to form a mixture, and cooling the mixture.Type: GrantFiled: November 3, 2010Date of Patent: March 26, 2013Assignee: Pacific Scientific Energetic Materials CompanyInventors: John W. Fronabarger, Michael D. Williams
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Patent number: 8334322Abstract: Drug substances comprising a pharmaceutically acceptable organic acid addition salt of amine containing pharmaceutically active compounds useful for the treatment of a therapeutic ailment administration and exhibiting prophylactic properties when employed in non-therapeutic administration.Type: GrantFiled: December 22, 2011Date of Patent: December 18, 2012Assignee: Pisgah Laboratories, LLCInventors: David William Bristol, Clifford Riley King, Joseph Pike Mitchener, Jr., Vicki Haynes Audia
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Publication number: 20120259048Abstract: An object of the present invention is to provide processes for producing a rubber anti-aging agent, a vulcanization accelerator and a modified natural rubber, by converting glucose into benzoic acid or a benzoic acid derivative by a microorganism or extracting benzoic acid or a benzoic acid derivative from a plant, converting the obtained benzoic acid or benzoic acid derivative into aniline or an aniline derivative and then making the rubber anti-aging agent, vulcanization accelerator or modified natural rubber with the aniline or aniline derivative.Type: ApplicationFiled: June 18, 2012Publication date: October 11, 2012Inventor: Keitaro FUJIKURA
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Publication number: 20110105800Abstract: Embodiments of methods for preparing 3-aminopicric acid from picric acid is described. In one embodiment, the method comprises combining lithium hydroxide, picric acid, and a first solvent to form a first solution, combining lithium hydroxide, hydroxylamine hydrochloride, and a second solvent to form a second solution, combining the first solution with the second solution to form a mixture, and cooling the mixture.Type: ApplicationFiled: November 3, 2010Publication date: May 5, 2011Inventors: John W. FRONABARGER, Michael D. WILLIAMS
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Publication number: 20100041920Abstract: The present invention relates generally to novel salt forms of R-(+)-N-propargyl-1-aminoindan (i.e. rasagiline base), to a compound of formula Ia, to processes for their preparation and isolation, and to pharmaceutical compositions comprising the same.Type: ApplicationFiled: July 20, 2009Publication date: February 18, 2010Inventors: Stephen Benedict David Winter, Ernesto Duran Lopez, Monica Benito Velez
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Patent number: 7468460Abstract: A method for producing unprotected or carbamate-protected amines of formulae (II) and (III) or R1—NH2 (II) or R1—NHCO2R2 (III) by reacting hydroxamic acids of formula (I) (R1 CONHOH) with a) alkylpliosphonic acid anhydrite's, b) alcohol R2OH and c) optionally with a base, at a temperature ranging from 100 to +120°C., wherein the hydroxainic acid (I) is produced prior to or during reacting (in situ) and R1 is an optionally substituted linear or branched C1-C12 alkyl radical, substituted C3-C10 cycloalkyl, alkenyl, aryl or heteroaryl radical and R2 is an open-chain, cyclic or branched allyl, aryl or C1 to C12-alkyl radicals, or aryloxy, allyloxy or alkoxy radical possibly substituted with open-chain, cyclic or branched C1 to C12-alkyl radicals.Type: GrantFiled: July 5, 2006Date of Patent: December 23, 2008Assignee: Archimica GmbHInventors: Andreas Meudt, Claudius Boehm
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Publication number: 20080221357Abstract: A method for producing unprotected or carbamate-protected amines of formulae (II) and (III) or R1—NH2 (II) or R1—NHCO2R2 (III) by reacting hydroxamic acids of formula (I) (R1CONHOH) with a) alkylphosphonic acid anhydrite's, b) alcohol R2OH and c) optionally with a base, at a temperature ranging from 100 to +120° C., wherein the hydroxamic acid (I) is produced prior to or during reacting (in situ) and R1 is an optionally substituted linear or branched C1-C12 alkyl radical, substituted C3-C10 cycloalkyl, alkenyl, aryl or heteroaryl radical and R2 is an open-chain, cyclic or branched allyl, aryl or C1 to C12-alkyl radicals, or aryloxy, allyloxy or alkoxy radical possibly substituted with open-chain, cyclic or branched C1 to C12-alkyl radicals.Type: ApplicationFiled: July 5, 2006Publication date: September 11, 2008Inventors: Andreas Meudt, Claudius Boehm
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Patent number: 7378555Abstract: The present invention is to prepare efficiently 2?-amino-5?-hydroxypropiophenone corresponding to the AB-ring part of camptothecin (CPT) skeleton and a tricyclic ketone corresponding to the CDE-ring part in order to provide efficiently CPT by the total synthesis, which is a starting material for irinotecan hydrochloride and various kinds of camptothecin derivatives, and to provide stably CPT and its derivatives.Type: GrantFiled: September 8, 2006Date of Patent: May 27, 2008Assignee: Kabushiki Kaisha Yakult HonshaInventors: Takanori Ogawa, Hiroyuki Nishiyama, Miyuki Uchida, Seigo Sawada
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Publication number: 20070255057Abstract: A method of nitrating a compound selected from the group consisting of is provided.Type: ApplicationFiled: February 27, 2007Publication date: November 1, 2007Inventors: Miall Cedilote, Thomas Patrick Cleary, Pingsheng Zhang
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Patent number: 7094928Abstract: This invention relates to an improved process for synthesizing (±)-2-Amino-N-[2-(2,5-dimethoxyphenyl]-2-hydroxyethyl acetamide monohydrochloride in good yield and in a cost effective manner from 1-(2,5-dimethoxyphenyl)-2-bromoethanone by reacting the same with hexamine in the presence of novel solvent system comprising Tetrahydrofuran and water. The resulting aminoethanone is acylated with haloacetylchloride and sodium acetate in acetone-water solvent system. This product is reduced selectively first with sodium borohydride and subsequently with stannous chloride. This product is converted in situ to the corresponding hydrochloride salt immediately after reduction on its own.Type: GrantFiled: August 21, 2002Date of Patent: August 22, 2006Assignee: Sanmar Specialty Chemicals Ltd.Inventors: Rajaram Sankara Subramanian, Venkatanathan Satagopan, Rajagopalan Srinivasan
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Patent number: 6900245Abstract: The present invention relates to a pharmaceutical composition for treating or preventing obesity, comprising novel crystalline sibutramine methanesulfonate hemihydrate of formula (I).Type: GrantFiled: October 3, 2003Date of Patent: May 31, 2005Assignee: Hanmi Pharm. Co., Ltd.Inventors: Jae-Heon Lee, Gha-Seung Park, Jae-Cheol Lee, Han-Kyong Kim, Young-Kil Chang, Gwan-Sun Lee
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Publication number: 20030229102Abstract: The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt thereof which is useful for the treatment of conditions associated with glutamate hypofunction, such as psychiatric and neurological disorders 1Type: ApplicationFiled: November 15, 2002Publication date: December 11, 2003Inventors: James Allen Knobelsdorf, Timothy Alan Shepherd, Eric George Tromiczak, Hamideh Zarrinmayeh, Dennis Michael Zimmerman
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Patent number: 6657085Abstract: A process for the preparation of aniline compounds of formula: wherein n and R are as defined in claim 1, by reacting nitro compounds of formula: wherein n and R are as defined, with hydrazine at elevated temperature in the presence of an aqueous base. The compounds of formula I are suitable as intermediates in the preparation of herbicides of the isobenzofuranone type.Type: GrantFiled: November 15, 2002Date of Patent: December 2, 2003Assignee: Syngenta Crop Protection, Inc.Inventors: Gottfried Seifert, Thomas Rapold
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Patent number: 6552228Abstract: The present invention relates to a process for the treatment of an aryl carbamoyl fluoride comprising in its molecule at least one perhalogenated aliphatic carbon, which carbon carries at least one halogen atom to be exchanged with fluorine. This process comprises the stage of bringing the said carbamoyl fluoride into contact with hydrofluoric acid, the ratio of hydrofluoric [lacuna] to carbamoyl fluoride being maintained during the reaction at a value at least equal to 4, preferably to 5, and characterized in that the said ratio is at most equal to 11. Application to organic synthesis.Type: GrantFiled: July 5, 2000Date of Patent: April 22, 2003Assignee: Rhodia ChimieInventors: Gilbert Guidot, Christophe Rochin, Laurent Saint-Jalmes
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Patent number: 6476266Abstract: Provided is a diamino compound suitable for obtaining a polyimide which can form a liquid crystal alignment film capable of providing a liquid crystal display element, an intermediate therefor and a production process for the same. The above production process is characterized by reacting a cyclohexylbenzene derivative represented by Formula (3): with an acid halide represented by Formula (4): by the Frieldel-Crafts reaction to produce a cyclohexylphenylcarbonyl compound, and reducing the above compound after nitrating, whereby a compound represented by Formula (1) is obtained: (wherein A1 represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms; A2 represents a single bond or an alkylene group having 1 to 5 carbon atoms, and one or optional methylene groups which are not adjacent in the group may be substituted with an oxygen atom; X is Br or Cl; m represents an integer of 0 to 3, and n represents an integer of 1 to 5).Type: GrantFiled: December 23, 1999Date of Patent: November 5, 2002Assignee: Chisso CorporationInventors: Takahiro Mori, Toshiya Sawai, Shizuo Murata, Masaaki Yazawa, Satoshi Tanioka, Kumiko Hara
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Patent number: 6448446Abstract: An improved synthesis of N,N,-disubstituted-p-phenylene-diamine (DSPDA) preferably di-n-butyl-p-phenylenediamine is disclosed. The improvement rests on the discovery that DSPDA and its salts are extremely sensitive to oxygen so that once the product DSPDA or its salt is formed, oxygen must be excluded from all manipulations.Type: GrantFiled: January 12, 2001Date of Patent: September 10, 2002Assignee: AntiCancer, Inc.Inventors: Li Tang, Yuying Tan
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Patent number: 6444851Abstract: The invention provides a process for the preparation of 2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide of the formula 1 by hydrogenolysis of substituted 2-dibenzylamino-N-[2-(2′,5′-dimethoxyphenyl)-2-hydroxy-ethyl]acetamide having the formula (5), wherein Ar and Ar′ are aryl groups,Type: GrantFiled: January 9, 2002Date of Patent: September 3, 2002Assignee: Chemagis Ltd.Inventors: Michael Brand, Ronit Chen, Deby Yigal, Joseph Kaspi
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Patent number: 6403833Abstract: The present invention provides a single step process for the preparation of p-aminophenol by hydrogenation of nitrobenzene in presence of an aqueous acid over a mono or bimetallic nickel catalyst at a temperature in the range of 80-120° C. for a period of 1 to 4 hrs. The resulting reaction mixture is extracted with an organic solvent like ethyl acetate, cyclohexane or toluene to separate the aqueous layer containing PAP and neutralizing it with ammonia solution to recover the solid p-aminophenol.Type: GrantFiled: January 30, 2001Date of Patent: June 11, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Chandrashekhar Vasant Rode, Manisha Jagdeeshrao Vaidya, Raghunath Vitthal Chaudhari
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Patent number: 6169187Abstract: The invention provides a process for the recovery of ascorbic acid from a feed containing at least one precursor of ascorbic acid comprising converting the precursor into at least one product, the at least one product being ascorbic acid in an organic extractant composition, the organic extractant composition comprising at least one secondary or tertiary alkyl amine in which the aggregate number of carbon atoms is at least 20, as a primary extractant, and a polar extraction enhancer compound; wherein the extractant composition comprises at least 2 moles of the polar extraction enhancer compound per one mole of primary extractant; and subjecting the ascorbic acid-containing organic extractant composition to a stripping operation with aqueous solution at a temperature of at least 20° C. higher than the temperature at which the conversion is carried out; whereby there is obtained an aqueous solution of ascorbic acid in which the concentration of ascorbic acid is higher than 5%.Type: GrantFiled: August 9, 1999Date of Patent: January 2, 2001Assignee: Yissum Research Development Company of the Hebrew University of JerusalemInventor: Aharon Meir Eyal
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Patent number: 6121491Abstract: Process for the preparation of cericlamine which consists: i) in arylating methacrylic acid with the diazonium chloride of 3,4-dichloroaniline, to obtain (+/-)2-chloro-3-(3,4-dichlorophenyl)-2-methylpropionic acid, ii) in aminating the acid with dimethylamine, to obtain (+/-)3-(3,4-dichlorophenyl)-2-dimethylamino-2-methylpropionic acid, or an alkaline metal salt thereof, iii) in esterifying the amino-acid or its salt, then, iv) in reducing the ester by a metal or organometal hydride to obtain (+/-)3-(3,4-dichlorophenyl)-2-dimethylamino-2-methyl-propan-1-ol.Type: GrantFiled: December 20, 1999Date of Patent: September 19, 2000Assignee: Warner-Lambert CompanyInventors: Marc Nicolas, Blandine Laboue, Dominique Depernet
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Patent number: 5847217Abstract: 2-Amino-5-alkyl-phenols, which are suitable as intermediates in the production of crop-protection agents or photographic couplers, can be prepared by subjecting 2-amino-5-alkyl-benzenesulphonic acids or their salts to alkaline hydrolysis.Type: GrantFiled: December 2, 1997Date of Patent: December 8, 1998Assignee: Bayer AktiengesellschaftInventors: Horst Behre, Guido Steffan
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Patent number: 5693863Abstract: The present invention relates to methods for the production of E-1-?4'-(2-dimethylaminoethoxy)-phenyl!-1-(3'-hydroxyphenyl)-2-phenyl-1-bu tene of formula (I) which comprises heating the compound of formula (II) in the presence of an organic solvent and HCl gas and cooling the reaction to obtain the compound of formula (IIIa), and then heating the isolated compound of formula (IIIa) in the presence of sulfuric acid or hydrochloric acid to obtain the compound according to formula (I).Type: GrantFiled: September 23, 1996Date of Patent: December 2, 1997Assignee: Klinge Pharma GmbHInventors: Helmut Grill, Axel Woschina
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Patent number: 5672753Abstract: .alpha.-oximino carboxylic acids or their esters are reduced with an alkali boron hydride and hydrogen chloride or sulfuric acid to yield racemic amino alcohols (e.g. (RS)-tert-leucinol).Type: GrantFiled: February 21, 1996Date of Patent: September 30, 1997Assignee: Degussa AktiengesellschaftInventors: Karlheinz Drauz, Wilfried Jahn, Michael Schwarm
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Patent number: 5486609Abstract: A process for preparing carbocyclic m-aminohydroxyaromatics comprises reacting the corresponding o-- or m-halohydroxyaromatics or metal salts thereof with primary or secondary amines in the presence of a base and in the presence or absence of a diluent.Type: GrantFiled: March 24, 1995Date of Patent: January 23, 1996Assignee: BASF AktiengesellschaftInventors: Robert Reinhardt, Helmut Reichelt, Roland Merger
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Patent number: 5471002Abstract: A process for preparing trifluoromethylanilines of the formula (I), ##STR1## in which R.sup.1 and R.sup.2, independently of each other, are hydrogen, halogen, (C.sub.1 -C.sub.4) alkyl, hydroxyl, alkoxy, alkylthio, carboxyl, or a nitro or cyano group, by reacting compounds of the formula (II) ##STR2## in which X.sub.1, X.sub.2 and X.sub.3 are in each case, identically or differently, halogen atoms,a is 0 or 1,Y is fluorine, chlorine or bromine, andR.sup.1 and R.sup.2 have the defined meaning, with anhydrous hydrofluoric acid, and converting the resulting aniline hydrofluorides with a base into the free amines.Type: GrantFiled: August 18, 1994Date of Patent: November 28, 1995Inventors: Wolfgang Appel, Gunter Siegemund
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Patent number: 5430188Abstract: A process for the preparation of 2-alkyl-6-methyl-N(1'-methoxy-2'-propyl)-aniline by catalytic reductive alkylation wherein at least one mole equivalent of methoxyacetone is reacted with one mole equivalent of 2-alkyl-6-methyl-aniline in a liquid medium without an additional solvent, in the presence of a platinized carbon catalyst and hydrogen and in the presence of an acid cocatalyst under a hydrogen pressure of between 2.times.10.sup.5 and 1.times.10.sup.6 Pa at a temperature between 20.degree. and 80.degree. C., characterized in that the reaction mixture contains water from the beginning of the reaction and after the hydrogenation, base is added, the reaction mixture is filtered to separate the catalyst and the title compound recovered from the filtrate. The process is particularly useful for the preparation of N-substituted chloracetanilide herbicides.Type: GrantFiled: December 15, 1993Date of Patent: July 4, 1995Assignee: Ciba-Geigy CorporationInventors: Rolf Bader, Peter Flatt, Paul Radimerski
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Patent number: 5354891Abstract: Disclosed is a method for producing aromatic amine derivatives in a high yield at a low price, which comprises inducing an aromatic hydroxamic acid derivative to undergo a rearrangement reaction under a mild condition in the presence of a base and a nitrile or a nitrile equivalent.Type: GrantFiled: March 4, 1993Date of Patent: October 11, 1994Assignee: Fuji Photo Film Co., Ltd.Inventor: Tatsuhiko Obayashi
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Patent number: 5326911Abstract: Ortho-amides of the formula ##STR1## can be prepared by reacting salts of the formula ##STR2## with alcoholates of the formulaM.sup.1 OR.sup.1 (III)where the radicals R.sup.1 to R.sup.4, M.sup.1 and X.sup..crclbar. have the meaning given in the description. The alcoholates are employed in highly active form with an effective content of 98-100% M.sup.1 OR.sup.1.Type: GrantFiled: July 20, 1992Date of Patent: July 5, 1994Assignee: Bayer AktiengesellschaftInventors: Heinz-Ulrich Blank, Helmut Kraus, Gerhard Marzolph, Nikolaus Muller
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Patent number: 5214170Abstract: A novel 1.alpha. (or 24R), 25-dihydroxy vitamin D.sub.3 amino acid derivative of the formula ##STR1## wherein R.sub.1 is OH or --O--CO--A--NH.sub.2, and R.sub.2 and R.sub.3 are each selected from the group consisting of hydrogen, OH and --O--CO--A--NH.sub.2 ; wherein one of R.sub.2 and R.sub.3 is hydrogen, one of R.sub., R.sub.2 and R.sub.3 is OH, and one of R.sub.1, R.sub.2 and R.sub.3 is --O--CO--A--NH.sub.2 ; and wherein A is C.sub.1-10 alkylene, is produced by removing a protective group for the amino group, e.g. 9-fluorenylmethyloxycarbonyl, in the presence of a base in an inert solvent. A radioisotope iodine-labeled residue is then attached to the amino group to produce a derivative useful in the assay of 1.alpha. (or 24R), 25-dihydroxy vitamin D.sub.3 in a specimen.Type: GrantFiled: January 27, 1992Date of Patent: May 25, 1993Assignee: Toyo Jozo Kabushiki KaishaInventors: Miyuki Tanabe, Shigeru Ikuta
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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: 5117018Abstract: A novel 1.alpha. (or 24R), 25-dihydroxy vitamin D.sub.3 amino acid derivative of the formula ##STR1## wherein R.sub.1 is OH or --O--CO--A--NH.sub.2, and R.sub.2 and R.sub.3 are each selected from the group consisting of hydrogen, OH and --O--CO--A--NH.sub.2 ; wherein one of R.sub.2 and R.sub.3 is hydrogen, one of R.sub.1, R.sub.2 and R.sub.3 is OH, and one of R.sub.1, R.sub.2 and R.sub.3 is --O--CO--A--NH.sub.2 ; and wherein A is C.sub.1-10 alkylene, is produced by removing a protective group for the amino group, e.g. 9-fluorenylmethyloxycarbonyl, in the presence of a base in an inert solvent. A radioisotope iodine-labeled residue is then attached to the amino group to produce a derivative useful in the assay of 1.alpha. (or 24R), 25-dihydroxy vitamin D.sub.3 in a specimen.Type: GrantFiled: October 5, 1989Date of Patent: May 26, 1992Assignee: Toyo Jozo Kabushiki KaishaInventors: Miyuki Tanabe, Shigeru Ikuta
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Patent number: 5041563Abstract: A process for the manufacture of ascorbic acid from 2-ketogulonic acid esters (KGAE) utilizing amine salts of the latter is disclosed.Type: GrantFiled: May 22, 1990Date of Patent: August 20, 1991Assignee: Hoffman-La Roche Inc.Inventors: Peter Fahrni, Theodor Siegfried
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Patent number: 4973758Abstract: The characteristic of the improved process for the preparation of 1,5-dihydroxynaphthalene and 1,5-diaminonaphthalene is to carry out the alkaline pressure hydrolysis of the disodium salt of naphthalene-1,5-disulphonic acid at temperatures from 270.degree. to 290.degree. C. and under 14 to 20 bar using an excess of sodium hydroxide solution such that the molar ratio NaOH/disodium salt of naphthalenesulphonic acid is at least 12:1. The 1,5-dihydroxynaphthalene which is obtained in this manner, without hazard and in substantially higher purity, is then aminated with ammonia in the presence of ammonium bisulphite to give 1,5-diaminonaphthalene, it being possible to achieve a further increase in the degree of purity of the 1,5-diaminonaphthalene by increasing the molar ratio NH.sub.3 /1,5-dihydroxynaphthalene to at least 6:1.Type: GrantFiled: November 21, 1989Date of Patent: November 27, 1990Assignee: Bayer AktiengesellschaftInventors: Horst Behre, Lothar Jakob, Heinz U. Blank, Dietmar Mayer, Roland Busse
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Patent number: 4964876Abstract: The dye mixture mentioned in claim 1 or one of the dyes mentioned in claims 12 or 13 are used for the dyeing of polyester textile material.Type: GrantFiled: May 18, 1989Date of Patent: October 23, 1990Assignee: Ciba-Geigy CorporationInventors: Christian Frey, Bernd Dill, Konrad Schmid
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Patent number: 4855503Abstract: Oxybisaniline is prepared in high yield by reacting a hydroxylamine with a polycarboxylic diphenyl ether in the presence of an inorganic acid. The acid groups are directly converted to amine groups. By-products of the reaction are negligible.Type: GrantFiled: April 23, 1987Date of Patent: August 8, 1989Assignee: Amoco CorporationInventors: Douglas E. Fjare, Gary P. Hagen
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Patent number: 4748277Abstract: A process for the preparation of trifluoromethylanilines. Hydrolysis and exchange fluorination of a para-trihalomethyl benzene isocyanate or carbamyl halide are carried out in liquid hydrofluoric acid.Type: GrantFiled: September 25, 1986Date of Patent: May 31, 1988Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Michel Debois
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Patent number: 4624937Abstract: An improved process is provided for the selective production of secondary amines and primary amines by bringing together under reaction conditions a tertiary amine or a secondary amine with oxygen or an oxygen-containing gas in the presence of an activated carbon catalyst, the improvement which comprises using an activated carbon catalyst wherein oxides have been removed from the surface of the carbon.Type: GrantFiled: February 28, 1985Date of Patent: November 25, 1986Assignee: Monsanto CompanyInventor: Shine K. Chou
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Patent number: 4506039Abstract: Polymer-containing polyether polyamines containing terminal aromatically-bound amino groups are produced by in situ polymerization of a polyether polyamine with an olefinically unsaturated monomer. The polyether polyamine starting material must have terminal aromatic amino groups, a molecular weight of from 800 to 10,000 and an aromatic amino group content of from 0.3 to 16 wt. %. Suitable olefinically unsaturated monomers include .alpha.,.beta.-unsaturated nitriles, aromatic vinyl compounds, .alpha.,.beta.-unsaturated carboxylic acids and esters thereof, vinyl esters, vinyl halides, vinylidene halides, .alpha.,.beta.-unsaturated carboxylic acid amides and aminoalkyl esters of unsaturated carboxylic acids. Acrylonitrile/styrene mixtures are preferred monomers. The starting materials are employed in quantities such that the product modified polyether polyamine contains from 1 to 60 wt. % polymer or graft-polymer. The product polyamines are particularly useful in the production of polyurethanes.Type: GrantFiled: December 20, 1982Date of Patent: March 19, 1985Assignee: Bayer AktiengesellschaftInventors: Gerhard Balle, Werner Rasshofer, Winfried Schoberth
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Patent number: 4481370Abstract: A method for the preparation of aromatic amines comprises reacting hydrogen fluoride with a phenyl carbamic fluoride.Type: GrantFiled: June 15, 1983Date of Patent: November 6, 1984Assignee: Occidental Chemical CorporationInventors: Henry C. Lin, Byron R. Cotter
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Patent number: 4363766Abstract: A process for the preparation of sulfur-containing N-benzyl-amino acids of the formula ##STR1## wherein X and Y, which may be identical to or different from each other, are each hydrogen or halogen;R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms;R.sub.2 is hydrogen, alkyl of 1 to 3 carbon atoms, carboxy-lower alkyl or acyl;R.sub.3 is hydrogen or acyl; andn is 1 or 2;which comprises the steps of converting anthranilic acid or a halogenated anthranilic acid into the corresponding aldehyde, reacting the aldehyde with a compound of the formula ##STR2## wherein R.sub.1, R.sub.2 and n have the meanings previously defined, to form the corresponding Schiff's base, reducing the said Schiff's base, and recovering the reaction product.Type: GrantFiled: April 17, 1979Date of Patent: December 14, 1982Assignee: Boehringer Ingelheim GmbHInventor: Bernard Bellegarde
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Patent number: 4299983Abstract: A process for the production of symmetrical and unsymmetrical substituted diarylamines is disclosed. The process provides said diarylamines in high yield and purity by the reaction of a salt of an arylsulfonic acid and an alkali metal salt of a primary arylamine in the presence of an inorganic alkali metal salt.Type: GrantFiled: October 3, 1979Date of Patent: November 10, 1981Assignee: Xerox CorporationInventors: Trevor I. Martin, John M. Lennon