Preparing Directly From Ester, Organic Acid Or Salt, Other Than By Reduction Of Nitrile Patents (Class 564/468)
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Patent number: 11858884Abstract: Disclosed herein are methods for modulating an amount or activity of a gene or a gene product in a cell. The methods herein may comprise contacting a cell with a therapeutic agent assembled with a lipid composition, which lipid composition may comprise a dendrimer or dendron which may comprise one or more degradable diacyl group, in which may result in modulating the amount or activity of the gene or the gene product in the cell. The therapeutic agent modulating a gene or gene product in a cell may be sufficient to treat a disease or disorder in a subject. Further disclosed herein are pharmaceutical compositions, kits, and lipid compositions for modulating an amount or activity of a gene or a gene product in a cell.Type: GrantFiled: December 30, 2021Date of Patent: January 2, 2024Assignee: The Board of Regents of The University of Texas SystemInventors: Daniel J. Siegwart, Kejin Zhou
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Publication number: 20150099886Abstract: The present application relates to a preparation method for solid powder of a carbamic acid derivative, which includes reacting an amine derivative with carbon dioxide at a temperature in a range of from about ?30° C. to about 500° C. and at a pressure in a range of from about 0.3 MPa to about 100 MPa. In addition, the present disclosure relates to a reduction method for solid powder of a carbamic acid derivative to an amine derivative and carbon dioxide, which includes dissolving solid powder of the carbamic acid derivative prepared in a solvent; refluxing the carbamic acid derivative at a temperature in a range of from about 30° C. to about 100° C.; and evaporating the solvent.Type: ApplicationFiled: December 11, 2014Publication date: April 9, 2015Inventors: Nam Hwi HUR, Byeong No LEE
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Patent number: 8937147Abstract: Processes that make nitrogen-containing compounds include converting succinic acid (SA) or monoammonium succinate (MAS) derived from a diammonium succinate (DAS)- or MAS-containing fermentation broth to produce such compounds including diaminobutane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN), succinamide (DAM), and related polymers.Type: GrantFiled: May 18, 2011Date of Patent: January 20, 2015Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
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Publication number: 20140194652Abstract: A process for recovering an alkanolamine from a used gas scrubbing stream wherein a dynamic reaction system is employed to maximize conversion of bis-urea compounds typically formed in the gas scrubbing operation into the alkanolamine and minimize the formation of amino ethers which irreversibly convert the alkanolamine. A method of removing waste products from the system by the use of a wiped film evaporator.Type: ApplicationFiled: January 9, 2013Publication date: July 10, 2014Inventor: Michael G. Millard
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Publication number: 20140051858Abstract: The present disclosure relates to a preparation method for powder of a carbamic acid derivative, which includes reacting a liquid amine derivative with carbon dioxide at a temperature in a range of from about ?30° C. to about 500° C. at a pressure in a range of from about 0.3 MPa to about 100 MPa. In addition, the present disclosure relates to a reduction method for powder of a carbamic acid derivative to a liquid amine derivative and carbon dioxide, which includes dissolving powder of the carbamic acid derivative prepared in a solvent; refluxing the carbamic acid derivative at a temperature in a range of from about 30° C. to about 100° C.; and evaporating the solvent.Type: ApplicationFiled: August 14, 2013Publication date: February 20, 2014Applicant: Sogang University Research FoundationInventors: Nam Hwi HUR, Byeong No LEE
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Publication number: 20130324694Abstract: Processes for producing nitrogen containing compounds include producing hexamethylenediamine (HMD), adiponitrile (ADN), adipamide (ADM) and derivatives thereof from adipic acid (AA) obtained from fermentation broths containing diammonium adipate (DAA) or monoammonium adipate (MAA).Type: ApplicationFiled: June 10, 2011Publication date: December 5, 2013Applicant: BIOAMBER S.A.S.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
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Patent number: 8586750Abstract: The present invention relates to a process for preparing 2-(aminomethylidene)-4,4-dihalo-3-oxobutyric esters of the formula (I), wherein R1, R2, R3 are C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C3-C10-cycloalkyl or benzyl, and/or R2 together with R3 and the nitrogen atom to which the two radicals are attached are a heterocyclic radical, in which a corresponding 3-aminoacrylic ester is reacted with a halogen-substituted acetyl fluoride in the presence of at least one alkali or alkaline earth metal fluoride; and the further conversion of halogen-substituted 2-(aminomethylidene)-3-oxobutyric esters of the formula (I) to halomethyl-substituted pyrazol-4-ylcarboxylic acids and their esters.Type: GrantFiled: April 30, 2009Date of Patent: November 19, 2013Assignee: BASF SEInventors: Thomas Zierke, Volker Maywald, Michael Rack, Sebastian Peer Smidt, Michael Keil, Bernd Wolf, Christopher Koradin
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Publication number: 20130172519Abstract: Processes that make nitrogen-containing compounds include converting succinic acid (SA) or monoammonium succinate (MAS) derived from a diammonium succinate (DAS)- or MAS-containing fermentation broth to produce such compounds including diaminobutane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN), succinamide (DAM), and related polymers.Type: ApplicationFiled: May 18, 2011Publication date: July 4, 2013Applicant: BIOAMBER S.A.S.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
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Publication number: 20130158255Abstract: The present disclosure relates generally to water concentration reduction processes within an adipic acid process. The present invention also includes process for converting a glucose-containing feed derived from a carbohydrate source to an adipic acid product wherein the process includes the steps of: converting glucose in the feed to a reaction product including a hydrodeoxygenation substrate and a first concentration of water; reducing the concentration of water in the reaction product to produce a feedstock including the hydrodeoxygenation substrate and second concentration of water, wherein the second concentration of water is less than the first concentration of water; and converting at least a portion of the hydrodeoxygenation substrate in the feedstock to an adipic acid product. Processes are also disclosed for producing hexamethylene diamine and caprolactam from the adipic acid product.Type: ApplicationFiled: November 30, 2012Publication date: June 20, 2013Applicant: Rennovia, Inc.Inventor: Rennovia, Inc.
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Publication number: 20130144028Abstract: Processes include providing a clarified diammonium succinate (DAS)- or monoammonium succinate (MAS)- containing fermentation broth; distilling the broth of an overhead that includes water and ammonia, and a liquid bottoms that includes SA, and at least about 20 wt % water; cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a liquid portion in contact with a solid portion that is substantially pure SA; separating the solid portion from the liquid portion; and converting the solid portion to produce nitrogen containing compounds such as diamino butane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN) or succinamide (DAM) and downstream products.Type: ApplicationFiled: May 17, 2011Publication date: June 6, 2013Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
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Publication number: 20130090472Abstract: The invention provides compounds of the Formula (I), in which W is independently selected from W1, W2, W3, W4, W5, or W represents a pair of substituents independently selected from H, alkyl, aryl or amide in which the amide is optionally part of a linking chain, and the Zn—Zn bonds (n=4-17; n?=n+1) are optionally of any whole or partial bond order, Y is Y1 or Y represents a pair of substituents independently selected from H, C-1-C6 alkyl, Z5 or Z6 aryl, or Y is optionally a bridging structure that may comprise one or more C-1-C6 amide, C-1-C6 ether, or C-1-C6 ester groups, R-R39 are independently selected from no substituent, a lone pair of electrons, H, halogen, C5-C6 aryl, C1- C-12 alkyl, amine, C-1-C6 alkylamine, C-1-C6 amide, nitro, cyano, carboxyl, C-1-C6 ester, phosphane, thiol, C-1-C6 thioether, OR?, and suitable pairs of adjacent R groups (R-R39) may optionally together form part of a C5 or C6 aryl ring, a Z5 or Z6 ring, R? is independently selected from H, C-1-C6 alkyl, Z5 or Z6 aryl, C-1-C6 ester,Type: ApplicationFiled: June 14, 2011Publication date: April 11, 2013Applicant: UNIVERSITY OF KWAZULU-NATALInventors: Orde Quentin Munro, Kate Julie Akerman, Piers Akerman
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Publication number: 20130018209Abstract: Preparation methods of methyl-d3-amine and salts thereof are provided, which contain the following steps: (i) nitromethane is subjected to react with deuterium oxide in the present of bases and phase-transfer catalysts to form nitromethane-d3, which is subsequently subjected to reduction in an inert solvent to form methyl-d3-amine, and optionally, methyl-d3-amine reacts subsequently with acids to form salts of methyl-d3-amine; or (ii) N-(1,1,1-trideuteriomethyl)phthalimide is subjected to react with acids to form salts of methyl-d3-amine. The present methods are easy, high efficient, and low cost.Type: ApplicationFiled: March 17, 2011Publication date: January 17, 2013Applicant: Suzhou Zelgen Biopharmaceutical Co., Ltd.Inventors: Xiaoyong Gao, Weidong Feng, Xiaojun Dai
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Publication number: 20120289746Abstract: The invention relates to a process for working up a stream (3) comprising from 5 to 90% by weight of isocyanate by hydrolysis of the isocyanate by means of water in a reactor (1), in which the isocyanate-comprising stream (3) is introduced to the reactor (1) via a first inlet and the water is introduced via a second inlet, the isocyanate is reacted with the water in the reactor to form the corresponding: diamine, a diamine-comprising product mixture is taken off from the reactor (1) via a product outlet, wherein part of the product mixture is recirculated to the reactor and the isocyanate-comprising stream (3) is introduced into the recirculated product stream (7), with the isocyanate-comprising stream (3) being introduced continuously without interruption and the molar ratio of H-acid compounds of the hydrolyzate to isocyanate groups of the stream introduced being kept in the range from 10 to 200.Type: ApplicationFiled: May 9, 2012Publication date: November 15, 2012Applicant: BASF SEInventors: Ulrich Penzel, Siegfried Richter, Ulrich Juedes, Matthias Neumann, Hermann Lachmann
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Patent number: 8207370Abstract: It is an objective of the present invention to produce an anti-form of an optically active ?-hydroxy-?-aminocarboxylic acid ester efficiently, simply and industrially advantageously. The objective can be accomplished by directly and selectively producing the anti-form of the optically active ?-hydroxy-?-aminocarboxylic acid ester by asymmetric reduction of a ?-keto-?-aminocarboxylic acid ester using an optically active amine complex as a catalyst. Further, the ?-keto-?-aminocarboxylic acid ester as a raw material can be produced at a high yield by reacting a glycine derivative with a carboxylic acid derivative.Type: GrantFiled: September 26, 2007Date of Patent: June 26, 2012Assignee: Kaneka CorporationInventors: Tatsuya Honda, Tatsuyoshi Tanaka, Masaru Mitsuda
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Publication number: 20110282081Abstract: Novel methods of synthesizing 1-deoxy-sphingoid bases and derivatives are disclosed. The synthesis is achieved from commercially available and inexpensive starting materials. The process includes thioesterification, cross-coupling, and reduction. The process may also include directed epoxidation, regioselective epoxide-opening, hydrogenation, and dihydroxylation. The methods described herein provide 1-deoxy-sphingoid bases and derivatives in high overall yield and high enantiomeric purity.Type: ApplicationFiled: January 21, 2010Publication date: November 17, 2011Applicant: EMORY UNIVERSITYInventors: Lanny S. Liebeskind, Ethel C. Garnier-Amblard, Dennis C. Liotta
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Publication number: 20110251432Abstract: The invention relates to new processes for preparation of 18F-labelled alkylation reagents that can be used in the alkylation of amines that are suitable for use in labelling of Positron Emission Tomography (PET) radiotracers.Type: ApplicationFiled: August 27, 2008Publication date: October 13, 2011Inventors: Bengt Langstrom, Tor Kihlberg
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Patent number: 7964743Abstract: Compounds represented by the following general formula (1a) or (1b). A complex comprising a center metal of rhodium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for optically active beta-substituted carbonyl compound synthesis and catalyst for asymmetric 1, 2 addition reaction being composed of the complex. A method of production of an optically active beta-aryl compound from an alpha, beta-unsaturated compound and an aryl-boronic acid derivative and method of production of an optically active aryl alcohol compound from an aldehyde compound and aryl boronic acid derivatives using the catalyst. A complex comprising a center metal of palladium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for asymmetric allylic substitution reaction being composed of the complex.Type: GrantFiled: February 17, 2006Date of Patent: June 21, 2011Assignee: Japan Science and Technology AgencyInventors: Norio Miyaura, Yasunori Yamamoto
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Patent number: 7960589Abstract: Embodiments of the present disclosure provide for methods of making sphingosines and derivatives thereof, and the like.Type: GrantFiled: September 5, 2007Date of Patent: June 14, 2011Assignee: Emory UniversityInventors: Hao Yang, Lanny S. Liebeskind
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Publication number: 20100317822Abstract: The present invention generally relates to processes for the chemocatalytic conversion of a carbohydrate source to an adipic acid product. The present invention includes processes for the conversion of a carbohydrate source to an adipic acid product via a furanic substrate, such as 2,5-furandicarboxylic acid or derivatives thereof. The present invention also includes processes for producing an adipic acid product comprising the catalytic hydrogenation of a furanic substrate to produce a tetrahydrofuranic substrate and the catalytic hydrodeoxygenation of at least a portion of the tetrahydrofuranic substrate to an adipic acid product. The present invention also includes products produced from adipic acid product and processes for the production thereof from such adipic acid product.Type: ApplicationFiled: June 11, 2010Publication date: December 16, 2010Applicant: RENNOVIA, INC.Inventors: Thomas R. Boussie, Eric L. Dias, Zachary M. Fresco, Vincent J. Murphy
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Publication number: 20100274009Abstract: Processes for preparing an amine, the processes comprising: reacting a reactant selected from the group consisting of primary alcohols, secondary alcohols, aldehydes, ketones, and mixtures thereof, with hydrogen and a nitrogen compound selected from the group consisting of ammonia, primary amines, secondary amines and mixtures thereof, in the presence of a zirconium dioxide-, copper- and nickel-containing catalyst; wherein the catalyst comprises a catalytically active composition which comprises, before reduction with hydrogen, oxygen compounds of zirconium, copper, nickel, no oxygen compounds of cobalt, and 0.2 to 5.0% by weight of at least one oxygen compound of phosphorus or gallium, calculated as H3PO4 and Ga2O3 respectively.Type: ApplicationFiled: December 10, 2008Publication date: October 28, 2010Applicant: BASF SEInventors: Petr Kubanek, Wolfgang Mägerlein, Ekkehard Schwab, Johann-Peter Melder, Manfred Julius
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Publication number: 20100274010Abstract: Processes for preparing an amine, which processes comprise: reacting a reactant selected from the group consisting of primary alcohols, secondary alcohols, aldehydes, ketones, and mixtures thereof, with hydrogen and a nitrogen compound selected from the group consisting of ammonia, primary amines, secondary amines and mixtures thereof, in the presence of a zirconium dioxide-, copper- and nickel-containing catalyst; wherein the catalyst comprises a catalytically active composition which comprises, before reduction with hydrogen, oxygen compounds of zirconium, copper, and nickel, and 0.2 to 40% by weight of an oxygen compound of cobalt, calculated as CoO, 0.1 to 5% by weight of an oxygen compound of iron, calculated as Fe2O3, and 0.1 to 5% by weight of at least one oxygen compound of lead, tin, bismuth or antimony, calculated as PbO, SnO, Bi2O3 and Sb2O3 respectively.Type: ApplicationFiled: December 10, 2008Publication date: October 28, 2010Applicant: BASF SEInventors: Petr Kubanek, Wolfgang Mägerlein, Ekkehard Schwab, Johann-Peter Melder, Manfred Julius
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Publication number: 20100197954Abstract: Embodiments of the present disclosure provide for methods of making sphingosines and derivatives thereof, and the like.Type: ApplicationFiled: September 5, 2007Publication date: August 5, 2010Inventors: Hao Yang, Lanny S. Liebeskind
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Publication number: 20100168385Abstract: A process for preparing an enantiomerically enriched amino alcohol or derivatives thereof having the structure: wherein C* is a chiral carbon atom and R1 and R2 are independently selected from hydrogen, alkyl, alkoxy, aryl and a peptide chain, wherein said process includes the steps of: (a) providing an amino acid having the structure of Formula I: (b) protecting the amino group of the Formula I amino acid with a carbobenzoxy(Cbz) N-protecting group by reacting the amino acid with benzyl chloroformate in the presence of a base; (c) forming a carboxylic acid alkyl ester of the Cbz N-protected Formula I amino acid by reacting the amino acid with a C1-12 alcohol; and (d) reducing the Cbz N-protected amino acid ester with a borohydride reducing agent in an organic solvent or mixture of organic solvents to form a Cbz N-protected amino-alcoholType: ApplicationFiled: December 21, 2009Publication date: July 1, 2010Inventors: Yuan WEI, Zhongwei TIAN, Jingyang ZHU
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Patent number: 7700805Abstract: An amine is prepared by cleaving a carbamate of the formula I wherein R1=hydrogen, alkyl, aryl or phenyl group, R2=alkyl, aryl or phenyl group, wherein R1 and R2 are independently substituted or unsubstituted, wherein the cleaving of the carbamate is performed in the presence of an acid of the formula II wherein R3, R4 and R5 are independently alkyl or phenyl group, wherein R1, R2, R3, R4 and R5 are the same or different.Type: GrantFiled: May 12, 2008Date of Patent: April 20, 2010Assignee: Evonik Degussa GmbHInventors: Günther Köhler, Manfred Neumann, Marianne Omeis
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Patent number: 7687666Abstract: Processes for preparing amino alcohols or salts thereof and sulfonamide substituted alcohol compounds are provided. Desirably, the sulfonamide substituted alcohol compounds are heterocyclic sulfonamide trifluoroalkyl-substituted alcohol compounds or phenyl sulfonamide trifluoroalkyl-substituted alcohol compounds.Type: GrantFiled: February 15, 2007Date of Patent: March 30, 2010Assignee: WyethInventors: Anita Wai-Yin Chan, Jianxin Ren, Mousumi Ghosh, Arkadiy Rubezhov, Panolil Raveendranath, Joseph Zeldis
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Publication number: 20100063294Abstract: Provided is an alcohol production method comprising the step of reducing an ester or a lactone with hydrogen to produce a corresponding alcohol without addition of a base compound by using, as a catalyst, a ruthenium complex represented by the following general formula (1): RuH(X)(L1)(L2)n ??(1) wherein X represents a monovalent anionic ligand, L1 represents a tetradentate ligand having at least one coordinating phosphino group and at least one coordinating amino group or a bidentate aminophosphine ligand having one coordinating phosphino group and one coordinating amino group, and L2 represents a bidentate aminophosphine ligand having one coordinating phosphino group and one coordinating amino group, provided that n is 0 when L1 is the tetradentate ligand, and n is 1 when L1 is the bidentate aminophosphine ligand.Type: ApplicationFiled: September 3, 2009Publication date: March 11, 2010Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Wataru KURIYAMA, Yasunori Ino, Osamu Ogata
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Publication number: 20100029893Abstract: It relates to a highly heat resistant thermosetting polyimide resin composition that is cured at a temperature of 150° C. or less, and provides a cured product that generates a less amount of decomposed gas even under heating to 250° C., and has flexibility and adhesiveness. A two-component thermosetting polyimide resin composition containing a liquid A containing a polyimide (a) having a main chain constituted by a repeating unit having a polyoxyalkylenediamine structure with amino groups on both ends thereof, and a liquid B containing a bismaleimide compound, and a cured product of a thermosetting polyimide resin composition obtained by mixing these two liquids and curing the mixture under heating.Type: ApplicationFiled: October 3, 2007Publication date: February 4, 2010Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.Inventors: Masahito Ohkido, Wataru Ueno, Jitsuo Oishi, Shuta Kihara
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Publication number: 20100022795Abstract: It is an objective of the present invention to produce an anti-form of an optically active ?-hydroxy-?-aminocarboxylic acid ester efficiently, simply and industrially advantageously. The objective can be accomplished by directly and selectively producing the anti-form of the optically active ?-hydroxy-?-aminocarboxylic acid ester by asymmetric reduction of a ?-keto-?-aminocarboxylic acid ester using an optically active amine complex as a catalyst. Further, the ?-keto-?-aminocarboxylic acid ester as a raw material can be produced at a high yield by reacting a glycine derivative with a carboxylic acid derivative.Type: ApplicationFiled: September 26, 2007Publication date: January 28, 2010Inventors: Tatsuya Honda, Tatsuyoshi Tanaka, Masaru Mitsuda
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Patent number: 7612239Abstract: Method for the preparation of asymmetric alkynylated ?-amino esters of the formula wherein R1 and R2 are independently optionally substituted alkyl cycloalkyl, aryl or heteroaryl, and Y is hydrogen or a nitrogen protecting group.Type: GrantFiled: May 17, 2006Date of Patent: November 3, 2009Assignee: The Hong Kong Polytechnic UniversityInventors: Albert S Chan, Jian-Xin Ji, Jing Wu
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Publication number: 20090156849Abstract: Compounds represented by the following general formula (1a) or (1b). A complex comprising a center metal of rhodium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for optically active beta-substituted carbonyl compound synthesis and catalyst for asymmetric 1, 2 addition reaction being composed of the complex. A method of production of an optically active beta-aryl compound from an alpha, beta-unsaturated compound and an aryl-boronic acid derivative and method of production of an optically active aryl alcohol compound from an aldehyde compound and aryl boronic acid derivatives using the catalyst. A complex comprising a center metal of palladium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for asymmetric allylic substitution reaction being composed of the complex.Type: ApplicationFiled: February 17, 2006Publication date: June 18, 2009Inventors: Norio Miyaura, Yasunori Yamamoto
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Patent number: 7538251Abstract: Severely sterically hindered secondary aminoether alcohols are prepared by a process comprising reacting a ketene with sulfuric acid to produce an anhydride which is then reacted with, to cleave the ring of, a dioxane to yield a cleavage product which is then aminated using an amine, followed by hydrolysis with a base to yield the desired severely sterically hindered secondary aminoether alcohol.Type: GrantFiled: February 1, 2005Date of Patent: May 26, 2009Assignee: ExxonMobil Research and Engineering CompanyInventors: Michael Siskin, Alan Roy Katritzky, Kostyantyn Mykolayevich Kirichenko, Adeana Richelle Bishop, Christine Nicole Elia
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Patent number: 7524990Abstract: Severely sterically hindered secondary aminoether alcohols are prepared by reacting organic carboxylic, organic carboxylic acid halides, acid anhydrides or a ketene with an alkyl, alkaryl or alkylhalo sulfonate to yield a sulfonic-carboxylic anhydride compound which is then reacted with a dioxane to cleave the ring of the dioxane, yielding a cleavage product which cleavage product is then aminated with an alkylamine and hydrolyzed with base to yield the severely sterically hindered secondary aminoether alcohol.Type: GrantFiled: February 1, 2005Date of Patent: April 28, 2009Assignee: ExxonMobil Research and Engineering CompanyInventors: Michael Siskin, Alan Roy Katritzky, Kostyantyn Mykolayevich Kirichenko, Adeana Richelle Bishop, Christine Nicole Elia
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Publication number: 20090105504Abstract: Process for the preparation of unsaturated and saturated primary fatty amines comprising the steps of chlorination, treatment by ammonia, reduction and purification.Type: ApplicationFiled: July 21, 2006Publication date: April 23, 2009Applicant: Novagali Pharma SAInventor: Scott Gibson
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Patent number: 7485756Abstract: A continuous process for decarboxylating carboxylic acids proceeds by I.) initially charging a carbonyl compound as a catalyst in a solvent at reaction temperature, to obtain a catalyst solution; II.) metering a carboxylic acid into the catalyst solution as an aqueous solution, aqueous suspension or as a water-comprising solid, to obtain a reaction mixture; and III.) continuously removing a mixture of CO2, solvent, water and a reaction product or mixture of reaction products from the reaction mixture as a vapor.Type: GrantFiled: December 20, 2007Date of Patent: February 3, 2009Assignee: Evonik Degussa GmbHInventors: Marianne Omeis, Guenther Koehler, Manfred Neumann, Thomas Kuebelbaeck
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Publication number: 20080312467Abstract: The present invention provides a novel method for preparing a key intermediate, 3-amino-pentan-1,5-diol (2), which is useful for the preparation of 6-(2,4-difluorophenoxy)-2-[3-hydroxy-1-(2-hydroxyethyl)-propylamino]-8-methyl-8H-pyrido[2,3-d]pyrimidine-7-one (1) a MAP-kinase inhibitor useful in the treatment of rheumatoid arthritis.Type: ApplicationFiled: June 9, 2008Publication date: December 18, 2008Inventors: Thomas Cleary, Yaohui Ji, Gary R. Lee, Thimma Rawalpally, Keshab Sarma
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Publication number: 20080281126Abstract: An amine is prepared by cleaving a carbamate of the formula I wherein R1=hydrogen, alkyl, aryl or phenyl group, R2=alkyl, aryl or phenyl group, wherein R1 and R2 are independently substituted or unsubstituted, wherein the cleaving of the carbamate is performed in the presence of an acid of the formula II wherein R3, R4 and R5 are independently alkyl or phenyl group, wherein R1, R2, R3, R4 and R5 are the same or different.Type: ApplicationFiled: May 12, 2008Publication date: November 13, 2008Applicant: EVONIK DEGUSSA GmbHInventors: Gunther KOHLER, Manfred NEUMANN, Marianne OMEIS
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Publication number: 20080281113Abstract: The present invention describes compounds produced from an amino acid molecule and a fatty acid molecule. The compounds being in the form of amino-fatty acid compounds being bound by an anhydride linkage, or mixtures thereof made by reacting amino acids or derivatives thereof with an appropriate fatty acid previously reacted with a thionyl halide. The administration of such molecules provides supplemental amino acids with enhanced bioavailability and the additional benefits conferred by the specific fatty acid.Type: ApplicationFiled: April 8, 2008Publication date: November 13, 2008Applicant: Multi Formulations LtdInventor: Joseph MacDougall
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Patent number: 7429680Abstract: Severely sterically hindered secondary aminoether alcohols are prepared by reacting an organic carboxylic acid or alkali metal salt of an organic carboxylic acid with a sulfonyl halide, a sulfuryl halide, a mixed sulfuryl ester halide or a mixed sulfuryl amide halide to yield a sulfonic-carboxylic anhydride compound which is then reacted with a dioxane to cleave the ring of the dioxane, yielding a cleavage product which cleavage product is then aminated with an alkylamine and hydrolyzed with base to yield the severely sterically hindered secondary aminoether alcohol.Type: GrantFiled: February 1, 2005Date of Patent: September 30, 2008Assignee: Exxonmobil Research and Engineering CompanyInventors: Michael Siskin, Alan Roy Katritzky, Kostyantyn Mykolayevich Kirichenko
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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: 7351865Abstract: Severely sterically hindered secondary aminoether alcohols are prepared by reacting acid anhydrides or organic carboxylic acid halides with SO3 to yield a sulfonic carboxylic anhydride compound which is then reacted with a dioxane to cleave the ring of the dioxane yielding a cleavage product which is then aminated with an alkylamine and hydrolyzed with a base to yield the severely sterically hindered secondary aminoether alcohol.Type: GrantFiled: February 1, 2005Date of Patent: April 1, 2008Assignee: ExxonMobil Research and Engineering CompanyInventors: Michael Siskin, Alan Roy Katritzky, Kostyantyn Mykolayevich Kirichenko, Adeana Richelle Bishop, Christine Nicole Elia
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Patent number: 7235695Abstract: Conformationally restricted polyamine compounds useful in treatment of cancer and other diseases marked by abnormal cell proliferation are disclosed. Improved methods of synthesizing such compounds are also disclosed. In one method of the invention, a carbene-bearing or carbene equivalent-bearing compound is reacted with the double bond of an alkene compound to form a cyclopropyl ring as the first step in the synthesis.Type: GrantFiled: August 16, 2005Date of Patent: June 26, 2007Inventors: Benjamin Frydman, Aldonia L. Valasinas, Andrei V. Blokhin, Aparajita Sarkar, Hirak S. Basu, Venodhar K. Reddy, Laurence J. Marton, Yu Wang
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Patent number: 6852892Abstract: This invention relates to a method for the production of a sphingoid base according to formula comprising the steps of (1) dissolving a starting compound according to formula III or a salt thereof in a substantially inert solvent, (2) protecting the NH2 group with a NH2 protecting group, (3) activating the C-4 HR3 group for an elimination reaction with the C-5 HR4 group, (4) causing an elimination reaction to take place to form a double bond between the C-4 and C-5 carbon atom, and (5) removing the NH2 protecting group.Type: GrantFiled: December 20, 2002Date of Patent: February 8, 2005Assignee: Goldschmidt AGInventors: Jacobus Hubertus Van Boom, Richard Jan Baptist Henrikus Nouel Van den Berg
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Patent number: 6794542Abstract: Process for the preparation of a diasteromerically enriched phenylglycine amide derivative in which an enantiomerically enriched phenylglycine amide is converted into the corresponding Schiff base with the aid of compound R2—C(O)—R3, and the Schiff base obtained is subsequently converted into the diastereomerically enriched phenyglycine amide derivative with the aid of a cyanide source, a reducing agent or an allyl organometallic compound. The phenylglycine amide derivatives obtained are interesting starting materials for the preparation of for example enantiomerically enriched &agr;- and or &bgr;-amino acids and derivatives thereof, such as amides and esters, and amines.Type: GrantFiled: October 9, 2002Date of Patent: September 21, 2004Assignee: DSM N.V.Inventors: Wilhelmus Hubertus Joseph Boesten, Harold Monro Moody, Bernardus Kaptein, Johannes Paulus Gerardus Seerden, Marcelles Van Der Sluis, Ben Lange De, Quirinus Bernardus Broxterman
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Publication number: 20040147784Abstract: An improved process for the production of 3-dimethylaminopropylamine in high purity from N,N-dimethylaminopropionitrile utilizing a low pressure hydrogenation process is described. The basic process comprises contacting the nitrile with hydrogen at low pressure in the presence of a catalyst under conditions sufficient to effect the conversion of the nitrile to the primary amine product.Type: ApplicationFiled: December 9, 2003Publication date: July 29, 2004Inventors: Gregory J. Ward, Bryan C. Blanchard
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Patent number: 6683214Abstract: An amino group of an &agr;-amino acid ester is protected as an imine, and it is then reacted with a halomethyllithium to obtain an N-protected-&agr;-aminohalomethylketone. Further, this N-protected-&agr;-aminohalomethylketone is treated with an acid to obtain an &agr;-aminohalomethylketone. This process is suited for industrial production, and can produce an &agr;-aminohalomethylketone and its related compounds economically and efficiently.Type: GrantFiled: October 10, 2002Date of Patent: January 27, 2004Assignee: Ajinomoto Co., Inc.Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Masakazu Nakazawa, Kunisuke Izawa
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Publication number: 20030212284Abstract: Compounds of the formula (I) and (Ia) in the form of racemates, mixtures of diastereomers or in essentially enantiomerically pure form, (I), (Ia), where R is hydrogen, C1-C8alkyl, C5-C12cycloakyl, phenyl or phenyl substituted by from 1 to 3 C1-C4alky or C1-C4alkoxy groups; n is 0 or an integer from 1 to 4 and R1 are identical or different subtitutuents selected from the group consisting of C1-C4alkyl, C1-C4fluoroalkyl and C1-C4alkoxy; X1 and X2 are each, indenpendently of one another, secondary phosphino; T is C6-C20arylene or C3-C16heteroarylene; and X2 is bound in the ortho position relative to the T-cyclopenitadienyl bond.Type: ApplicationFiled: December 31, 2002Publication date: November 13, 2003Inventors: Walter Weissensteiner, Thomas Sturm, Felix Spindler
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Patent number: 6534682Abstract: The invention relates to a process of generating N(CF3)2 anions by reacting a metal fluoride of formula MFx with a compound of formula RFSO2N(CF3)2, (CF3)2N(SO2CF2)mSO2N(CF3)2 or RFCON(CF3)2. The invention further relates to the use of the N(CF3)2 anions as a reagent for the introduction of halogen or other organic groups into organic molecules.Type: GrantFiled: August 1, 2001Date of Patent: March 18, 2003Assignee: Merck Patent GesellschaftInventors: Völker Hilarius, Herwig Buchholz, Peter Sartori, Nikolai Ignatiev, Andrei Kucherina, Sergii Datsenko
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Patent number: 6500985Abstract: An amino group of an &agr;-amino acid ester is protected as an imine, and it is then reacted with a halomethyllithium to obtain an N-protected-&agr;-aminohalomethylketone. Further, this N-protected-&agr;-aminohalomethylketone is treated with an acid to obtain an &agr;-aminohalomethylketone. This process is suited for industrial production, and can produce an &agr;-aminohalomethylketone and its related compounds economically and efficiently.Type: GrantFiled: July 25, 2001Date of Patent: December 31, 2002Assignee: Ajinomoto Co., Inc.Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Masakazu Nakazawa, Kunisuke Izawa
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Patent number: 6417403Abstract: A process for the preparation of chiral (S)-2,3-disubstituted-1-propylamine derivatives, in which a carbonyl group of (S) 3,4-disubstituted-1-butanecarbonyl derivatives is converted to an amine group, and the conversion reaction is performed through Curtius rearrangement or Hoffman rearrangement.Type: GrantFiled: December 7, 2000Date of Patent: July 9, 2002Assignee: Samsung Fine Chemicals Co., Ltd.Inventors: Kyoung Rok Roh, Jung Hwan Lee, Dae Il Hwang, Won Jang Lee, Kyung-Il Kim
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Patent number: 6417402Abstract: The present invention relates to squaraine dye containing terminal aminoanthracene or acridine groups and to a process for preparation thereof.Type: GrantFiled: September 26, 2001Date of Patent: July 9, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Suresh Das, George Thomas Kakkudiyil, Biju Vasudevan Pillai, Santosh Unni, Suresh Velate