Of Aldehyde Or Ketone Containing Compound Patents (Class 564/471)
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Patent number: 10746637Abstract: In some embodiments, the present disclosure pertains to a method for retrieving at least one molecular recognition element in a fixed tissue. In some embodiments the method comprises preparing a solution comprising at least one aldehyde-scavenging agent. In some embodiments, the method comprises contacting the fixed tissue with the solution. In some embodiments, the tissue is fixed with an aldehyde-based cross-linking agent. In some embodiments, a reaction of the aldehyde-scavenging agent with the aldehydes comprising the cross-linking agent retrieves the at least one molecular recognition element. In some embodiments, the at least one molecular recognition element comprises of amino acids, peptides, proteins, nucleic acids, carbohydrates, lipids, or a combination thereof.Type: GrantFiled: January 9, 2019Date of Patent: August 18, 2020Assignee: UNIVERSITY OF HOUSTON SYSTEMInventors: Jason Eriksen, Craig Vollert, Steven Bark, Wilna Moree
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Publication number: 20150018561Abstract: The present invention pertains to novel enaminoketones containing a CF3O-group, novel pyrazole-derivatives containing a CF3O group as well as to a novel process for their preparation comprising aminoformylation of CF3O-ketones and cyclization of the obtained CF3O-enaminoketones with hydrazines to trifluoromethoxy pyrazoles.Type: ApplicationFiled: February 13, 2013Publication date: January 15, 2015Applicants: BAYER INTELLECTUAL PROPERTY GMBH, CENTRE NATIONAL DE LA RECHERCHE SCENTIFIQUEInventors: Sergii Pazenok, Bernard Langlois, Thierry Billard, Julien Barbion, Olivier Marrec, Jean-Pierre Vors
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Patent number: 8765634Abstract: A catalytically active composition comprising, prior to reduction with hydrogen: 10 to 75% by weight of an oxygen compound of zirconium, calculated as ZrO2; 1 to 30% by weight of an oxygen compound of copper, calculated as CuO; 10 to 50% by weight of an oxygen compound of nickel, calculated as NiO; 10 to 50% by weight of an oxygen compound of cobalt, calculated as CoO; and 0.1 to 10% by weight of one or more oxygen compounds of one or more metals selected from the group consisting of Pb, Bi, Sn, Sb and In, calculated as PbO, Bi2O3, SnO, Sb2O3 or In2O3, respectively.Type: GrantFiled: October 11, 2011Date of Patent: July 1, 2014Assignee: BASF SEInventors: Petr Kubanek, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder, Holger Evers, Till Gerlach
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Patent number: 8530394Abstract: An new class of oil-soluble, sulfur scavengers or converts are disclosed where the scavengers include substantially monomeric aldehyde-amine adducts from the reaction of at least one sterically hindered primary or secondary amine and a molar excess of at least one aldehyde. Methods are also disclosed for reducing, reducing below a given level or eliminating noxious sulfur species from fluids using the inventive scavengers and for making the inventive scavengers.Type: GrantFiled: April 7, 2009Date of Patent: September 10, 2013Assignee: Clearwater International LLCInventor: Larry W. Gatlin
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Publication number: 20130172623Abstract: Methods for making sulfide scavenging compositions are provided. The method comprises reacting at least one secondary amine with at least one aldehyde and solvent in the presence of a catalyst to form a reaction composition, wherein a reaction temperature is less than or equal to 90° C. Sulfide scavengers using the above method are also disclosed. Methods for removing sulfides from fluid streams are also provided. The methods include adding the above sulfide scavengers to fluid streams.Type: ApplicationFiled: February 24, 2012Publication date: July 4, 2013Applicant: General Electric CompanyInventor: Gregory Kaplan
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Patent number: 8461391Abstract: The present invention relates to a process for preparing N,N-substituted 1,3-propanediamine by a) reacting secondary amine with acrolein at a temperature of from (?50) to 100° C. and a pressure of from 0.01 to 300 bar, and b) reacting the reaction mixture obtained in stage a) with hydrogen and ammonia in the presence of a hydrogenation catalyst at a temperature of from 40 to 400° C. and a pressure of from 1 to 400 bar, wherein the molar ratio of secondary amine to acrolein in stage a) is 2:1 or more and the hydrogenation catalyst used in stage b) comprises cobalt. In a preferred embodiment, acrolein which has been obtained from glycerol based on renewable raw materials is used. The invention further relates to the use of N,N-dimethyl-1,3-propanediamine (DMAPA) based on renewable raw materials as a feedstock for lubricant soaps and other detergents, coagulants, polymers and comb polymers. In a further preferred embodiment, stage b) is performed in the presence of water.Type: GrantFiled: May 11, 2009Date of Patent: June 11, 2013Assignee: BASF SEInventors: Martin Ernst, Johann-Peter Melder, Christof Wilhelm Wigbers
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Patent number: 8415500Abstract: A process for preparing amines of the formula I, by reacting a carbonyl compound of the formula II with an amine of the formula III where R1 and R2 are different and are each an organic radical which has from 1 to 20 carbon atoms and may optionally also comprise heteroatoms, R3 is a C1-C6-alkyl group and R4 is an aryl group which may be partly or fully halogenated and/or may bear from one to three radicals from the group of cyano, nitro, C1-C6-alkyl, C1-C6-haloalkyl, hydroxyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, hydroxycarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylamino, di(C1-C6-alkyl)amino, aryl and aryl(C1-C6-alkyl); and * represents the S or R configuration, and ** represents the S and/or R configuration; which comprises performing the reaction in the presence of a heterogeneous imination catalyst, of a hydrogenation catalyst and of hydrogen.Type: GrantFiled: December 10, 2008Date of Patent: April 9, 2013Assignee: BASF SEInventors: Tobias Staeb, Thilo Hahn, Wolfgang Siegel
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Patent number: 8389772Abstract: The present invention relates to aldehydes of the formula (I) which contain tertiary amino groups and at least one hydroxyl group. Aldehydes of this kind can be utilized broadly. Aldehydes of particular advantage can be incorporated into a polymer, and find use as curing agents and/or catalysts. Preferably they find use in adhesives and sealants.Type: GrantFiled: August 29, 2008Date of Patent: March 5, 2013Assignee: Sika Technology AGInventor: Urs Burckhardt
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Patent number: 8383859Abstract: The present application relates to novel methods for the preparation of primary, secondary and tertiary carbinamine compounds, particularly the preparation of compounds of formulae I, IV and VI, from a carbonyl compound of formula II in the presence of ammonia or an ammonium equivalent of the formula NH4+X?, by way of allylation, crotylation, arylation, reductive amination and catalytic hydrogenation.Type: GrantFiled: March 28, 2008Date of Patent: February 26, 2013Inventors: Avinash N. Thadani, Bhartesh Dhudshia
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Publication number: 20120259139Abstract: The present invention relates to a process for preparing ethanolamines by reacting glycolaldehyde with monoethanolamine and/or diethanolamine in the presence of a catalyst.Type: ApplicationFiled: December 13, 2010Publication date: October 11, 2012Applicant: BASF SEInventors: Wolfgang Mägerlein, Johann-Peter Melder, Jörg Pastre, Jan Eberhardt, Thomas Krug, Mirko Kreitschmann
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Patent number: 8211949Abstract: Novel mixtures of long-chain (C10-C20) olefins are functionalized by conversion to aldehydes using an OXO process, or to sulfates, sulfonates, sulfones, sulfides, or sulfoxides by direct sulfonation. The aldehydes may then be hydrogenated to form alcohols, or aminated to form amines or amides. The olefins starting mixture may be acquired as a byproduct of the tetramerization of ethylene in the presence of certain chromium-containing tetramerization catalysts. The functionalized mixtures, and derivatives prepared therefrom such as alkoxylates prepared from the alcohols, may be useful as surfactants that may offer improved performance in many applications, while their preparation based on a byproduct mixture reduces their cost and also reduces waste-handling issues for this non-targeted stream.Type: GrantFiled: September 16, 2008Date of Patent: July 3, 2012Assignee: Dow Global Technologies LLCInventors: Pierre T. Varineau, Brian W. Kolthammer, Aaron W. Sanders, David A. Wilson, Kara S. Weber, Robert Kirk Thompson, Cynthia L. Rand, Thomas C. Eisenschmid
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Publication number: 20120142943Abstract: The invention disclosed in this document is related to the field of processes for the preparation of enamines wherein R1, R2, R3, R4, R5, and further information are disclosed herein.Type: ApplicationFiled: November 23, 2011Publication date: June 7, 2012Applicant: DOW AGROSCIENCES LLCInventors: Douglas C. Bland, Todd W. Toyzan
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Publication number: 20120142942Abstract: The invention disclosed in this document is related to the field of processes for the preparation of enamines wherein R1, R2, R3, R4, R5, and further information are disclosed herein.Type: ApplicationFiled: November 23, 2011Publication date: June 7, 2012Inventors: Douglas C. Bland, Todd W. Toyzan
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Patent number: 8143451Abstract: The present invention relates to a method for the preparation of tertiary carbinamine compounds from diastereoselective allylation and crotylation of N-unsubstituted imines derived from ketones.Type: GrantFiled: October 4, 2007Date of Patent: March 27, 2012Assignee: Kanata Chemical Technologies Inc.Inventors: Avinash N. Thadani, Bhartesh Dhudshia
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Patent number: 8093431Abstract: A novel method for producing amine-aldehyde sulfur scavenging compositions are disclosed, where the method comprises contacting an amine containing component and a aldehyde containing component in the presence of an alcohol at an amine to aldehyde ratio of between about 0.8 and 0.45 for a reaction time and at a reaction temperatures sufficient to produce an amine-aldehyde adduct product having a specific gravity between about 3% and 7% less than the specific gravity of a mixture of starting materials.Type: GrantFiled: February 2, 2009Date of Patent: January 10, 2012Assignee: Clearwater International LLCInventors: Olusegun Matthew Falana, Ray Veldman, Frank Zamora, Emilia U. Ugwu, Zoraida Vazquez
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Publication number: 20110288338Abstract: The present invention relates to a process for preparing N,N-substituted 3-aminopropan-1-ols by a) reacting secondary amine with acrolein at a temperature of (?50) to 100° C. and a pressure of 0.01 to 300 bar, and b) reacting the reaction mixture obtained in stage a) with hydrogen and ammonia in the presence of a hydrogenation catalyst at a pressure of 1 to 400 bar, wherein the molar ratio of secondary amine to acrolein in stage a) is 1:1 or more and the temperature in stage b) is in the range from (?50) to 70° C. In a preferred embodiment, acrolein which has been obtained from glycerol based on renewable raw materials is used.Type: ApplicationFiled: November 2, 2009Publication date: November 24, 2011Applicant: BASF SEInventors: Christof Wilhelm Wigbers, Johann-Peter Melder, Martin Ernst
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Publication number: 20110251434Abstract: The present invention relates to a process for preparing unsymmetric secondary tert-butylamines by continuous amination in the gas phase, wherein tert-butylamine is converted over hydrogenation catalysts in the presence of an alcohol or aldehyde and hydrogen.Type: ApplicationFiled: April 6, 2011Publication date: October 13, 2011Applicant: BASF SEInventors: Christoph Müller, Christof Wilhelm Wigbers, Johann-Peter Melder, Gerd Haderlein, Norbert Gutfrucht
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Publication number: 20110251433Abstract: The present application relates to a process for preparing unsymmetric secondary tert-butylamines which, as well as the tert-butyl radical, also comprise an alkyl, cycloalkyl or benzyl radical. They are prepared by reacting corresponding aldehydes with tert-butylamine and hydrogen in the presence of hydrogenation catalysts (reductive amination) in the liquid phase.Type: ApplicationFiled: April 5, 2011Publication date: October 13, 2011Applicant: BASF SEInventors: Christof Wilhelm WIGBERS, Christoph Müller, Johann-Peter Melder, Bernd Stein, Harald Meißner, Gerd Haderlein, Norbert Gutfrucht
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Patent number: 8034978Abstract: Process for preparing an amine by reacting an aldehyde and/or ketone with hydrogen and a nitrogen compound selected from the group consisting of primary and secondary amines in the presence of a heterogeneous catalyst, wherein the reaction is carried out using a suspended catalyst as heterogeneous catalyst and is carried out in the semibatch mode in which the nitrogen compound as one reactant is placed in the reaction vessel and the aldehyde and/or the ketone as the other reactant is added during the course of the reaction and the aldehyde and/or the ketone is added in portions or continuously to the reaction mixture during the course of the reaction as a function of the achieved conversion of the nitrogen compound until a conversion of the nitrogen compound of at least 95% results, and all or part of the catalyst remains in the reaction vessel after the reaction batch and is reused for the next reaction batch.Type: GrantFiled: May 24, 2007Date of Patent: October 11, 2011Assignee: BASF SEInventors: Jan Eberhardt, Harald Meiβner, Bram Willem Hoffer, Johann-Peter Melder, Ekkehard Schwab
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Patent number: 8012913Abstract: A new class of sulfur scavenging or converting compositions is disclosed comprising diamine terminated, amine-aldehyde adducts, where the adducts are substantially bimolecular amine-aldehyde adducts and the composition is substantially free of trimer and/or triazines. Methods for making and using the new class of sulfur scavenging or converting composition are also disclosed.Type: GrantFiled: October 10, 2006Date of Patent: September 6, 2011Assignee: Clearwater International LLCInventors: Larry W. Gatlin, Daniel R. Dostie, Timothy Eric Gatlin
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Publication number: 20110195242Abstract: The present invention relates to aldehydes of the formula (I) which contain tertiary amino groups and at least one hydroxyl group. Aldehydes of this kind can be utilized broadly. Aldehydes of particular advantage can be incorporated into a polymer, and find use as curing agents and/or catalysts.Type: ApplicationFiled: August 29, 2008Publication date: August 11, 2011Applicant: SIKA TECHNOLOGY AGInventor: Urs Burckhardt
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Publication number: 20110166387Abstract: The present invention relates to N-ethylmethylamine having a very high degree of purity, that is to say very low contents of impurities commonly encountered in conventional industrial processes, and also to the process for preparing, on an industrial scale, high-purity N-ethylmethylamine.Type: ApplicationFiled: July 2, 2009Publication date: July 7, 2011Inventors: Christophe Ruppin, Jacqueline Dufour
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Publication number: 20100274008Abstract: 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, and nickel, and 1.0 to 5.0% by weight of an oxygen compound of cobalt, calculated as CoO, and 0.2 to 5.0% by weight of a polyoxometalate.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: 20100274054Abstract: A process for preparing amines of the formula I, by reacting a carbonyl compound of the formula II with an amine of the formula III where R1 and R2 are different and are each an organic radical which has from 1 to 20 carbon atoms and may optionally also comprise heteroatoms, R3 is a C1-C6-alkyl group and R4 is an aryl group which may be partly or fully halogenated and/or may bear from one to three radicals from the group of cyano, nitro, C1-C6-alkyl, C1-C6-haloalkyl, hydroxyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, hydroxycarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylamino, di(C1-C6-alkyl)amino, aryl and aryl(C1-C6-alkyl); and * represents the S or R configuration, and ** represents the S and/or R configuration; which comprises performing the reaction in the presence of a heterogeneous imination catalyst, of a hydrogenation catalyst and of hydrogen.Type: ApplicationFiled: December 10, 2008Publication date: October 28, 2010Applicant: BASF SEInventors: Tobias Staeb, Thilo Hahn, Wolfgang Siegel
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Publication number: 20100267948Abstract: Process for preparing an amine by reacting an aldehyde and/or ketone with hydrogen and a nitrogen compound selected from the group consisting of primary and secondary amines in the presence of a heterogeneous catalyst, wherein the reaction is carried out using a suspended catalyst as heterogeneous catalyst and is carried out in the semibatch mode in which the nitrogen compound as one reactant is placed in the reaction vessel and the aldehyde and/or the ketone as the other reactant is added during the course of the reaction and the aldehyde and/or the ketone is added in portions or continuously to the reaction mixture during the course of the reaction as a function of the achieved conversion of the nitrogen compound until a conversion of the nitrogen compound of at least 95% results, and all or part of the catalyst remains in the reaction vessel after the reaction batch and is reused for the next reaction batch.Type: ApplicationFiled: May 24, 2007Publication date: October 21, 2010Applicant: BASF SEInventors: Jan Eberhardt, Harald Meissner, Bram Willem Hoffer, Johann-Peter Melder, Ekkehard Schwab
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Publication number: 20100101455Abstract: The present invention relates in a first consideration to aldimines of formula (I). Said aldimines are particularly suitable as latent hardeners in curable compositions, particularly compositions comprising one or two-component isocyanate groups. Due to the presence of the reactive group, they can be converted to compounds of the formulas (X) and (XII) comprising aldimine groups, implementing a further consideration of the present invention. The aldimines, or the compounds comprising aldimine groups, can be used primarily in adhesive and sealant materials, but also in coatings, and can be produced easily from readily available source materials, and have good thermal stability. The tertiary amino group thereof has a surprisingly low alkalinity and can in some cases have a catalytic effect in chemical reaction systems.Type: ApplicationFiled: July 16, 2008Publication date: April 29, 2010Applicant: SIKA TECHNOLOGY AGInventor: Urs Burckhardt
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Publication number: 20100010264Abstract: Processes comprising: (i) providing a reactant selected from the group consisting of primary alcohols, secondary alcohols, aldehydes, ketones and mixtures thereof; and (ii) reacting the reactant 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 catalyst comprising a zirconium dioxide- and nickel-containing catalytically active composition, to form an amine; wherein the catalytically active composition, prior to reduction with hydrogen, comprises oxygen compounds of zirconium, copper, and nickel, and one or more oxygen compounds of one or more metals selected from the group consisting of Sb, Pb, Bi, and In.Type: ApplicationFiled: July 4, 2007Publication date: January 14, 2010Applicant: BASF SEInventors: Petr Kubanek, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder, Holger Evers, Till Gerlach
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Patent number: 7619118Abstract: Processes for the conversion of glycerol to a product mixture of an amino alcohol product and propylene glycol are disclosed. Glycerol is converted to hydroxyacetone and the hydroxyacetone is reduced with a reducing agent or reacted with an amine compound to give an adduct which is reduced using the reducing agent to obtain a product mixture of propylene glycol and an amino alcohol product.Type: GrantFiled: June 7, 2007Date of Patent: November 17, 2009Assignee: The Procter & Gamble CompanyInventors: Victor Manuel Arredondo, Patrick Joseph Corrigan
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Patent number: 7619119Abstract: Processes for converting glycerol to an amino alcohol product involving reacting glycerol with a metal catalyst to obtain hydroxyacetone, and reacting the hydroxyacetone with an amine compound to obtain an adduct that is then reduced using a reducing agent to obtain an amino alcohol product are described.Type: GrantFiled: June 7, 2007Date of Patent: November 17, 2009Assignee: The Procter & Gamble CompanyInventors: Victor Manuel Arredondo, Patrick Joseph Corrigan, Angella Christine Cearley, Deborah Jean Back, Michael Steven Gibson, Neil Thomas Fairweather
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Publication number: 20080200727Abstract: Processes for preparing amines comprising reacting an aldehyde and/or ketone with hydrogen and a nitrogen compound in the presence of a heterogeneous catalyst, wherein the heterogeneous catalyst comprises a catalyst packing prepared by applying at least one compound selected from the group consisting of catalytically active metals, compounds of catalytically active metals, and mixtures thereof to a support material selected from the group consisting of woven fabrics, knitted fabrics, foils, and combinations thereof.Type: ApplicationFiled: April 26, 2006Publication date: August 21, 2008Inventors: Jan Eberhardt, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder, Udo Rheude
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Patent number: 7411095Abstract: A method for producing highly pure enamines, which comprises reacting an aldehyde or ketone with an amine and treating the resulting reaction mixture with an acidic aqueous solution at a temperature between 0° C. and 30° C.Type: GrantFiled: January 18, 2005Date of Patent: August 12, 2008Assignee: Sankyo Company, LimitedInventors: Rei Okazaki, Shunshi Kojima, Hideharu Yokokawa
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Publication number: 20080139847Abstract: The present invention relates to a method for the preparation of tertiary carbinamine compounds from diastereoselective allylation and crotylation of N-unsubstituted imines derived from ketones.Type: ApplicationFiled: October 4, 2007Publication date: June 12, 2008Inventors: Avinash N. Thadani, Bhartesh Dhudshia
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Patent number: 7323599Abstract: A process for preparing amines of the general formula (I) R1R2CHNR3R4??(I) in which R1, R2, R3 and R4 are each independently hydrogen, straight-chain or branched, halogenated or halogen-free C1-C12-alkyl, C3-C12-cycloalkyl, C6-C10-aryl or C7-C11-aralkyl, by catalytic, hydrogenating amination of carbonyl compounds of the general formula (II) R1—C(?O)—R2??(II) with nitrogen compounds of the general formula (III) HNR3R4??(III) in the presence of bifunctional catalyst systems comprising a.) a hydrogenation-active catalyst component comprising one or more metals of transition group 8 of the Periodic Table and b.) one or more solid, acidic cocatalysts, wherein the hydrogenating amination is carried out in the presence of aqueous ammonia or aqueous amine of the formula (III) and at least one organic solvent miscible with ammonia or the aqueous amine of the formula (III).Type: GrantFiled: September 25, 2006Date of Patent: January 29, 2008Assignee: Clariant Speciality Fine Chemicals (Deutschland) GmbHInventors: Daniel Schramm, Daniel Decker, Klaus Forstinger, Klemens Flick
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Patent number: 7164043Abstract: A conjugate addition reaction between an ?,?-unsaturated ketone compound and a carbamate compound is carried out to synthesize a ?-aminoketone, a salt or a hydrate salt of a transition metal of Groups 7 to 11 of the Periodic Table of Elements being present in the reaction system as the catalyst. The novel method and the catalyst are capable of synthesizing the ?-aminoketone by the Aza-Michael reaction with high yield and efficiency.Type: GrantFiled: March 7, 2003Date of Patent: January 16, 2007Assignee: Japan Science and Technology AgencyInventors: Shu Kobayashi, Masaharu Sugiura
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Patent number: 6982352Abstract: The present invention relates to a process for preparing N-methyldialkyl-amines by reacting secondary dialkylamines with formaldehyde at a temperature of from 100 to 200° C., by using from 1.5 to 3 mol of formaldehyde per mole of secondary dialkylamine and degassing the resulting reaction product, removing the aqueous phase and distilling the organic phase.Type: GrantFiled: March 19, 2004Date of Patent: January 3, 2006Assignee: Celanese Chemicals Europe GmbHInventors: Peter Lappe, Helmut Springer
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Publication number: 20040204611Abstract: The present invention relates to a process for preparing N-methyldialkyl-amines by reacting secondary dialkylamines with formaldehyde at a temperature of from 100 to 200° C., by using from 1.5 to 3 mol of formaldehyde per mole of secondary dialkylamine and degassing the resulting reaction product, removing the aqueous phase and distilling the organic phase.Type: ApplicationFiled: March 19, 2004Publication date: October 14, 2004Inventors: Peter Lappe, Helmut Springer
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Patent number: 6620971Abstract: An asymmetric &bgr;-ketoiminate ligand compound, represented by the following chemical formula (4): wherein, R1 is a linear or branched alkyl group containing 1 to 8 carbon atoms; R2 is a linear or branched alkyl group containing 2 to 9 carbon atoms, with the proviso that R2 contains more carbon atoms than R1; R′ is a linear or branched alkylene group containing 1 to 8 carbon atoms or a hydrocarbon containing 1 to 3 ethylene ether or propylene ether moieties, represented by —(CH2)nO— (n=2 or 3); R3 is a hydrogen atom or a linear or branched alkyl group containing 1 to 9 carbon atoms; and X is an oxygen atom or a sulfur atom.Type: GrantFiled: January 22, 2002Date of Patent: September 16, 2003Assignee: Samsung Electronics Co., Ltd.Inventors: Seok Chang, Soon Taik Hwang, Euk Che Hwang
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Publication number: 20020169313Abstract: A process for the production of tertiary amines by reductive amination of carbonyl compounds with secondary amines in the presence of a water scavenger, preferably trifluoroacetic acid anhydride, is disclosed. This process has applications in the preparation of imidazole-containing benzodiazepines, which are inhibitors of farnesyl protein transferase.Type: ApplicationFiled: April 11, 2002Publication date: November 14, 2002Inventors: Zhinong Gao, Chien-Kuang Chen
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Patent number: 6448445Abstract: The invention relates to a method for disubstituting carboxylic acid amides on the geminal carbonyl-C-atom using at least one grignard reagent in the presence of a metal alcoholate compound used as a catalyst and in the presence of another organometallic compound used as a co-catalyst.Type: GrantFiled: February 23, 2001Date of Patent: September 10, 2002Assignee: Merck Patent Gesellschaft mit beschraenkter HaftungInventors: Herwig Buchholz, Urs Welz-biermann, Armin Meijere
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Patent number: 6365778Abstract: Aqueous, alcoholic or aqueous-alcoholic solutions of a monoalkylamine and a reducing sugar are simultaneously injected into a mixing unit and the two solutions are mixed under turbulence in the mixing unit for 6 seconds to 5 minutes at a temperature of 25 to 60° C. and a pressure of 50 to 90 bar. The mixture is then added to a hydrogenation reactor and hydrogenated with hydrogen in the presence of a hydrogenation catalyst. An alkylpolyhydroxyalkylamine is obtained in high yield and with high purity.Type: GrantFiled: March 9, 2000Date of Patent: April 2, 2002Assignee: Clariant GmbHInventors: Andreas Gallas, Johann Franz Hanauer, Hubert Seitz, Frank Weinelt
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Patent number: 6350714Abstract: The present invention relates to a process for preparing a catalyst by activating a catalytic composition which comprises a) at least one metal of group IB or IIB or a compound thereof, b) where appropriate a carrier which comprises treating the composition with an alkyne of the general formula I R1—C≡C—R2 (I) in which R1 is alkyl, cycloalkyl, aryl, hydroxyalkyl, haloalkyl, alkoxy or alkoxyalkyl, R2 is a hydrogen atom, alkyl, cycloalkyl or aryl, and a carbonyl compound of the general formula II in which R3 and R4 are, independently of one another, a hydrogen atom, alkyl, haloalkyl, cycloalkyl or aryl, to catalysts obtainable by this process, and to alkynylations and aminoalkylations employing these catalysts.Type: GrantFiled: May 31, 2000Date of Patent: February 26, 2002Assignee: BASF AktiengesellschaftInventors: Arnd Böttcher, Jochem Henkelmann, Thomas Preiss, Melanie Brunner
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Patent number: 6232467Abstract: Amines and amino acids are prepared by reacting an amine, a carbonyl derivative, and an organoboron compound under mild conditions.Type: GrantFiled: June 27, 1997Date of Patent: May 15, 2001Assignee: University of Southern CaliforniaInventors: Nicos A. Petasis, Ilia A. Zavialov
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Patent number: 6147261Abstract: Disclosed is a process for producing diaminoalkanes which comprises reacting a hydroxyalkanal characterized by two to six carbons, preferably 3-hydroxypropanal, with excess ammonia and sufficient hydrogen to stabilize a nickel or cobalt-containing hydroamination catalyst, at a temperature of at least 50.degree. C. and a pressure of at least 500 psig, until there is substantial formation of the desired diaminoalkane, wherein said catalyst comprises at least one metal selected from the group consisting of nickel and cobalt, or mixtures thereof, optionally in the presence of one or more promoters.Type: GrantFiled: November 17, 1999Date of Patent: November 14, 2000Assignee: Shell Oil CorporationInventors: John Frederik Knifton, Daniel John Janitor
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Patent number: 6013816Abstract: Process for the preparation of a linear .omega.-formyl-carboxylic acid or a corresponding linear formylnitrile compound starting from an internally unsaturated C.sub.4 -C.sub.12 carboxylic acid or a corresponding ester or nitrile by means of hydroformylation in the presence of carbon monoxide, hydrogen and a catalyst system, wherein the hydroformylation is carried out in an aqueous medium and in that the catalyst system comprises platinum and a water-soluble organic bidentate ligand.Type: GrantFiled: July 5, 1996Date of Patent: January 11, 2000Assignee: DSM NVInventors: Onko J. Gelling, Imre Toth
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Patent number: 5939588Abstract: The present invention, which is aimed at providing a novel reaction for converting a fluorine-containing carbonyl compound to an asymmetric fluorine-containing primary amine, relates to a method in which a Schiff base obtained by the condensation of a fluorine-containing carbonyl compound and an asymmetric amine ((S)- or (R)-1-phenylethylamine) is treated in the presence of an appropriate organic base to hydrolyze a tautomeric imine obtained by asymmetrically performing an enzyme-like transamination reaction, yielding an asymmetric fluorine-containing amine.Type: GrantFiled: December 17, 1997Date of Patent: August 17, 1999Assignee: Agency of Industrial Science and TechnologyInventors: Vadim A. Soloshonok, Taizo Ono, Takashi Abe
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Patent number: 5885538Abstract: The present invention provides a method and composition regeneration of an aminal that has previously been reacted with a sulfide selected from hydrogen sulfide and mercaptans. The method includes contacting a scavenging mixture which includes an aminal, and an oxidation catalyst with a gas such as air, oxygen enriched air, oxygen, ozone enriched air and ozone. The composition includes an aminal, and an oxidation catalyst. The method and composition are useful for the regeneration of an aminal base sulfur scavenging compound.Type: GrantFiled: July 2, 1997Date of Patent: March 23, 1999Assignee: Quaker Chemical CorporationInventors: Edward A. Trauffer, Muge Caglar
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Patent number: 5840986Abstract: A process for preparing N-alkyl-substituted aminoalkynes by reacting an alkyne with a carbonyl compound and an amine with heterogeneous catalysis in which an unsupported copper acetylide derived from malachite is used as the catalyst. The N-alkyl-substituted aminoalkyne have a wide variety of uses including their use as precursors for pharmaceuticals, their use in electroplating processes and their use as corrosion inhibitors.Type: GrantFiled: September 4, 1997Date of Patent: November 24, 1998Assignee: BASF AktiengesellschaftInventors: Thomas Preiss, Jochem Henkelmann, Joachim Wulff-Doring, Susanne Stutz
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Patent number: 5811459Abstract: The invention relates to compounds of the formula (I): ##STR1## wherein A, B and D are various ring systems such as phenyl, R.sup.1 includes carboxy, R.sup.3 is hydrogen or C.sub.1-4 alkyl and Z is a linking group such as --(CH(R.sup.5)).sub.m -- wherein m is 2, 3 or 4, and R.sub.5 includes hydrogen and methyl; and pharmaceutically acceptable salts and in vivo hydrolysable esters or amides thereof, processes for preparing these compounds, pharmaceutical compositions comprising them, and their use in the treatment of pain.Type: GrantFiled: June 4, 1996Date of Patent: September 22, 1998Assignee: Zeneca LimitedInventors: Gloria Ann Breault, John Oldfield, Howard Tucker, Peter Warner
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Patent number: 5808160Abstract: Hydroxyalkyl-substituted aminoalkynes of the general formula I ##STR1## where at least one of the substituents R.sup.1, R.sup.4 or R.sup.5 is hydroxyalkyl are prepared in a reaction with heterogeneous catalysis.Type: GrantFiled: April 25, 1997Date of Patent: September 15, 1998Assignee: BASF AktiengesellschaftInventors: Thomas Ruhl, Thomas Preiss, Jochem Henkelmann
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Patent number: 5801285Abstract: The present invention relates to a process for preparing 2-methyl-2,4-diaminopentane by introducing acetone, ammonia and hydrogen into a two-zone reactor at a temperature of 20.degree. to 130.degree. C. and a pressure of 30 to 250 bar, wherein the first zone contains a cationic exchange resin containing NH.sub.4.sup..sym. groups or an aluminum oxide and/or silicon oxide catalyst and the second zone contains a hydrogenation catalyst containing nickel.Type: GrantFiled: October 31, 1997Date of Patent: September 1, 1998Assignee: Bayer AktiengesellschaftInventors: Helmut Waldmann, Jurgen Dahmer, Anatoly Bazanov, Alexandre Timofeev, Natalja Zubritskaya, Gennady Terechtchenko