Having Acyclic Acid Moiety Patents (Class 564/135)
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Patent number: 11912648Abstract: The invention relates to a method for preparing C—H acidic (meth)acrylates and the uses thereof.Type: GrantFiled: July 10, 2019Date of Patent: February 27, 2024Assignee: Evonik Operations GmbHInventors: Marcel Treskow, Maik Caspari, Thorben Schütz, Steffen Krill
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Patent number: 11136287Abstract: The present invention provides an industrially-preferable method for safely producing N-benzyl-2-bromo-3-methoxypropionamide at a high yield but at low cost. The method for producing of the present invention includes: in sequence, an amidation process that causes diacrylic anhydride to react with benzylamine in a solvent to obtain N-benzylacrylamide; a bromination process that causes N-benzylacrylamide to react with bromine in a solvent to obtain N-benzyl-2,3-dibromopropionamide; and a methoxylation process that causes N-benzyl-2,3-dibromopropionamide to react with methanol in the presence of a base to obtain N-benzyl-2-bromo-3-methoxypropionamide.Type: GrantFiled: November 21, 2017Date of Patent: October 5, 2021Assignee: API CORPORATIONInventors: Masaki Nagahama, Kenta Saito
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Patent number: 10312448Abstract: A process of dissolving in a solvent to produce a first mixture. To the first mixture a reagent is added to produce a second mixture. A H—N—R?—R? is then added to the second mixture to produce a third mixture.Type: GrantFiled: August 24, 2016Date of Patent: June 4, 2019Assignee: Phillips 66 CompanyInventors: Joseph Bullock, Brian Worfolk
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Patent number: 9079826Abstract: Provided is a method for producing an optically active ceramide by an N-acylation (amidation) reaction of an optically active aminodiol, wherein a crude ceramide produced therein is purified by an industrially advantageous process. Namely, provided is a method for producing a high-purity ceramide that has high diastereo purity with high yield. A high-purity ceramide is produced by: a step wherein a ceramide represented by general formula (1) is produced by reacting an aminodiol with an alkyl ester having 1-5 carbon atoms of an aliphatic carboxylic acid having 12-24 carbon atoms, said aliphatic carboxylic acid optionally having a hydroxyl group, in a hydrocarbon solvent having 5-10 carbon atoms; and a step wherein an alcohol having 1-3 carbon atoms is added into the reaction mixture obtained in the preceding step, thereby causing crystals to precipitate.Type: GrantFiled: November 7, 2012Date of Patent: July 14, 2015Assignee: Takasago International CorporationInventors: Kenya Ishida, Kenji Yagi
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Patent number: 8981148Abstract: An esteramide compound of the following formula (I): R1OOC-A-CONR2R3??(I) is described, wherein: A is a covalent bond or a methylene group —CH2—; R1 is an optionally substituted, saturated or unsaturated aliphatic or cycloaliphatic hydrocarbon group including from 5 to 36 carbon atoms, R2 and R3, either identical or different, are groups selected from a hydrogen atom, and optionally substituted hydrocarbon groups, preferably including from 1 to 36 carbon atoms, and R2 and R3 not being simultaneously hydrogen atoms. Also described, are applications for using the esteramide compound, notably as a solvent.Type: GrantFiled: March 17, 2011Date of Patent: March 17, 2015Assignee: Rhodia OperationsInventors: Massimo Guglieri, Thierry Vidal
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Patent number: 8921598Abstract: The object of the invention is to provide a process for preparing urethanes by reacting aromatic amines with a dialkyl carbonate, wherein the alkyl radical of the organic dialkyl carbonate comprises from 2 to 18 carbon atoms, and the reaction is carried out in the presence of a base.Type: GrantFiled: March 18, 2009Date of Patent: December 30, 2014Assignee: BASF SEInventors: Andreas Leitner, Robert Baumann, Wolfgang Siegel
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Publication number: 20140364649Abstract: Provided is a method for producing an optically active ceramide by an N-acylation (amidation) reaction of an optically active aminodiol, wherein a crude ceramide produced therein is purified by an industrially advantageous process. Namely, provided is a method for producing a high-purity ceramide that has high diastereo purity with high yield. A high-purity ceramide is produced by: a step wherein a ceramide represented by general formula (1) is produced by reacting an aminodiol with an alkyl ester having 1-5 carbon atoms of an aliphatic carboxylic acid having 12-24 carbon atoms, said aliphatic carboxylic acid optionally having a hydroxyl group, in a hydrocarbon solvent having 5-10 carbon atoms; and a step wherein an alcohol having 1-3 carbon atoms is added into the reaction mixture obtained in the preceding step, thereby causing crystals to precipitate.Type: ApplicationFiled: November 7, 2012Publication date: December 11, 2014Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Kenya Ishida, Kenji Yagi
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Publication number: 20140364648Abstract: Ether-amide compounds having the formula RaRbC(OR1)—CHRc—CONR2R3 are described. Also described, are processes for the preparation and use thereof, especially as solvents, for example in phytosanitary formulations.Type: ApplicationFiled: August 26, 2014Publication date: December 11, 2014Inventors: Massimo GUGLIERI, Olivier JENTZER
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Patent number: 8901328Abstract: Disclosed is a method involving reacting a deprotonated mono- or dialkanol amine with one or more C4 to about C75 fatty acid monoalcohol esters.Type: GrantFiled: April 11, 2012Date of Patent: December 2, 2014Assignee: Chervon Oronite Company LLCInventors: Yat Fan Suen, Sarah Liz Jensen
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Patent number: 8895780Abstract: Disclosed is a method for the synthesis of N—H or N-alkyl 2-propynamides useful as intermediate in the manufacture of pharmaceutically active ingredients.Type: GrantFiled: August 29, 2013Date of Patent: November 25, 2014Assignee: Boehringer Ingelheim International GmbHInventors: Da Deng, Juncheng Zheng
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Patent number: 8877972Abstract: A process is described for preparing alkylene oxide-adducted hydrocarbyl amides having less than 2 wt % of amine by-products by a) reacting a C4-C30 fatty acid or fatty acid lower alkyl ester with a mono- or di-hydroxy hydrocarbyl amine to form a hydrocarbyl amide; b) reacting the hydrocarbyl amide with alkylene oxide; and c) extracting the product of b) with water, acidic water, or water-containing inorganic salts or a combination thereof at a temperature from about 5° C. to 95° C. to yield an alkylene oxide-adducted hydrocarbyl amide having less than 2 wt % of amine by-products.Type: GrantFiled: September 28, 2011Date of Patent: November 4, 2014Assignee: Chevron Oronite Company LLCInventors: Francois Simard, Richard E. Cherpeck
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Patent number: 8680333Abstract: The invention relates to a process for the preparation of formamides by reacting aromatic amines with a formic acid ester in the presence of a catalyst, wherein the catalyst is a phosphorus-containing acid or a Lewis-acidic metal salt.Type: GrantFiled: December 1, 2010Date of Patent: March 25, 2014Assignee: BASF SEInventors: Axel Franzke, Torsten Mattke, Julia Leschinski, Radwan Abdallah, Michael Bock, Robert Baumann, Eckhard Stroefer
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Patent number: 8674133Abstract: The invention relates to a process for continuously preparing N-alkyl(meth)acrylamides by reacting alkyl(meth)acrylates with high-boiling amines. A catalyst activation and specific workup technique achieve product qualities which have not been achieved to date. In addition, very high space-time yields and overall yields can be achieved.Type: GrantFiled: March 3, 2010Date of Patent: March 18, 2014Assignee: Evonik Röhm GmbHInventors: Bardo Schmitt, Wolfgang Klesse, Martina Ebert, Dirk Broell, Guido Protzmann, Joachim Knebel, Thomas Kehr, Hans-Gerhard Stadler, Gerhard Koelbl, Benedikt Laux
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Publication number: 20140066655Abstract: Disclosed is a method for the synthesis of N—H or N-alkyl 2-propynamides useful as intermediate in the manufacture of pharmaceutically active ingredients.Type: ApplicationFiled: August 29, 2013Publication date: March 6, 2014Applicant: Boehringer Ingelheim International GmbHInventors: Da DENG, Juncheng Zheng
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Publication number: 20130333840Abstract: This invention relates to a polyether-amido-amine corn-pound, obtainable by a two-step reaction of a poly-etheramine with an alkyl acrylate and a polyalkyle-neimine, whereas the polyetheramine and the polyalkyleneimine have at least one primary or secondary amine group, in which the first step comprises the reaction of the polyetheramine with the alkyl acrylate and the second step comprises the reaction of the polyalkyleneimine with the product of the first step. The invention also relates to a method for synthesising a polyether-amido-amine compound by a two-step-reaction. Another object of this invention is a curable composition containing at least one polyether-amido-amine-compound of this invention and a method for coating the surface of a substrate or for binding at least two substrates together using such a curable composition.Type: ApplicationFiled: February 3, 2012Publication date: December 19, 2013Applicant: 3M INNOVATIVE PROPERTIES COMPANYInventors: Frans A. Audenaert, Martin A. Hutchinson, Ian Robinson
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Patent number: 8258342Abstract: A method for making a (meth)acrylamide monomer, comprises reacting a (meth)acrylate ester with an amino-functional compound in an organic solvent in the presence of a transesterification catalyst.Type: GrantFiled: March 19, 2008Date of Patent: September 4, 2012Assignee: Rhodia OperationsInventor: Leo Zhaoqing Liu
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Publication number: 20120101294Abstract: Disclosed is a process for producing a (fluoroalkylthio)acetic acid ester represented by the formula (3) wherein R, R1 and R2 have the same meanings as defined below, which comprises reacting a thioglycolic acid ester represented by the formula (1) wherein R represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R1 represents an alkyl group having 1 to 4 carbon atoms, with fluoroolefin represented by the formula (2) wherein R2 represents a fluoroalkyl group having 1 to 5 carbon atoms, in the presence of a radical generator.Type: ApplicationFiled: August 6, 2010Publication date: April 26, 2012Inventors: Masaji Hirota, Hiroyuki Miyazaki, Tadayoshi Itoh
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Publication number: 20110112327Abstract: Provided is a process for the preparation of an N-substituted isothiazolinone derivative having the general formula (I), comprising reacting N-substituted 3-mercaptopropionamides of formula (II) or N,N?-bis-substituted 3,3?-dithiodipropionamides of formula (III) with sulfuryl chloride in the absence of solvents. Also provided is a process for the preparation of a compound having the general formula (III), comprising reacting a methyl ester of formula (IV) with an amine of formula (V) in a solvent of methanol. As no addition solvent is used in the process of the invention, the cost of manufacturing and pollution to the environment can be reduced.Type: ApplicationFiled: January 18, 2011Publication date: May 12, 2011Applicant: Beijing Tianqing Chemicals Co. Ltd.Inventor: Yuechun Jin
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Patent number: 7906596Abstract: Processes for enzymatic synthesis comprising: (a) providing an aliphatic poly(oxyalkylene)amine; and (b) reacting the aliphatic poly(oxyalkylene)amine with a reactant selected from the group consisting of acrylic acid compounds and alkyl esters thereof, in the presence of a hydrolase in bulk or in a liquid reaction medium comprising an organic solvent to for a poly(oxyalkylene)acrylamide.Type: GrantFiled: April 20, 2006Date of Patent: March 15, 2011Assignee: BASF SEInventors: Dietmar Häring, Bernhard Hauer, Stefan Becker
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Publication number: 20100298604Abstract: The present invention relates to a process for producing an aliphatic carboxylic acid amide, including the step of reacting an aliphatic carboxylic acid or an alkyl ester thereof containing an alkyl group having 1 to 4 carbon atoms with a mono- or dialkylamine containing an alkyl group or groups having 1 to 4 carbon atoms in the presence of a solid acid catalyst containing titanium oxide as a main component and an oxide or oxides of at least one element selected from elements (except titanium) belonging to Groups 4, 5 and 14 of the long form of the periodic table, wherein the catalyst has an average particle diameter of 2 ?m or more. The process for producing an aliphatic carboxylic acid amide according to the present invention has a high reaction efficiency of the reaction of the aliphatic carboxylic acid or alkyl ester thereof with the mono- or dialkylamine, and shows an excellent filtration efficiency in separation of the catalyst.Type: ApplicationFiled: October 31, 2008Publication date: November 25, 2010Inventors: Michio Terasaka, Tetsuaki Fukushima
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Publication number: 20100236139Abstract: A fuel oil composition comprising a major amount of a fuel oil and a minor amount of a compound being the product of the 1,4-addition reaction of (i) ammonia, a primary or secondary hydrocarbyl-substituted amine or a mixture thereof to (ii) a species containing one or more ?,?-unsaturated carbonyl groups, wherein the compound includes at least one hydrocarbyl group containing at least 10 carbon atoms. The fuel oil composition has improved low temperature properties.Type: ApplicationFiled: December 10, 2009Publication date: September 23, 2010Inventor: Graham Jackson
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Publication number: 20100234613Abstract: The present application provides a process for continuously producing 3-isothiazolinone derivatives and intermediate products thereof, comprising continuously carrying out four steps, i.e., sulfuration, purification, amination and chlorination. Compared with the batch process of the prior art, the process of the present application may reduce the amount of manufacturing devices, lower energy consumption, simplify operations, and is therefore particularly suitable for mass production.Type: ApplicationFiled: October 24, 2008Publication date: September 16, 2010Applicant: Beijing Tianqing Chemicals Co., LtdInventors: Yuechun Jin, Kezhong Li, Xueting Lu, Xiaolin Zhang, Yu Wang, Shuailin Zhou, Chao Li
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Patent number: 7790924Abstract: A process is described for preparing alkylene oxide-adducted hydrocarbyl amides having less than 2 wt % of amine by-products by a) reacting a C4-C30 fatty acid or fatty acid lower alkyl ester with a mono- or di-hydroxy hydrocarbyl amine to form a hydrocarbyl amide; b) reacting the hydrocarbyl amide with alkylene oxide; and c) extracting the product of b) with water, acidic water, or water-containing inorganic salts or a combination thereof at a temperature from about 5° C. to 95° C. to yield an alkylene oxide-adducted hydrocarbyl amide having less than 2 wt % of amine by-products.Type: GrantFiled: November 19, 2004Date of Patent: September 7, 2010Assignee: Chevron Oronite Company LLCInventors: Francois Simard, Richard E. Cherpeck
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Publication number: 20100130545Abstract: The invention relates to compounds of formula (I), wherein R1, R2, R1a, R2a, R3, R4, A, B, X, W and n are as defined in the description, and pharmaceutically acceptable salts of such compounds. These compounds are useful as calcium channel blockers.Type: ApplicationFiled: April 25, 2008Publication date: May 27, 2010Inventors: Kurt Hilpert, Francis Hubler, Dorte Renneberg
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Patent number: 7723543Abstract: The invention relates to a method for the continuous production of alkyl amino acryl amides by reacting alkyl acrylates with high-boiling amines. A specific preparation technique is used in order to achieve hitherto unobtainable product qualities. Very high spatial, temporal and overall yields can also be obtained.Type: GrantFiled: November 18, 2005Date of Patent: May 25, 2010Assignee: Evonik Roehm GmbHInventors: Volker Schleep, Thomas Mertz
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Publication number: 20100086482Abstract: The present invention describes a process for preparing new looped dendrimer and dendron compounds by controlling the molar amount of branch cell reagent monomer that is combined with various cores bearing core-XR functionalities (e.g., primary, or secondary amines, thiol, or epoxy functionalities). These looped, macrocyclic structures are more robust to various conditions, with greater resistance to acid/base hydrolysis. Alternatively, the looped, macrocyclic structure may offer new orientations that would qualify it as a better chelation ligand for metals, and other similar uses.Type: ApplicationFiled: December 28, 2007Publication date: April 8, 2010Applicant: Dendritic Nanotechnologies, Inc.Inventors: Donald A. Tomalia, Douglas R. Swanson, Baohua Huang, Veera Reddy Pulgam
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Patent number: 7612236Abstract: It is provided that a method for producing an optically active bisamidoalcohol compound represented by the formula (3): wherein R1 represents a C1-6 alkyl group, an optionally substituted phenyl group, an optionally substituted aralkyl group or a hydrogen atom, or two R1s, which are bonded to the same carbon atom, are bonded to form a ring together with the carbon atom to which they are bonded, R2 represents a C1-6 alkyl group, an optionally substituted phenyl group, a 1-naphthyl group, a 2-naphthyl group or an optionally substituted aralkyl group, R3 and R4 are the same or different, and each represents a hydrogen atom or C1-3 alkyl group, m represents an integer of 0 to 2, and * represents an asymmetric center, which comprises reacting an optically active aminoalcohol compound represented by the formula (1): wherein R1, R2 and * are as defined above, with a diester compound represented by the formula (2): wherein R3, R4 and m are as defined above and R5 represents a C1-3 alkyl group,Type: GrantFiled: December 21, 2004Date of Patent: November 3, 2009Assignee: Sumitomo Chemical Company, LimitedInventor: Makoto Itagaki
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Patent number: 7601869Abstract: The present invention relates to a method for the preparation of Florfenicol from Fluoroamine compound, namely (1R,2S)-1-[4-(methylsulfonyl)phenyl]-2-amino-3-fluoro-1-propanol (II), by reaction with dihaloacetic acid ester in an organic solvent in presence of an inorganic base.Type: GrantFiled: June 12, 2006Date of Patent: October 13, 2009Assignee: Aurobindo Pharma Ltd.Inventors: Mallikarjuna Reddy Karuru, Arun Kumar Gupta, Sivakumaran Meenakshisunderam
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Patent number: 7586004Abstract: The invention relates to a process for continuously preparing alkylamino(meth)acrylamide by reacting methyl (meth)acrylate, ethyl (meth)acrylate or amines having a high boiling point compared to methanol or ethanol. A special workup technique which includes removing water from the amine before entering the reactor allows product qualities which have hitherto not been attained to be achieved. In addition, very high space-time and overall yields can be achieved.Type: GrantFiled: April 13, 2004Date of Patent: September 8, 2009Assignee: Roehm GmbH & Co. KGInventors: Volker Schleep, Thomas Mertz
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Publication number: 20080234515Abstract: A method for making a (meth)acrylamide monomer, comprises reacting a (meth)acrylate ester with an amino-functional compound in an organic solvent in the presence of a transesterification catalyst.Type: ApplicationFiled: March 19, 2008Publication date: September 25, 2008Inventor: Leo Zhaoqing Liu
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Publication number: 20080227986Abstract: Provided is a process for the preparation of an N-substituted isothiazolinone derivative having the general formula (I), comprising reacting N-substituted 3-mercaptopropionamides of formula (II) or N,N?-bis-substituted 3,3?-dithiodipropionamides of formula (III) with sulfuryl chloride in the absence of solvents. Also provided is a process for the preparation of a compound having the general formula (III), comprising reacting a methyl ester of formula (IV) with an amine of formula (V) in a solvent of methanol. As no addition solvent is used in the process of the invention, the cost of manufacturing and pollution to the environment can be reduced.Type: ApplicationFiled: April 3, 2006Publication date: September 18, 2008Applicant: Beijing Tianqing Chemicals Co. Ltd.Inventor: Yuechun Jin
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Patent number: 7102032Abstract: In the synthesis of an amide compound through reaction of an acyl fluoride group-bearing compound with an amino compound, a reaction mixture contains the amide compound and hydrogen fluoride or a hydrofluoric acid amine salt. The amide compound is recovered in high purity form by adding an oxide, carbonate or hydroxide of an alkaline earth metal to the reaction mixture to convert the hydrogen fluoride or hydrofluoric acid amine salt to an alkaline earth metal fluoride salt that can be readily removed by filtration.Type: GrantFiled: April 21, 2004Date of Patent: September 5, 2006Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yasunori Sakano, Noriyuki Koike
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Patent number: 7087783Abstract: A synthesis method which comprises reacting NH group-containing compounds with thiocyanates, cyanamides, nitriles or esters in the presence of a silylating agent to synthesize the corresponding nitrogen-containing addition or substitution products. This method not only enables the direct and efficient synthesis of nitrogen-containing compounds including isothioureas, guanidines, amidines and amides, but it also has a wide range of applications and is suitable for large-scale synthesis.Type: GrantFiled: October 4, 2004Date of Patent: August 8, 2006Assignee: Chugai Seiyaku Kabushiki KaishaInventors: Takashi Emura, Tsuyoshi Haneishi
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Patent number: 6939986Abstract: The invention provides a multistep process for preparing 1,2-diamino compounds and pharmaceutically acceptable addition salts thereof from 1,2-epoxides.Type: GrantFiled: February 22, 2002Date of Patent: September 6, 2005Assignee: Hoffmann-La Roche Inc.Inventors: Martin Karpf, René Trussardi
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Patent number: 6670506Abstract: A method of synthesis of dinitro-diaza-alkanes and intermediate products thereto from alkylamines and esters, whereby a dialkyl ester of a dicarboxylic acid is reacted with an alkylamine in an aqueous medium to form the corresponding dialkyldiamide of the dicarboxylic acid; the resulting dialkyldiamide is nitrated by means of conventional nitration agents to form the corresponding dialkyldinitroamide of the dicarboxylic acid and; the resulting dialkyldinitroamide is reacted with methylamine and/or ethylamine in an aquous medium to yield a corresponding alkylnitroamine and the dimethyldiamide and/or diethyldiamide of the dicarboxylic acid, and the alkylnitroamine is isolated from that, and the isolated alkylnitroamine is condensed in a known manner to form the dinitro-diaza-alkanes.Type: GrantFiled: November 1, 2001Date of Patent: December 30, 2003Assignee: Nitrochemie Achau GmbHInventor: Thomas Knott
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Patent number: 6660886Abstract: A magnetic recording medium including a lubricant topcoat having increased bonding to the medium surface comprises an amphiphilic lubricant molecule having a hydrophilic central portion including a plurality of polar functional groups bound to the medium surface and a pair hydrophobic fluoroalkyl ether or perfluoroalkylether end portions at respective ends of the hydrophilic central portion and extending away from the medium surface.Type: GrantFiled: February 1, 2002Date of Patent: December 9, 2003Assignee: Seagate Technology LLCInventors: Youmin Liu, Vidya Gubbi, Chung Shih
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Patent number: 6579900Abstract: Disclosed is a method of inhibiting anandamide amidase in an individual or animal and novel inhibitors of anandamide amidase. The disclosed method and novel compounds can be used to reduce pain in an individual or animal suffering from pain, reducing nausea in an individual undergoing chemotherapy, for example cancer chemotherapy, suppressing appetite in an individual, reducing intraocular pressure in the eye of an individual or animal suffering from glaucoma and suppressing the immune system in an individual with an organ transplant.Type: GrantFiled: February 6, 2002Date of Patent: June 17, 2003Assignee: University of ConnecticutInventors: Alexandros Makriyannis, Sonyan Lin, William Adam Hill
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Patent number: 6562963Abstract: The present invention is directed to a process for the preparation of a compound of formula (X-a) or a pharmaceutically acceptable salt form thereof, wherein: R1 is selected from the group consisting of: C1-5 alkyl substituted with 0-5 R1a, —(CH2)r—C3-10 cycloalkyl substituted with 0-5 R1a, and —(CH2)r-aryl substituted with 0-5 R1a. Compounds of Formula (X-a) are macrocyclic molecules containing anti-succinate residues which inhibit metalloproteinases such as aggrecanase, and the production of tumor necrosis factor (TNF). The anti-succinates are formed by an Ireland Claisen rearrangement of a silyl ketene acetal which proceeds with high stereoselectivity.Type: GrantFiled: July 31, 2001Date of Patent: May 13, 2003Inventors: Roberta L. Dorow, Silvio Campagna, Pasquale N. Confalone, Fuqiang Jin, Zhe Wang
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Patent number: 6528074Abstract: This invention relates to a novel lipid composition for use in cosmetics capable of increasing moisture-keeping ability or barrier function of the stratum corneum, protecting the skin and improving dry or rough skin, and to products which use the same, such as cosmetics and medicaments. Particularly, it relates to a lipid composition which comprises at least one component (A) selected from the group consisting of a 2-acylaminoalkane-1,3-diol and optically active compounds thereof, at least one component (B) selected from the group consisting of a 2-acylaminoalkane-1,3-diol in which at least one of the &agr;-position and &bgr;-position of the acyl group is substituted with hydroxyl group and optically active compounds thereof and at least one component (C) selected from sterols, wherein the components (A), (B) and (C) are mixed at a ratio that constructs a liquid crystal structure, and to products which contain the lipid composition, such as cosmetics and medicaments.Type: GrantFiled: June 6, 2001Date of Patent: March 4, 2003Assignee: Takasago International CorporationInventors: Izumi Kawada, Kenya Ishida, Kiyohito Sawano, Toshimitsu Hagiwara
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Patent number: 6479710Abstract: A solid acid-base catalyst contains vanadium pentoxide hydrate. Moreover, it is preferable that the vanadium pentoxide hydrate in the solid acid-base catalyst has a composition which is represented by the following general equation (1): V2O5.nH2O (1) (n: 0.1-3). Creation of the vanadium pentoxide hydrate was confirmed by measuring X-ray diffraction spectrum shown in FIG. 1. In accordance with the above arrangement, the solid acid-base catalyst can sufficiently display catalytic activity under mild conditions, and it can be suitably applied to various reactions, such as the syntheses of olefins or ethers through dehydration reactions of alcohols, the syntheses of aldehydes or ketones through dehydrogenation reactions of alcohols, hydrations and isomerization reactions of olefins, alkylations, esterifications, amidations, acetalizations, aminations, hydrogen shift reactions, aldol condensation reactions and polymerization reactions.Type: GrantFiled: March 15, 1999Date of Patent: November 12, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Nobuji Kishimoto, Etsushige Matsunami
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Patent number: 6454818Abstract: The present invention is one kind of gasoline additives. The compounds consist of tertiary amine, amide and poly(oxybutylene) backbone in the same molecule. The process of making this type of products required an initiator containing primary amine and tertiary amine as the starting diamines. The primary amine will be converted into amide, while the tertiary amine remained intact. Then the amide is converted into butoxylates through butoxylation at CON—H position. The preparation therefore involved two steps: (1) amidation of diamines containing primary/tertiary amines with ethyl acetate to form amidoamines, and (2) butoxylation of this amidoamines to poly(oxybutylene)amidoamine. The product is gasoline soluble and can be used as additive having good performance of detergency and octane requirement reduction.Type: GrantFiled: August 28, 2000Date of Patent: September 24, 2002Assignee: Chinese Petroleum Corp.Inventors: Jiang-Jen Lin, Wei-Shiun Ku, Che-Nan Lee, Yung-Sheng Ho, Kun-Hai Lin, Kuo-Min Wei
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Patent number: 6384278Abstract: The present invention provides an inexpensive one-step method for preparing an aromatic carboxamide, such as a phenyl substituted carboxamide) by reacting an aromatic amine (e.g. a phenylamine) and a carboxylic acid (e.g. an alkanoic acid or ester thereof) in the presence of a boron containing compound (e.g. boronic acid or boric acid) and, optionally, a chelating agent (e.g. a 2-pyridinylamine).Type: GrantFiled: February 5, 2001Date of Patent: May 7, 2002Assignee: Emisphere Technologies, Inc.Inventors: Pingwah Tang, Feng Ye
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Patent number: 6348626Abstract: Oxamide is produced in a high purity by a process comprising (A) melting a starting material comprising 70 to 100 wt % of an oxalic acid diester of an aliphatic alcohol and 0 to 30 wt % of the same aliphatic alcohol as mentioned above, (B) feed-mixing an ammonia-containing gas to the starting material melt, while stirring, to produce oxamide and the aliphatic alcohol (by-product), (C) continuing the ammonia-feed-mixing procedure while controlling a feed rate of ammonia to an extent such that a content of the aliphatic alcohol in the reaction mixture is maintained at a level of 3 to 45% by weight, to produce a wetted solid reaction product comprising the resultant oxamide and the aliphatic alcohol, and then (D) collecting the oxamide from the reaction product by evaporating away the aliphatic alcohol.Type: GrantFiled: August 27, 1993Date of Patent: February 19, 2002Assignee: Ube Industries, Ltd.Inventors: Tomohiko Yamamoto, Yukio Inaba, Genji Koga, Hideki Noguchi, Joji Funatsu
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Patent number: 6313294Abstract: The present invention provides a process for preparing an amide, which comprises reacting an amine with an ester in a molten form in the absence of a solvent.Type: GrantFiled: July 8, 1998Date of Patent: November 6, 2001Assignee: Development Center for BiotechnologyInventors: Wen-Chih Chou, Chang-Wei Tan, Shyh-Fong Chen, Hao Ku
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Patent number: 6291712Abstract: A process for producing a saturated aliphatic carboxylic acid amide, comprising reacting a saturated aliphatic carboxylic acid with ammonia to thereby obtain a saturated aliphatic ammonium carboxylate and subjecting the saturated aliphatic ammonium carboxylate to a dehydration reaction for obtaining a saturated aliphatic carboxylic acid amide, wherein the dehydration reaction of the saturated aliphatic ammonium carboxylate is conducted while supplying water to a reaction system in which the dehydration reaction is carried out. Preferably, water is continuously supplied to the reaction system so that the production of the saturated aliphatic carboxylic acid amide is carried out in a continuous manner and the amount of water present in a steady state ranges from 20 to 70 mol per 100 mol of a total of the saturated aliphatic carboxylic acid, the ammonia, the saturated aliphatic ammonium carboxylate, the saturated aliphatic carboxylic acid amide and the water.Type: GrantFiled: November 26, 1997Date of Patent: September 18, 2001Assignee: Showa Denko K.K.Inventors: Shinya Saihata, Masaaki Katayama, Hitoshi Nakamura, Toshiyuki Aizawa
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Patent number: 6235933Abstract: The invention relates to a process for preparing a &bgr;-hydroxyalkylamide, in which alkyl esters are reacted with &bgr;-aminoalcohols in the absence of solvents and in the presence of basic catalysts, where, to improve the selectivity, the ratio of equivalents of ester to equivalents of amine is 1:1.001 to 8.Type: GrantFiled: May 28, 1999Date of Patent: May 22, 2001Assignee: EMS-Chemie AGInventors: Andreas Kaplan, Rene Gisler, Albert Reich
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Patent number: 6194613Abstract: Process for the continuous preparation of hydroxyalkylamides Process for the continuous preparation of hydroxyalkylamides from carboxylic esters and alkanolamines, wherein the reaction of the starting materials is carried out in an extruder or intensive mixer by intensive mixing and brief reaction with supply of heat and simultaneous removal of the alcohol formed and the final product is then isolated.Type: GrantFiled: May 17, 1999Date of Patent: February 27, 2001Assignee: Creanova Spezialchemie GmbHInventors: Thomas Weihrauch, Klaus Behrendt, Silvia Herda, Rainer Elm
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Patent number: 5973203Abstract: A process for preparing acrylic or methacrylic acid amides functionalized with a cationizable tertiary amine, by aminolysis of acrylic or methacrylic acid esters with the aid of enzymes.Type: GrantFiled: December 15, 1997Date of Patent: October 26, 1999Assignee: Coatex S.A.Inventors: Jean-Bernard Egraz, Jean-Marc Suau, Maryvonne Brigodiot-Ignazi, Isabelle Peixoto, Thierry Lalot
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Patent number: 5973202Abstract: In a process for the preparation of poly-o-hydroxyamides and poly-o-mercaptoamides, a bis-o-aminophenol or a bis-o-aminothiophenol is reacted with a dicarboxylic acid derivative of the following structure: ##STR1## with D=O, S, or NH and where R* is the parent body of the dicarboxylic acid and at least one of the groups R.sup.1 and R.sup.2 is CN or NO.sub.2.Type: GrantFiled: August 28, 1996Date of Patent: October 26, 1999Assignee: Siemens AktiengesellschaftInventors: Recai Sezi, Hellmut Ahne, Eva Rissel, Kurt Geibel
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Patent number: 5861532Abstract: Methods for solid phase synthesis of N-alkyl amides comprise reductive amination of carbonyl compounds using a reducing agent and an amine-containing linker bound to a solid support. The methods afford high yields of linker-bound, monoalkylated amines, and subsequent coupling with acid derivatives provide derivatized N-substituted amides in excellent yields after cleavage from the solid-phase. Compositions useful in solid phase synthesis are also described.Type: GrantFiled: March 4, 1997Date of Patent: January 19, 1999Assignee: Chiron CorporationInventors: Edward G. Brown, John M. Nuss