Preparing Directly From An Amide (e.g., Preparing Directly From A Carboxamide, Etc.) Patents (Class 564/488)
  • Patent number: 9365444
    Abstract: Formulations of the present invention contain compounds of Formula (I) that are used as Sulfur Scale Inhibition and/or Removal Agents in the treatment of Industrial Water Systems.
    Type: Grant
    Filed: September 30, 2010
    Date of Patent: June 14, 2016
    Assignee: AMSA, Inc
    Inventor: Attila G. Relenyi
  • Publication number: 20140329885
    Abstract: The present invention is related to uses of a composition comprising a pharmaceutically active component and a compound according to formula (I), wherein R1 and R2 are each and independently selected from the group comprising alkyl; n is any integer between 1 and 4; R3 is an acyl selected from the group comprising lysyl, ornithyl, 2,4-diaminobutyryl, histidyl and an acyl moiety according to formula (II), wherein m is any integer from 1 to 3 and Y? is a pharmaceutically acceptable anion.
    Type: Application
    Filed: May 23, 2014
    Publication date: November 6, 2014
    Inventors: OLIVER KEIL, JÖRG KAUFMANN, ANSGAR SANTEL
  • Publication number: 20140163225
    Abstract: There is provided a process for the reduction of one or more amide moieties in a compound comprising contacting the compound with hydrogen gas and a transition metal catalyst in the presence or absence of a base under conditions for the reduction an amide bond. The presently described processes can be performed at low catalyst loading using relatively mild temperature and pressures, and optionally, in the presence or absence of a base or high catalyst loadings using low temperatures and pressures and high loadings of base to effect dynamic kinetic resolution of achiral amides.
    Type: Application
    Filed: July 18, 2012
    Publication date: June 12, 2014
    Applicant: THE GOVERNORS OF THE UNIVERSITY OF ALBERTA
    Inventors: Steven Bergens, Jeremy M. John
  • Publication number: 20130281664
    Abstract: The present invention relates to novel Ruthenium catalysts and related borohydride complexes, and the use of such catalysts, inter alia, for (1) hydrogenation of amides (including polyamides) to alcohols and amines; (2) preparing amides from alcohols with amines (including the preparation of polyamides (e.g., polypeptides) by reacting dialcohols and diamines and/or by polymerization of amino alcohols); (3) hydrogenation of esters to alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di-lactones) or polyesters); (4) hydrogenation of organic carbonates (including polycarbonates) to alcohols and hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (5) dehydrogenative coupling of alcohols to esters; (6) hydrogenation of secondary alcohols to ketones; (7) amidation of esters (i.e.
    Type: Application
    Filed: October 11, 2011
    Publication date: October 24, 2013
    Inventors: David Milstein, Ekambaram Balaraman, Chidambaram Gunanathan, Boopathy Gnanaprakasam, Jing Zhang
  • Publication number: 20130102780
    Abstract: The present disclosure provides processes for the N-dealkylation of tertiary amines and the use of transition metal catalysts to prepare tertiary N-allyl amine derivatives and secondary amine derivatives thereof. The tertiary amines can be alkaloids and, more particularly, the tertiary amines can be opioids. In specific embodiments, the present disclosure provides methods for use in processes for the synthesis of naloxone and naltrexone from oripavine.
    Type: Application
    Filed: December 11, 2012
    Publication date: April 25, 2013
    Applicant: Rhodes Technologies
    Inventor: Rhodes Technologies
  • Patent number: 8278488
    Abstract: The present invention relates to a process for producing a tertiary amine in the presence of a catalyst containing copper and at least one element selected from the group consisting of elements belonging to Groups 2, 3, 7 and 12 of the Periodic Table (long form of the periodic table), said process including the steps of (a) reducing an amide compound in a hydrogen atmosphere; and (b) introducing a dialkyl amine containing a linear or branched alkyl group having 1 to 6 carbon atoms into a reaction product obtained in the step (a), and treating the reaction product with the dialkyl amine. The present invention provides a process for producing high-purity aliphatic tertiary amines containing a less amount of by-products by reducing aliphatic acid amides under moderate conditions using a chromium-free catalyst, as well as a process for producing amine derivatives such as amine oxide by using the aliphatic tertiary amines, with a good productivity in an economical manner.
    Type: Grant
    Filed: August 7, 2008
    Date of Patent: October 2, 2012
    Assignee: Kao Corporation
    Inventors: Michio Terasaka, Tetsuaki Fukushima, Hideki Taniguchi, Masaharu Jono
  • Patent number: 8242311
    Abstract: The present invention relates to a process for preparing 2,2-difluoroethylamine of the formula (I) and salts thereof, for example sulphates, hydrochlorides or acetates, which proceeds from difluoroacetonitrile.
    Type: Grant
    Filed: December 9, 2010
    Date of Patent: August 14, 2012
    Assignee: Bayer Cropscience AG
    Inventors: Norbert Lui, Stefan Antons, Wahed Ahmed Moradi
  • Publication number: 20120136174
    Abstract: The present invention relates to a method for synthesizing amonoalcohols (e.g., aminoalcohols that contain an amine group that is either unsubstituted, mono-substituted, or di-substituted) and to the products formed therefrom. In one embodiment, the present invention relates to a method for synthesizing aminoalcohols from a corresponding aminoaldehyde and to the products formed therefrom. In another embodiment, the present invention relates to a method for synthesizing aminoalcohols from a corresponding aminoaldehyde via a hydrogenation process using a suitable catalyst (e.g., Raney® Nickel) and to the products formed therefrom. In still another embodiment, the present invention relates to aminoalcohols formed via direct hydrogenation from a corresponding aminoaldehyde without the intervening step of converting the aminoaldehyde starting material to a salt.
    Type: Application
    Filed: August 5, 2010
    Publication date: May 31, 2012
    Applicant: LUBRIZOL ADVANCED MATERIALS, INC.
    Inventors: Yanshi Zhang, Krishnan Tamareselvy
  • Publication number: 20120065138
    Abstract: The present invention is related to a compound according to formula (I), wherein R1 and R2 are each and independently selected from the group comprising alkyl; n is any integer between 1 and 4; R3 is an acyl selected from the group comprising lysyl, ornithyl, 2,4-diaminobutyryl, histidyl and an acyl moiety according to formula (II), wherein m is any integer from 1 to 3 and Y? is a pharmaceutically acceptable anion.
    Type: Application
    Filed: September 12, 2011
    Publication date: March 15, 2012
    Applicant: SILENCE THERAPEUTICS AG
    Inventors: OLIVER KEIL, Jorg Kaufmann, Ansgar Santel
  • Publication number: 20110207964
    Abstract: The present invention relates to a process for producing a tertiary amine in the presence of a catalyst containing copper and at least one element selected from the group consisting of elements belonging to Groups 2, 3, 7 and 12 of the Periodic Table (long form of the periodic table), said process including the steps of (a) reducing an amide compound in a hydrogen atmosphere; and (b) introducing a dialkyl amine containing a linear or branched alkyl group having 1 to 6 carbon atoms into a reaction product obtained in the step (a), and treating the reaction product with the dialkyl amine. The present invention provides a process for producing high-purity aliphatic tertiary amines containing a less amount of by-products by reducing aliphatic acid amides under moderate conditions using a chromium-free catalyst, as well as a process for producing amine derivatives such as amine oxide by using the aliphatic tertiary amines, with a good productivity in an economical manner.
    Type: Application
    Filed: August 7, 2008
    Publication date: August 25, 2011
    Applicant: KAO CORPORATION
    Inventors: Michio Terasaka, Tetsuaki Fukushima, Hideki Taniguchi, Masaharu Jono
  • Patent number: 7968750
    Abstract: The present invention relates to a process for producing a tertiary amine by reducing an amide compound in the presence of a catalyst containing a sponge copper catalyst obtained by leaching alloy particles containing copper and aluminum and drying the thus leached alloy particles. The present invention provides a process for producing high-purity aliphatic tertiary amines containing a less amount of by-products at a high yield by subjecting aliphatic acid amides to hydrogenation reduction under solvent-free moderate conditions.
    Type: Grant
    Filed: August 27, 2008
    Date of Patent: June 28, 2011
    Assignee: Kao Corporation
    Inventors: Michio Terasaka, Tetsuaki Fukushima
  • Patent number: 7935846
    Abstract: The present invention provides a process for producing high-purity aliphatic tertiary amines containing a less amount of by-products by using a chromium-free catalyst with a good productivity in an economically advantageous manner. The present invention relates to a process for producing a tertiary amine by reducing an amide compound in the presence of a catalyst containing copper and magnesium at a molar ratio of magnesium to copper (magnesium/copper) of from 0.01 to 20.
    Type: Grant
    Filed: October 17, 2007
    Date of Patent: May 3, 2011
    Assignee: Kao Corporation
    Inventors: Tetsuaki Fukushima, Hideki Taniguchi, Michio Terasaka
  • Publication number: 20100179349
    Abstract: The present invention relates to a process for producing a tertiary amine by reducing an amide compound in the presence of a catalyst containing a sponge copper catalyst obtained by leaching alloy particles containing copper and aluminum and drying the thus leached alloy particles. The present invention provides a process for producing high-purity aliphatic tertiary amines containing a less amount of by-products at a high yield by subjecting aliphatic acid amides to hydrogenation reduction under solvent-free moderate conditions.
    Type: Application
    Filed: August 27, 2008
    Publication date: July 15, 2010
    Applicant: Kao Corporation
    Inventors: Michio Terasaka, Tetsuaki Fukushima
  • Patent number: 7754923
    Abstract: The present invention provides a process for producing high-purity aliphatic tertiary amines containing a less amount of by-products by subjecting aliphatic acid amides to hydrogenation reduction under moderate conditions, as well as a process for producing amine derivatives from the aliphatic tertiary amines, with a good productivity in an economically advantageous manner. The present invention relates to a process for producing an aliphatic tertiary amine by subjecting a specific aliphatic amide to hydrogenation reduction in the presence of a catalyst containing copper and at least one element selected from the group consisting of elements belonging to Groups 2, 3 and 7 of the Periodic Table; the catalyst; and a process for producing amine oxide by reacting the tertiary amide obtained by the above production process with hydrogen peroxide.
    Type: Grant
    Filed: March 8, 2007
    Date of Patent: July 13, 2010
    Assignee: KAO Corporation
    Inventors: Masaharu Jono, Michio Terasaka, Hideki Taniguchi, Tetusaki Fukushima
  • Patent number: 7705186
    Abstract: Process for the preparation of unsaturated and saturated primary fatty amines comprising the steps of chlorination, treatment by ammonia, reduction and purification.
    Type: Grant
    Filed: July 21, 2006
    Date of Patent: April 27, 2010
    Assignee: Novagali Pharma SA
    Inventor: Scott Gibson
  • Publication number: 20090292145
    Abstract: The present invention provides a process for producing high-purity aliphatic tertiary amines containing a less amount of by-products by using a chromium-free catalyst with a good productivity in an economically advantageous manner. The present invention relates to a process for producing a tertiary amine by reducing an amide compound in the presence of a catalyst containing copper and magnesium at a molar ratio of magnesium to copper (magnesium/copper) of from 0.01 to 20.
    Type: Application
    Filed: October 17, 2007
    Publication date: November 26, 2009
    Applicant: KAO CORPORATION
    Inventors: Tetsuaki Fukushima, Hideki Taniguchi, Michio Terasaka
  • Publication number: 20090247789
    Abstract: Provided is a one-step efficient production method for an ?,?-difluoroamine of a general formula (1) below from an amide compound. The method is an economical method capable of producing the intended ?,?-difluoroamine at high yield by reacting a starting amide compound with carbonyl fluoride and/or oxalyl fluoride under a specific condition.
    Type: Application
    Filed: July 11, 2007
    Publication date: October 1, 2009
    Inventors: Takafumi Yoshimura, Toshio Hidaka, Norio Fushimi
  • Publication number: 20090198086
    Abstract: Provided are a fluorous-tag-introduced fluoroamine of a general formula (I), its production method, a method of fluorination of a substrate having functional group containing oxygen with the fluoroamine serving as a fluorinating agent, and a method of recovering a fluorous-tag-introduced amide after the fluorination. The fluoroamine and its production method, as well as the fluorination method with the fluoroamine and the method of recovery of a fluorous-tag-introduced amide are ecological and advantageous in industrial use, as the load for separating and collecting the product after the fluorination with the fluoroamine serving as a fluorinating agent is small. (In the formula, R0 is an alkyl group or an aryl group having substituent(s) of Rf—(CH2)m—; Rf is a perfluoroalkyl group; m is from 0 to 2; R1 and R2 each are an alkyl group or an aryl group.
    Type: Application
    Filed: May 31, 2007
    Publication date: August 6, 2009
    Inventors: Toshio Hidaka, Takafumi Yoshimura, Shoji Hara, Tsuyoshi Fukuhara
  • Publication number: 20090186976
    Abstract: The invention provides a method of preparing a crosslinked polymer, which method comprises polymerising branched polyunsaturated monomers by a metathesis polymerisation reaction, wherein the branched polyunsaturated monomers contain acyclic ethylenically unsaturated groups that are capable of undergoing polymerization by a metathesis reaction such that the metathesis polymerisation produces a crosslinked polymer and substantially no non-volatile ethylenically unsaturated by-products.
    Type: Application
    Filed: June 30, 2006
    Publication date: July 23, 2009
    Inventors: Christopher Henry Such, Jim Patel, William Roy Jackson, Andrea Jane Robinson, Algirdas Kazimieras Serelis
  • Patent number: 7504540
    Abstract: Disclosed is a process for the preparation of primary, secondary and tertiary amines via a catalytic hydrogenation of unsubstituted, N-substituted, and N,N-disubstituted amides. The amide is led, together with an auxiliary amine, in vaporised form in a hydrogen containing gas flow over the catalyst. The process can be carried out at relatively low pressures, between 2 and 50 bars, using typical hydrogenation catalysts like CuCr-type catalysts. The amine is obtained with high yield and high selectivity. The process can be carried out in a continuous fixed bed reactor.
    Type: Grant
    Filed: January 9, 2007
    Date of Patent: March 17, 2009
    Assignee: Taminco N.V.
    Inventors: Raf Loenders, Ivan Vanden Eynde, Piet Vanneste
  • Publication number: 20090054688
    Abstract: The present invention provides a process for producing high-purity aliphatic tertiary amines containing a less amount of by-products by subjecting aliphatic acid amides to hydrogenation reduction under moderate conditions, as well as a process for producing amine derivatives from the aliphatic tertiary amines, with a good productivity in an economically advantageous manner. The present invention relates to a process for producing an aliphatic tertiary amine by subjecting a specific aliphatic amide to hydrogenation reduction in the presence of a catalyst containing copper and at least one element selected from the group consisting of elements belonging to Groups 2, 3 and 7 of the Periodic Table; the catalyst; and a process for producing amine oxide by reacting the tertiary amide obtained by the above production process with hydrogen peroxide.
    Type: Application
    Filed: March 8, 2007
    Publication date: February 26, 2009
    Applicant: KAO CORPORATION
    Inventors: Masaharu Jono, Michio Terasaka, Hideki Taniguchi, Tetusaki Fukushima
  • Patent number: 7307184
    Abstract: The present invention provides a process of starting from N-alkoxycarbonyl-ethylamine compounds having a leaving group at the ?-position to prepare oxazolidinone derivatives of ?-hydroxyethylamine compounds having an inverted steric configuration at the ?-position carbon, which comprises introducing a step of treating in contact with water with heating under acidic to neutral conditions into the process. Also, the present invention provides a process of starting from N-alkoxycarbonyl-ethylamine compounds having a leaving group at the ?-position to prepare ?-hydroxyethylamine compounds having an inverted steric configuration at the ?-position carbon, which comprises subjecting the oxazolidinone derivatives prepared as described above to a step of treating in contact with water under basic conditions.
    Type: Grant
    Filed: May 23, 2002
    Date of Patent: December 11, 2007
    Assignee: Kaneka Corporation
    Inventors: Hiroshi Murao, Koki Yamashita, Toshihiro Takeda, Yasuyoshi Ueda
  • Patent number: 7008603
    Abstract: Processes and apparatus for quantitatively converting urea to ammonia on demand are disclosed. One process includes the steps of: receiving a demand rate signal for ammonia; feeding reactants including urea and water into a reactor to provide a reaction mixture; and controlling temperature and pressure in the reactor to produce a gaseous product stream including ammonia and carbon dioxide at substantially constant concentrations. Another process includes the steps of: feeding molten urea or solid urea to a reactor; feeding water (liquid or steam) to the reactor; and reacting the urea and water at elevated temperature and pressure to form a gaseous product stream including ammonia and carbon dioxide.
    Type: Grant
    Filed: May 3, 2005
    Date of Patent: March 7, 2006
    Assignee: The Chemithon Corporation
    Inventors: Burton Brooks, Walter A. Jessup, Brian W. MacArthur, W. Brad Sheats
  • Patent number: 6958419
    Abstract: An alkynyl S,N-acetal derivative of the present invention is represented by the following structural formula: In the structural formula, R1 represents a hydrogen atom, an alkyl group, an aryl group, an alkenyl group, a silyl group, or an alkynyl group; each of R2 and R3 represents an alkyl group or an allyl group; and R4 represents an alkyl group. The alkynyl S,N-acetal derivative, which is a novel compound, is useful as a raw material of propargylamine.
    Type: Grant
    Filed: December 11, 2003
    Date of Patent: October 25, 2005
    Assignee: Gifu University
    Inventors: Toshiaki Murai, Yuichiro Mutoh
  • Patent number: 6794542
    Abstract: 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: Grant
    Filed: October 9, 2002
    Date of Patent: September 21, 2004
    Assignee: 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
  • Patent number: 6683216
    Abstract: Disclosed is a process for the preparation of amines by continuously feeding a carboxamide, aqueous alkaline hypohalite, and aqueous alkaline hydroxide to a first reaction zone to form a N-halocarboxamide, measuring the concentration of at least one reaction component in the effluent from the first reaction zone, and using the result of that measurement to control the feed rate of at least one of the feed components of to achieve at least 90% conversion of the carboxamide in the first reaction zone. The effluent from the first reaction zone is fed continuously to a second reaction zone where it further reacts to form an aqueous solution of an amine. The effluent from the second reaction zone may be fed continuously to a distillation column. The process is particularly useful for the preparation of cyclopropylamine.
    Type: Grant
    Filed: November 6, 2002
    Date of Patent: January 27, 2004
    Assignee: Eastman Chemical Company
    Inventors: Joseph Robert Zoeller, Norma Lindsey Buchanan, Elizabeth Celia Sharkey, Daniel Latham Terrill, Steven Paul Bellner
  • Patent number: 6653087
    Abstract: Targeted C2-symmetric and unsymmetric chemical libraries for use in protein and receptor homodimerization and heterodimerization are constructed by solution phase methodologies. Exemplary libraries are prepared in a 60 to 10 sub-library format by symmetrical coupling of the constructed fragments with a mixture of tethering dicarboxylic acids. In each step of the 3-step reaction sequence, the reactants, unreacted starting material, reagents and their byproducts were removed by simple liquid-liquid or liquid-solid extractions providing the desired intermediates and final libraries in multi-milligram quantities in high purities (≧90-100%) independent of the reaction yields and without deliberate reaction optimization. The synthesis of a second prototypical library employed the olefin metathesis reaction to join and combinatorially randomize the length of linker tether.
    Type: Grant
    Filed: August 9, 1999
    Date of Patent: November 25, 2003
    Assignee: The Scripps Research Institute
    Inventor: Dale L. Boger
  • Patent number: 6627046
    Abstract: The useful reaction products in an output stream from an ammonolysis reactor are separated in a manner which minimizes the time during which high boiling polyamide intermediate material(s) are in contact with the amine-functional monomer product(s) or with the reactive monomer products in the stream.
    Type: Grant
    Filed: January 21, 2000
    Date of Patent: September 30, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Stuart Borden Fergusson, Yuhua Yan
  • Patent number: 6515036
    Abstract: A method of recovering a decomposition product from a polyurethane, the method comprising the steps of thermally decomposing a polyurethane into a liquid containing a polyol and a urea compound which is soluble in the polyol, and solids containing a urea compound which is insoluble in the liquid in the presence of a polyamine compound at a temperature of 120 to 250° C.; removing the solids; hydrolyzing the residue with water retained at a high temperature of 200 to 320° C. and a high pressure; and recovering the resulting polyamine and/or polyol.
    Type: Grant
    Filed: April 2, 2001
    Date of Patent: February 4, 2003
    Assignee: Mitsui Takeda Chemicals Inc.
    Inventors: Koichi Murayama, Katsuhisa Kodama, Takashi Kumaki
  • Publication number: 20030009056
    Abstract: A 2- or 4-nitrobenzenesulfonamide is allowed to react with an alkali metal alkoxide to remove a nitrobenzenesulfonyl group to thereby obtain an amine corresponding to the amide. Furthermore, a method for producing an amine derivative by allowing the resulting amine without isolation to react with an activated, substituted oxycarbonyl compound or an activated acyl compound is provided. According to this method, a corresponding free amine and its substituted derivative can be produced easily and industrially advantageously from the 2- or 4-nitrobenzenesulfonamide without using a thiol compound.
    Type: Application
    Filed: June 11, 2002
    Publication date: January 9, 2003
    Inventor: Nobuo Nagashima
  • Patent number: 6417403
    Abstract: 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: Grant
    Filed: December 7, 2000
    Date of Patent: July 9, 2002
    Assignee: Samsung Fine Chemicals Co., Ltd.
    Inventors: Kyoung Rok Roh, Jung Hwan Lee, Dae Il Hwang, Won Jang Lee, Kyung-Il Kim
  • Patent number: 6040464
    Abstract: A process for producing protected 3-amino-1,2-dihydroxypropane acetal, particularly in chiral forms, for use as an intermediate in the preparation of various 3-carbon compounds which are chiral. In particular, the present invention relates to the process for preparation of 3-amino-1,2-dihydroxypropane isopropylidene acetal. The protected 3-amino-1,2-dihydroxypropane acetal is a key intermediate to the preparation of chiral 3-carbon compounds which in turn are intermediates to various pharmaceuticals.
    Type: Grant
    Filed: May 27, 1999
    Date of Patent: March 21, 2000
    Assignee: Board of Trustees operating Michigan State University
    Inventors: Rawle I. Hollingsworth, Guijun Wang
  • Patent number: 5981802
    Abstract: The subject invention provides a method of preparing an allylic amine having the structure: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are each independently hydrogen, halogen, cyano, nitro, linear or branched chain alkyl, aryl, etc.; wherein each alkyl or arylalkyl if present is independently unsubstituted or substituted by fluoro, cyano, nitro, linear or branched chain acyl, dialkylamino, etc.; wherein each aryl if present is independently unsubstituted or substituted by fluoro, cyano, nitro, linear or branched chain alkyl, arylmercapto, etc.; and wherein each of R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 optionally is covalently bonded linking pairwise a suitable atom from each to form from 0 to about 10 rings, wherein each ring contains between about four and about twelve atoms, using disubstituted sulfur diimides prepared in situ. Also provided are methods of preparing cyclic allylic amines in which allylic double bonds are endocyclic and exocyclic.
    Type: Grant
    Filed: December 14, 1995
    Date of Patent: November 9, 1999
    Assignee: The Trustees of Columbia University in the City of New York
    Inventor: Thomas J. Katz
  • Patent number: 5976202
    Abstract: Reaction products of polyolefins having predominantly a terminal double bond and a number average molecular weight of from 250 to 10,000, which possess an aliphatic hydrocarbon skeleton which is straight-chain or carries C.sub.1 -C.sub.4 -alkyl side chains, with from 1 to 10 mol, per equivalent of double bond, of one or more vinyl esters I ##STR1## are obtainable by reacting the stated polyolefins with the vinyl esters I in the presence of a free radical initiator at from 80 to 200.degree. C., it being possible for these reaction products subsequently to have been hydrolyzed to the corresponding alcohols or converted into the corresponding amines by reductive amination with amines II ##STR2## .
    Type: Grant
    Filed: July 20, 1995
    Date of Patent: November 2, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Peter Rath, Helmut Mach, Harald Schwahn, Hans-Joachim Muller, Wolfgang Reif, Thomas Ruhl
  • Patent number: 5929265
    Abstract: Binuclear iridium (I) phosphine complexes of the general formula: ##STR1## in which X is fluorine, chlorine, bromine or iodine, and ##STR2## is in each case a chiral bidentate diphosphine ligand. The complexes are particularly suitable as catalysts for the inter- or intramolecular asymmetric hydroamination of prochiral olefins.
    Type: Grant
    Filed: October 13, 1998
    Date of Patent: July 27, 1999
    Assignee: Lonza AG
    Inventors: Romano Dorta, Patrick Egli, Nikolaus H Bieler, Antonio Togni, Martin Eyer
  • Patent number: 5869712
    Abstract: .alpha.-Amino-substituted acetic acids or acid salts of formula ##STR1## where R represents a hydrogen atom or an alkyl or alkoxy group X represents a hydrogen atom, an alkali metal or alkaline-earth metal or an ammonium residue characterized in that they are totally free of haloacetic acid and alkali metal halide. They are capable of being obtained by reaction, under hot conditions, of glyoxal, or of a precursor of glyoxal, with a secondary amine or one of its salts of formula ##STR2## where R represents a hydrogen atom or an alkyl or alkoxy group, optionally followed by hydrolysis. They may be used as amphoteric surface-active agents for the manufacture of cosmetic compositions.
    Type: Grant
    Filed: June 19, 1995
    Date of Patent: February 9, 1999
    Assignee: Rhone-Poulenc Chimie
    Inventor: Jean-Marc Ricca
  • Patent number: 5847110
    Abstract: The invention relates to methods of reducing Schiff bases and making chelator conjugates by treating with borane-pyridine complex.
    Type: Grant
    Filed: August 15, 1997
    Date of Patent: December 8, 1998
    Assignee: Biomedical Frontiers, Inc.
    Inventors: Paul R. Dragsten, Gregory J. Hansen
  • Patent number: 5840985
    Abstract: Disclosed is a process for the preparation of primary, secondary and tertiary amines with high conversion and high selectivity via low pressure catalytic hydrogenation of unsubstituted, N-substituted, and N,N-disubstituted amides. Amide hydrogenation is conducted using a catalyst system comprising copper chromite and a nucleophilic reagent, in combination with hydrogen gas. The process allows for production of amines which may be directly used as chemical intermediates in the manufacture of surfactants, quaternary ammonium compounds, bactericides, disinfectants, lubricants, petroleum additives, ion exchange resins and the like, without the need of purification, such as distillation.
    Type: Grant
    Filed: July 18, 1996
    Date of Patent: November 24, 1998
    Assignee: Stepan Company
    Inventors: Marshall J. Nepras, Randal J. Bernhardt, Cathy J. Sporer
  • Patent number: 5750791
    Abstract: Dicarboxylic acid and diamine are recovered from polyamides by hydrolysis with nitric acid, followed by separation of the dicarboxylic acid, and hydrogenation of the nitric acid, and then recovery of the diamine.
    Type: Grant
    Filed: August 20, 1996
    Date of Patent: May 12, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Darwin Darrell Davis, Eugene Dennis Wilhoit
  • Patent number: 5728873
    Abstract: A process for the preparation of cyclopropanamine by Hofmann degradation of cyclopropanecarboxamide, comprising the following steps:(1) suspending cyclopropanecarboxamide, either (A) in 1.1 to 4 mol of sodium hydroxide, in solution whose concentration is 10 to 50%, per mol of amide, or (B) in a sparing amount of water,(2) adding 1 to 1.5 mol of hypochlorite, per mol of amide, from a 5 to 15% strength hypochlorite solution at a temperature of 0.degree. to 20.degree. C.,(3) adding 1.1 to 4 mol of sodium hydroxide, in solution whose concentration is 10 to 50%, per mol of amide, in the case where a suspension has been formed according to step (1)(B),(4) reacting the amide, hypochlorite, and sodium hydroxide for 10 to 60 minutes to form a homogeneous reaction mixture,(5) continuously passing the homogeneous reaction mixture through a tubular reactor at a temperature of 45.degree. to 260.degree. C.
    Type: Grant
    Filed: June 14, 1996
    Date of Patent: March 17, 1998
    Assignee: Huels Aktiengesellschaft
    Inventors: Wolfgang Kleemiss, Thomas Kalz
  • Patent number: 5693865
    Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.
    Type: Grant
    Filed: December 11, 1996
    Date of Patent: December 2, 1997
    Assignee: Monsanto Company
    Inventor: Peter Gerrard Ruminski
  • Patent number: 5679862
    Abstract: A process for the amination of aliphatic alkane derivatives such as alcohols (mono and polyhydric) which uses catalytic distillation to take advantage of the condensing distillate within the distillation reaction zone in the distillation column reactor. The operation of the distillation column reactor results in both a liquid and vapor phase within the distillation reaction zone. The catalyst is prepared in the form of a distillation structure. The reaction is carried out in a distillation column reactor at a low hydrogen partial pressure, e.g. in the range of 0.1 psia to less than 10 psia.
    Type: Grant
    Filed: March 25, 1996
    Date of Patent: October 21, 1997
    Assignee: Chemical Research & Licensing Company
    Inventors: Speros Peter Nemphos, Dennis Hearn
  • Patent number: 5461176
    Abstract: This invention relates to bis-naphthalimides, including 2,2'-[1,2-ethanediylbis[imino(1-methyl-2,1-ethanediyl)]]-bis[5-nitro-1H-be nz[de]isoquinoline-1,3(2H)-dione] and 2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis[5-nitro-1H-be nz[de]isoquinoline-1,3(2H)-dione], processes for their preparation, pharmaceutical compositions containing them, and methods of using them to treat cancer in mammals.
    Type: Grant
    Filed: May 26, 1994
    Date of Patent: October 24, 1995
    Assignee: The Du Pont Merck Pharmaceutical Company
    Inventors: Jung-Hui Sun, Jose R. Matos, Chung-Ho Park, Robert G. Clifton, Jr.
  • Patent number: 5457197
    Abstract: A process for recovering monomer from multi-component waste material that includes a hydrolyzable polymer, the process including contacting the multi-component waste material with water and subjecting the resulting mixture to heat and pressure to form a liquid aqueous portion which mainly includes depolymerization products of the hydrolyzable polymer and a water insoluble portion which mainly includes components other than the depolymerization products; separating the liquid aqueous portion and the water insoluble portion; subjecting the separated aqueous portion to a pressure that is lower than that of step (a) and heat to produce a residue and a distillate which contains monomer; and separating the monomer in the distillate from other components in the distillate. The process is particularly useful for recovering caprolactam from waste materials that include nylon 6.
    Type: Grant
    Filed: April 8, 1994
    Date of Patent: October 10, 1995
    Assignee: AlliedSignal Inc.
    Inventors: Stylianos Sifniades, Alan B. Levy
  • Patent number: 5455346
    Abstract: Caprolactam is obtained from mixtures which contain polymers or thermoplastic molding materials having the repeating unit--N(H)--(CH.sub.2).sub.5 --C(O)--(a) by cleavage at elevated temperatures in the presence of a base under reduced pressure or (b) in the presence of water, by using a mixture essentially comprisingfrom 50 to 99.9% by weight of a polymer or of a thermoplastic molding material having the repeating unit--N(H)--(CH.sub.2).sub.5 --C(O)--from 0.1 to 50% by weight of additives selected from the group consisting of inorganic fillers, organic and inorganic pigments and dyes,from 0 to 10% by weight of organic and/or inorganic additives,from 0 to 40% by weight of non-polyamide-containing polymers andfrom 0 to 20% by weight of polyamides, with the exception of polycaprolactam and copolyamides prepared from caprolactam,and carrying out the cleavage in the presence of a base under reduced pressure, the water content of the mixture used being not more than 0.
    Type: Grant
    Filed: December 12, 1994
    Date of Patent: October 3, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Kopietz, Ulrich Kalck, Simon Jones, Peter Bassler, Claus-Ulrich Priester
  • Patent number: 5410082
    Abstract: Process for preparing amines by reacting amides in aqueous-alkaline solutions and/or suspensions with halogens or hypohalites in the presence of alcohols, and converting the reaction products into the amines by hydrolysis, hydrogenation or reductive methods.
    Type: Grant
    Filed: May 9, 1994
    Date of Patent: April 25, 1995
    Inventor: Ralf Pfirmann
  • Patent number: 5395974
    Abstract: The present invention relates to a method of reacting polyamides or mixtures thereof with ammonia to obtain a mixture of monomers. The reaction is carried out in the presence of certain Lewis Acid catalyst precursors.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: March 7, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ronald J. McKinney
  • Patent number: 5329048
    Abstract: This invention relates to bis-naphthalimides, including 2,2'-[1,2-ethanediylbis[imino(1-methy1-2,1-ethanediyl)]]-bis[5-nitro-1H-be nz[de]isoquinoline-1,3(2H)-dione] and 2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis[5-nitro-1H-be nz[de]isoquinoline-1,3(2H)-dione], processes for their preparation, pharmaceutical compositions containing them, and methods of using them to treat cancer in mammals.
    Type: Grant
    Filed: February 16, 1993
    Date of Patent: July 12, 1994
    Assignee: The DuPont Merck Pharmaceutical Company
    Inventor: Jung-Hui Sun
  • Patent number: 5322964
    Abstract: There is disclosed a process for the preparation of an alpha-aminoketone salt of formula I ##STR1## which comprises reacting a nitrosated keto ester of formula II ##STR2## with a carboxylic anhydride of formula IV ##STR3## under the conditions of catalytic hydrogenation, to a compound of formula III ##STR4## which compound of formula III is then hydrolysed with an acid H.sub.n A to the salt I, in which formulae above R.sub.1 is C.sub.1 -C.sub.6 alkyl, phenoxy-C.sub.1 -C.sub.4 alkyl, phenyl, C.sub.7 -C.sub.9 phenylalkyl, or phenyl or C.sub.7 -C.sub.9 phenylalkyl which are substituted by halogen, C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkoxy, hydroxy or cyano, R.sub.2 is C.sub.1 -C.sub.4 alkyl or cyclohexyl, n is 1 to 3, R.sub.3 is C.sub.1 -C.sub.4 alkyl and A is the radical of an organic or mineral protic acid.Pyrroles suitable as co-stabilisers for PVC can be prepared from alpha-aminoketone salts of formula I.
    Type: Grant
    Filed: September 8, 1993
    Date of Patent: June 21, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Drewes, Hans-Helmut Friedrich
  • Patent number: 5302756
    Abstract: Useful monomeric products are obtained in the reaction of nylon 6,6 with ammonia. Increased yield of monomer products from nylon 6,6 is obtained from ammonolysis when a mixture with nylon 6 is employed.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: April 12, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ronald J. McKinney