Aldimines Or Ketimines Which Contain Benzene Ring (i.e., Hch=nh, Wherein Substitution May Be Made For Hydrogen Only But A Hydrogen Or Carbon Must Be Bonded Directly To The Carbon) Patents (Class 564/271)
Abstract: A process for the hydrogenation of imines with hydrogen under elevated pressure in the presence of iridium catalysts and with or without an inert solvent, wherein the reaction mixture contains an ammonium or metal chloride, bromide or iodide and additionally an acid.
Type:
Grant
Filed:
September 10, 1997
Date of Patent:
November 23, 2004
Assignee:
Syngenta Crop Protection, Inc.
Inventors:
Hans-Peter Jalett, Felix Spindler, Hans-Ulrich Blaser, Reinhard Georg Hanreich
Abstract: A zeolite-immobilised Lewis acid e.g. copper catalyst for performing carbonyl-ene and iminoene reactions is described. The catalyst can readily be separated from the reaction mixture and re-used in further reactions with minimal reduction in activity.
Type:
Application
Filed:
May 26, 2004
Publication date:
October 14, 2004
Inventors:
Frederick Ernest Hancock, Graham John Hutchings, Neil Aubrey Caplan
Abstract: Methods of making and using racemic and optically pure metabolites of sibutramine, and pharmaceutically acceptable salts, solvates, and clathrates thereof, are disclosed. Pharmaceutical compositions and dosage forms are also disclosed which comprise a dopamine reuptake inhibitor, such as a racemic or optically pure sibutramine metabolite, and optionally an additional pharmacologically active compound.
Abstract: A chemical composition and method of use of the composition is described. The chemical composition includes an aza-enediyne, aza-enyne allene, or an aza-diallene. These compound are preferably non-hydrolyzable, cationic compounds that bind to nucleic acids. In addition it is believed that these compounds may undergo chemical reactions in the presence of a nucleic acid to generate reactive intermediates that cleave nucleic acids.
Abstract: 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.
Abstract: The invention provides fungicidal compounds of formula I and salts thereof:
wherein
the various radicals and substituents are as defined in the description, fungicidal compositions containing them and method for combating fungi which comprises applying these.
Type:
Grant
Filed:
August 6, 2001
Date of Patent:
December 2, 2003
Assignee:
Bayer Cropscience SA
Inventors:
Vincent Gerusz, Darren James Mansfield, Joseph Perez, Jean-Pierre Vors
Abstract: Process for producing a nitroetheneamine derivative
or its stereoisomer, its tautomer or a salt thereof comprising reacting a compound of the formula
with a compound of the formula R6—CH2NO2 to obtain a compound of the formula
and reacting the resulting compound with a compound of the formula
Abstract: The invention relates to polyaldimines of formula [1] and their use within moisture curable one part polyurea compositions.
wherein j is an integer of 3 to 30 and R2 is unsubstituted homocyclic or heterocyclic aryl radical or alkyl, alkoxy, alkylthio or halogen substituted homocyclic or heterocyclic aryl radical.
Type:
Grant
Filed:
October 25, 2001
Date of Patent:
April 22, 2003
Inventors:
Arie Gutman, Gennadiy Nisnovich, Igor Zaltzman, Lev Judovich, Vladimir Kuznetsov
Abstract: Olefins, such as ethylene, are polymerized using as a polymerization catalyst a complex of a selected transition metal with a monoanionic ligand that has at least three atoms that may coordinate to the transition metal. Also disclosed are the above selected transition metal complexes, and intermediates thereto.
Abstract: The invention concerns an aqueous solution capable of being injected by perinodular delivery or inhaled for use in the treatment of degenerative or autoimmune diseases or as immunomodulatory agent. Said solution is prepared by reacting camphor on ammonium hydroxide. The resulting product is then suspended in a saline solution. Said preparation having a basic pH is then neutralised with nitric acid. The resulting aqueous solution has pharmacological properties since it is an analogue of human cytokines, which makes it useful for treating degenerative or autoimmune diseases and/or as an immunomodulatory agent.
Abstract: A catalytic transfer hydrogenation process is provided. The catalyst employed in the process is a metal neutral hydrocarbyl complex which is coordinated to defined bidentate ligands. Preferred metals include rhodium, ruthenium and iridium. Preferred bidentate ligands are diamines and aminoalcohols, particularly those comprising chiral centers. The hydrogen donor is advantageously a mixture of triethylamine and formic acid. The process can be employed to transfer hydrogenate iminium salts, which are preferably prochiral.
Type:
Grant
Filed:
March 21, 2001
Date of Patent:
January 21, 2003
Assignee:
Avecia Limited
Inventors:
Andrew John Blacker, Lynne Alison Campbell
Abstract: 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.
Abstract: Novel polydentate asymmetric nitrogen-oxygen-containing binaphthyl derivatives of the formulae (I) and (II), and metal complexes of these compounds may be used as catalysts for enantioselective transformations.
Type:
Application
Filed:
May 2, 2002
Publication date:
December 12, 2002
Applicant:
DEGUSSA AG
Inventors:
Axel Monsees, Carsten A. Schneider, Thomas Riermeier, Uwe Dingerdissen
Abstract: Methods of making and using racemic and optically pure metabolites of sibutramine, and pharmaceutically acceptable salts, solvates, and clathrates thereof, are disclosed. Pharmaceutical compositions and dosage forms are also disclosed which comprise a dopamine reuptake inhibitor, such as a racemic or optically pure sibutramine metabolite, and optionally an additional pharmacologically active compound.
Abstract: A chemical composition and method of use of the composition is described. The chemical composition includes an aza-enediyne, aza-enyne allene, or an aza-diallene. These compound are preferably non-hydrolyzable, cationic compounds that bind to nucleic acids. In addition it is believed that these compounds may undergo chemical reactions in the presence of a nucleic acid to generate reactive intermediates that cleave nucleic acids.
Abstract: A medical composition containing, as an active constituent, a nitroetheneamine derivative represented by the formula (I):
wherein the substituents are as defined in the disclosure, its stereoisomers, its tautomers or a salt thereof.
Abstract: The present invention provides methodology for carbon-nitrogen bond formation via vinyl or aryl amination. In the process of the invention, an sp2 hybridized radical is reacted with an azomethine moiety to form pyrrolidine and indole compounds. The methodology provides a facile process for the synthesis of compounds having the pyrrolidine or indole subunit and is especially advantageous for compounds having acid or base labile functional groups andor is comprised of chiral centers susceptible to acidbase epimerization.
Type:
Application
Filed:
March 7, 2001
Publication date:
September 12, 2002
Inventors:
Jeffrey N. Johnston, Rajesh Viswanathan
Abstract: Methods of making and using racemic and optically pure metabolites of sibutramine, and pharmaceutically acceptable salts, solvates, and clathrates thereof, are disclosed. Pharmaceutical compositions and dosage forms are also disclosed which comprise a dopamine reuptake inhibitor, such as a racemic or optically pure sibutramine metabolite, and optionally an additional pharmacologically active compound.
Abstract: The present invention describes a method for stereospecific isomerisation of prochiral allylamines into enamines and chiral imines, by using catalysts of Rh, Ir and Ru having phosphine chiral ligands immobilised on a solid material. The immobilised ligands are derivatives of phosphines of the type bis(diphenylphosphino)biaryl such as, for example, the phosphine known by the name BINAP. The method is particularly suitable for the production of optically active citronellal which may be obtained in optical purities above 95%.
Abstract: The present invention describes methods of making a series of amine-containing organic compounds which are used as ligands for group 3-10 and lanthanide metal compounds. The ligands have electron-withdrawing groups bonded to them. The metal compounds, when combined with a cocatalyst, are catalysts for the polymerization of olefins.
Type:
Grant
Filed:
February 16, 2000
Date of Patent:
January 1, 2002
Assignee:
The Regents of the University of California
Abstract: New molecules having the general formula A:N—B, where A:N— is .alpha.-substituted conjugated cyclic amine, with N being the N atom; and B is an .alpha.-substituted cyclic radical. These materials have ferromagnetic properties and may be use in a variety of fields and particularly in any electromagnetooptical or magnetoresistive system.
Abstract: In a method for recovering a fluorine-containing solvent from the mixture comprising the fluorine-containing solvent and dyes, (i) a method for recovering a fluorine-containing solvent by distillation; and (ii) a method for recovering a fluorine-containing solvent comprising the steps of adding to the mixture the second solvent which uniformly mixes with the fluorine-containing solvent but does not dissolve the dyes; separating a precipitate from the resulting mixture; and separating the second solvent.
Abstract: This invention relates to a novel improved process for preparation of N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine from 4-(3,4-dichloro-phenyl)-3,4-dihydro-1(2H)-naphthalenone and monomethylamine.
Type:
Grant
Filed:
September 2, 1999
Date of Patent:
May 15, 2001
Assignee:
Pfizer Inc
Inventors:
Juan Carlos Colberg, David Michael Pfisterer, Geraldine Patricia Taber
Abstract: The present invention features compounds able to modulate one or more activities of an inorganic ion receptor and methods for treating diseases or disorders by modulating inorganic ion receptor activity. Preferably, the compound can mimic or block the effect of extracellular Ca2+ on a calcium receptor.
Type:
Grant
Filed:
October 23, 1995
Date of Patent:
April 3, 2001
Assignee:
NPS Pharmaceuticals, Inc.
Inventors:
Bradford C. Van Wagenen, Scott T. Moe, Manuel F. Balandrin, Eric G. DelMar, Edward F. Nemeth
Abstract: The present invention provides intermediate for the preparation of indane-like compounds which are useful for the modulation of a muscarinic receptor.
Type:
Grant
Filed:
June 10, 1999
Date of Patent:
April 3, 2001
Assignee:
Eli Lilly and Company
Inventors:
Bret E Huff, Michael A Staszak, John S Ward
Abstract: Oligomeric anilines (I; n=2, 4), useful in sensors for volatile organic compounds, in corrosion-resistant coatings for metals and metal alloys, and in applications which use electroactive materials, are prepared. Thus, tetraaniline in the emeraldine oxidation. state (n=1) was prepared by the ferric chloride-promoted oxidative coupling of N-phenyl-1,4-phenylenediamine HCl salt and recrystallizing the reaction mixture from PhMe, and next converted to tetraaniline in the leucoemeraldine oxidation state by treatment with hydrazine. Tetraaniline in the leucoemeraldine oxidation state was then contacted with an oxidative coupling agent (e.g., ammonium peroxydisulfate) to produce aniline oligomers I (n=2 and 4).
Type:
Grant
Filed:
December 6, 1999
Date of Patent:
December 12, 2000
Assignee:
The Trustees of the University of Pennsylvania
Inventors:
Alan G. MacDiarmid, Jing Feng, Wanjin Zhang
Abstract: This invention relates to ketones, alcohols and amines and acids represented by the likes of 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-phenylcyanoclobutan-1-one. They are useful as PDE 4 antngionists.
Type:
Grant
Filed:
April 8, 1999
Date of Patent:
September 12, 2000
Assignee:
SmithKline Beecham Corporation
Inventors:
Siegfried B. Christensen, IV, Cornelia J. Forster
Abstract: Disclosed is a process for the preparation of cyclopropylglycine by a 5-step process wherein cyclopropanecarboxaldehyde is reacted with an .alpha.-aminoalkylaromatic compound to obtain an imine which is reacted with a cyanide to produce an aminonitrile compound; the aminonitrile compound is hydrolyzed to the corresponding aminocarboxylic acid and finally the arylalkyl residue is removed from the amino group by hydrogenolysis.
Type:
Grant
Filed:
November 16, 1999
Date of Patent:
August 15, 2000
Assignee:
Eastman Chemical Company
Inventors:
Daniel John Bayston, Jonathan Luke William Griffin, Arne Grumann, Mario Eugenio Cosimino Polywka, Ronald Michael Scott
Abstract: There is disclosed an N-(.alpha.-alkylbenzylidene)-.alpha.-phenylalkylarmine represented by the general formula (1): ##STR1## wherein R.sup.1 represents a lower alkyl group, R.sup.2 represents a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group and X represents a halogen atom or a lower alkoxy group, its use and a process for producing the same and processes for producing intermediates therefor.
Type:
Grant
Filed:
August 14, 1998
Date of Patent:
July 25, 2000
Assignee:
Sumitomo Chemical Company, Ltd.
Inventors:
Koji Hagiya, Etsuko Harada, Hideyuki Goto
Abstract: Disclosed is a process for the preparation of cyclopropylglycine by a 5-step process wherein cyclopropanecarboxaldehyde is reacted with an .alpha.-aminoalkylaromatic compound to obtain an imine which is reacted with a cyanide to produce an aminonitrile compound; the aminonitrile compound is hydrolyzed to the corresponding aminocarboxylic acid and finally the arylalkyl residue is removed from the amino group by hydrogenolysis.
Type:
Grant
Filed:
November 16, 1999
Date of Patent:
July 18, 2000
Assignee:
Eastman Chemical Company
Inventors:
Daniel John Bayston, Jonathan Luke William Griffin, Arne Gruman, Mario Eugenio Cosimino Polywka, Ronald Michael Scott
Abstract: The present invention describes a stereospecific process for the isomerization of prochiral allyl amines into chiral enamines and imines, using Rh, Ir or Ru catalysts which carry chiral phosphine ligands derived from ferrocenes, which may be immobilized on a solid carrier, or from steroides. The process is in particular appropriate for the production of chiral citronellal, which can be obtained in optical purities of greater than 95%.
Abstract: Novel trifluoromethylated intermediates are provided which are useful in synthesizing trifluoromethylated organic compounds. Specifically, compounds of the formula CF.sub.3 CR are provided, wherein R is (Cl).dbd.CHCH.sub.2 SO.sub.2 Ph, (Cl).dbd.CHCH.sub.2 CH.sub.2 C(.dbd.O)CH.sub.3, (Cl).dbd.CHCH.sub.2 CH(COCH.sub.3).sub.2, (Cl).dbd.CHCH.sub.2 NR'R" or H.dbd.CHCH.dbd.NR'; R' and R" are the same or different and are selected from the group consisting of hydrogen, unsubstituted or substituted C.sub.1 to C.sub.6 straight chain or branched alkyl, unsubstituted or substituted C.sub.3 to C.sub.7 cycloalkyl, unsubstituted or substituted C.sub.2 to C.sub.12 alkenyl, a benzyl group unsubstituted or substituted with R'", or a phenyl group unsubstituted or substituted with R'"; or R' and R" taken together form a five- or six-membered ring; and R'" is an unsubstituted or substituted C.sub.1 to C.sub.6 straight chain or branched alkyl, an unsubstituted or substituted C.sub.1 to C.sub.
Abstract: Nitrones are produced by reaction of primary amine with aldehyde or ketone, in the presence of a transition metal-containing oxidation catalyst, and a peroxidic compound. The nitrone can then be reacted with a vinylaromatic compound to produce a 2-hydrocarbyl-5-arylisoxazolidine. Both such reactions can be conducted concurrently by including the vinylaromatic compound in the initial reaction mixture. Hydrogenation of the 2-hydrocarbyl-5-arylisoxazolidine, e.g., using hydrogen and a palladium-carbon catalyst, forms an N-hydrocarbyl-3-aryl-3-hydroxypropylamine. Such reactions enable, inter alia, synthesis of the racemic hydrochloride salt of N-methyl-3-phenyl-3-[4-trifluoromethyl)phenoxy]-propylamine, known generically as fluoxetine hydrochloride, a widely used antidepressant.
Abstract: The present invention relates to an optically active, substituted phenylalkylamine derivative represented by Formula [1]: ##STR1## wherein A is a substituted or non-substituted phenyl or thienyl; X.sup.1 is hydrogen, halogen, hydroxyl or a substituted or non-substituted C.sub.1-5 alkoxy; R.sup.1 and R.sup.2 are equally or differently hydrogen, C.sub.1-7 alkyl, C.sub.3-7 alkenyl or C.sub.3-7 alkynyl; R.sup.3 is C.sub.1-10 alkyl, C.sub.2-10 alkenyl or C.sub.2-10 alkynyl; n is an integer from 2 to 5; and m is an integer from 1 to 4,or a pharmaceutically acceptable salt thereof, and pharmaceutical use of such compound or salt. The compound of the invention is excellent in sigma 1 receptor antagonism and useful for treating schizophrenia, depression, anxiety, cerebrovascular diseases/senile troublesome behaviors, and cognitive dysfunctions and motor dysfunctions such as Alzheimer's disease, Parkinson's disease and Huntington's disease which are neurodegenerative diseases.
Abstract: Disclosed herein are processes for polymerizing ethylene, acyclic olefins, and/or selected cyclic olefins, and optionally selected olefinic esters or carboxylic acids, and other monomers. The polymerizations are catalyzed by selected transition metal compounds, and sometimes other co-catalysts. Since some of the polymerizations exhibit some characteristics of living polymerizations, block copolymers can be readily made. Many of the polymers produced are often novel, particularly in regard to their microstructure, which gives some of them unusual properties. Numerous novel catalysts are disclosed, as well as some novel processes for making them. The polymers made are useful as elastomers, molding resins, in adhesives, etc. Also described herein is the synthesis of linear .alpha.-olefins by the oligomerization of ethylene using as a catalyst system a combination a nickel compound having a selected .alpha.-diimine ligand and a selected Lewis or Bronsted acid, or by contacting selected .alpha.
Type:
Grant
Filed:
July 10, 1997
Date of Patent:
March 23, 1999
Assignees:
E. I. du Pont de Nemours and Company, University of North Carolina
Inventors:
Maurice S. Brookhart, Lynda Kaye Johnson, Samuel David Arthur, Jerald Feldman, Kristina Ann Kreutzer, Alison Margaret Anne Bennett, Edward Bryan Coughlin, Steven Dale Ittel, Anju Parthasarathy, Daniel Joseph Tempel
Abstract: The invention relates to a process for preparing N,N'-disubstituted p-quinonediimines of general formula I ##STR1## wherein a corresponding N,N'-disubstituted p-phenylenediamine is oxidized in alkaline/alcoholic solution, and also their use. The invention further provides organosilanes containing methacryloxy or acryloxy groups and having general formula II ##STR2## where R.sup.3 is a hydrogen atom or a methyl group and R.sup.4 and R.sup.5 are identical or different alkyl groups having from 1 to 4 carbon atoms and m is equal to 0 or 1 or 2, which organosilanes contain N,N'-disubstituted p-quinonediimines. Processes for preparing and stabilizing organosilanes of general formula II are described.
Abstract: Aromatic azomethines are produced by continuous reaction of an aniline with a formaldehyde source, with continuous evaporation to remove residual water of reaction. The azomethine product may be further reacted, either continuously or in batch process, with a haloacetylating agent, and, additionally, with an aliphatic alcohol.
Type:
Grant
Filed:
September 19, 1996
Date of Patent:
December 22, 1998
Assignee:
Zeneca Limited
Inventors:
Kambiz Javdani, Louie A. Nady, Ping H. Sih, Gilbert Rodriguez
Abstract: Pyrazol-4-ylbenzoyl compounds of the formula I ##STR1## where Z is a 5- or 6-membered heterocyclic saturated or unsaturated radical, Q is a pyrazole ring and L and M are as defined in the specification, their use as herbicidal compounds and to processes for preparing the compounds.
Type:
Grant
Filed:
July 30, 1997
Date of Patent:
December 8, 1998
Assignee:
BASF Aktiengesellschaft
Inventors:
Wolfgang von Deyn, Regina Luise Hill, Uwe Kardorff, Stefan Engel, Martina Otten, Marcus Vossen, Peter Plath, Harald Rang, Albrecht Harreus, Hartmann Konig, Helmut Walter, Karl-Otto Westphalen, Ulf Misslizt
Abstract: The invention relates to a novel process for the preparation of aliphatic imines of the general formula (I): ##STR1## in which R.sup.1 is alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, arylalkyl or heteroarylalkyl, each of which is optionally substituted, andR.sup.2 is optionally substituted alkyl andcharacterized in thatamines of the general formula (II):R.sup.1 --NH.sub.2 (II)in whichR.sup.1 is as defined above,are reacted with aldehydes of the general formula (III): ##STR2## in which R.sup.2 is as defined above,in the presence of a practically water-immiscible organic solvent, at temperatures between -30.degree. C. and +50.degree. C.
Abstract: There is disclosed an N-(.alpha.-alkylbenzylidene)-.alpha.-phenylalkylamine represented by the general formula (1): ##STR1## wherein R.sup.1 represents a lower alkyl group, R.sup.2 represents a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group and X represents a halogen atom or a lower alkoxy group, its use and a process for producing the same and processes for producing intermediates therefor.
Type:
Grant
Filed:
March 29, 1996
Date of Patent:
April 14, 1998
Assignee:
Sumitomo Chemical Company, Limited
Inventors:
Koji Hagiya, Etsuko Harada, Hideyuki Goto
Abstract: A process for racemization of an optically active 1-phenylethylamine derivative represented by formula (I): ##STR1## wherein R.sup.1 represents a phenyl group substituted at least at the ortho-position, which comprises reacting the optically active 1-phenylethylamine derivative (1) with an aldehyde compound represented by formula (2):R.sup.2 --CHO (2)where R.sup.2 represents an optionally substituted alkyl group or an optionally substituted phenyl group to form an optically active imine represented by formula (3): ##STR2## reacting the imine with an alkaline metal tert-alkoxide in an aprotic solvent, and then hydrolyzing the resultant racemic imine.
Type:
Grant
Filed:
December 5, 1996
Date of Patent:
March 3, 1998
Assignee:
Sumitomo Chemical Company, Limited
Inventors:
Shinichiro Nagata, Yoshimi Yamada, Koji Hagiya, Hideyuki Goto
Abstract: Novel polycyanate compositions containing one or more mesogenic moieties as lateral substituents are disclosed which provide improved processability relative to polycyanates containing one or more mesogenic moieties in the main chain of the molecule. Molecular level ordering of the resulting thermosets is maintained much similar to that found thermosets of polycyanates which have one or more mesogenic moieties in the main chain.
Abstract: An aldimine oxazolidine compound having the formula: ##STR1## wherein: R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are, individually, a hydrogen atom, a methyl or methylol group, an ethyl or ethylol group, a straight chain or branched chain alkyl or alkanol group, a cycloalkyl group, or an aryl group, including groups substituted by nitro, halogen, thiol and amino functional groups, such that when R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are hydrogen atoms, R.sub.3 and R.sub.4 are not hydrogen atoms; m and n are integers of one to five; and X is zero or a --R.sub.9 --Y--R.sub.10 -- group, wherein R.sub.9 and R.sub.
Abstract: The present invention relates to aldimines corresponding to the formulaX.sub.1 --[N.dbd.CHCH(R.sub.1)(R.sub.2)].sub.2whereinX.sub.1 represents the group obtained by the removal of the amino groups from 2-methyl-1,5-pentane diamine,R.sub.1 and R.sub.2 may be the same or different and represent optionally substituted hydrocarbon radicals, or R.sub.1 and R.sub.2 together with the .beta.-carbon atom from a cycloaliphatic or heterocyclic ring.The present invention relates to a clear, solvent-containing coating composition which containsa) an isocyanurate group-containing polyisocyanate which contains less than 5% by weight, based on the weight of component a), of allophanate and uretdione groups andb) an aldimine corresponding to the formulaX.sub.1 --[N.dbd.CHCH(R.sub.1)(R.sub.2)].sub.nwherein X.sub.1, R.sub.1 and R.sub.
Type:
Grant
Filed:
December 14, 1994
Date of Patent:
August 13, 1996
Assignee:
Bayer Corporation
Inventors:
Sharon D. Hicks, Douglas A. Wicks, Scott A. Grace
Abstract: A method of making (R)-N- 1-(3-methoxyphenyl)ethyl!-3-(2-chlorobenzene)propanamine which involves reducing the appropriate amidyl or iminyl precursor with an appropriate reducing agent. The appropriate amidyl or iminyl precursor is made from a synthesis involving the use of (R)-3-methoxy-.alpha.-methylbenzylamine. A method of condensing a nitrile with a primary or secondary amine to form an imine involves the reaction of a nitrile with diisobutylaluminum hydride; and then reacting the resultant compound with a primary or secondary amine to form the imine. The process is especially useful for producing enantiomerically pure chiral imines, and, ultimately, amines. Typical such imines have the formula: ##STR1## wherein R, R.sub.1, R.sub.2 and R.sub.3 are independently selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, aryl and aralkyl.
Type:
Grant
Filed:
July 15, 1994
Date of Patent:
April 2, 1996
Assignee:
NPS Pharmaceuticals, Inc.
Inventors:
Bradford C. VanWagenen, Thomas E. D'Ambra
Abstract: The invention relates to an azomethine of the following composition: ##STR1## in which R.sup.1 is H or a branched or unbranched C.sub.1-14 -alkyl radical, andR.sup.2 is a branched or unbranched C.sub.1-14 -alkyl radical, an C.sub.1-14 alkyl-substituted phenyl radical or a C.sub.1 -C.sub.8 -(cyclo)-alkyl radical.It further relates to a process for preparing an azomethine, in which ##STR2## is reacted with the corresponding carbonyl compounds ##STR3## The invention also relates to the use of the azomethines for the preparation of certain polyazomethines (poly-Schiff bases), where the azomethines are reacted with diisocyanates or their adducts with polyols or their trimers, and to polyazomethine compounds.
Type:
Grant
Filed:
March 7, 1994
Date of Patent:
September 12, 1995
Assignee:
Huels Aktiengesellschaft
Inventors:
Rainer Lomoelder, Wilfried Paulen, Felix Schmitt, Elmar Wolf