Aldehyde Or Ketone Containing Patents (Class 564/502)
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Patent number: 6573399Abstract: The present invention provides a commercially profitable process for producing a &bgr;-amino acid ester derivative which comprises reacting an &agr;-amino acid ester derivative with a base and a dihalomethane, reacting the same with a lithium amide and an alkyllithium in succession, and treating the reaction product with an acid in an alcohol.Type: GrantFiled: February 21, 2001Date of Patent: June 3, 2003Assignee: Kaneka CorporationInventors: Akira Nishiyama, Kenji Inoue
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Publication number: 20030065222Abstract: An amino group of an &agr;-amino acid ester is protected as an imine, and it is then reacted with a halomethyllithium to obtain an N-protected-&agr;-aminohalomethylketone. Further, this N-protected-&agr;-aminohalomethylketone is treated with an acid to obtain an &agr;-aminohalomethylketone. This process is suited for industrial production, and can produce an &agr;-aminohalomethylketone and its related compounds economically and efficiently.Type: ApplicationFiled: October 10, 2002Publication date: April 3, 2003Applicant: AJINOMOTO CO., INC.Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Masakazu Nakazawa, Kunisuke Izawa
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Patent number: 6538160Abstract: Herein is disclosed a process for producing an &agr;-aminohalomethyl ketone derivative which comprises subjecting to catalytic reduction the corresponding &agr;-aminodihalomethyl ketone derivative, and which process is efficient and suited for industrial production thereof.Type: GrantFiled: December 7, 2000Date of Patent: March 25, 2003Assignee: Ajinomoto Co., Inc.Inventors: Tomoyuki Onishi, Yasuyuki Otake, Masakazu Nakazawa, Kunisuke Izawa
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Publication number: 20030045751Abstract: The invention relates to a method for oxidizing primary amino alcohols, primary or secondary alkenols or alkinols into the corresponding acids or ketones. According to said method, a primary amino alcohol or a primary or secondary alkenol or alkinol is oxidized in the form of a substrate, in the presence of an equimolar quantity of periodate or a molar excess thereof in relation to the alcoholic hydroxy groups and catalytic quantities of dichromate or CrO3 and in the presence of an acid in water, a water/solvent mixture or a solvent at a temperature of −20 ° C. to +50 ° C., to produce the corresponding acid or the corresponding ketone.Type: ApplicationFiled: June 26, 2002Publication date: March 6, 2003Inventors: Paul Alsters, Sabine Bouttemy, Elisabeth Schmieder-Van De Vondervoort, Jose Padron Carillo
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Publication number: 20020193593Abstract: Disclosed herein are secondary and/or tertiary amine salts free from amino-aromatic moieties that effectively inhibit corrosion during pickling.Type: ApplicationFiled: March 28, 2002Publication date: December 19, 2002Inventor: James P. Bershas
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Patent number: 6492560Abstract: The present invention provides discrete-length polyethylene glycol and polyethylene glycol containing compounds and methods for their preparation.Type: GrantFiled: September 24, 2001Date of Patent: December 10, 2002Assignee: The University of WashingtonInventors: D. Scott Wilbur, Pradip M. Pathare
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Publication number: 20020177725Abstract: This invention relates to a novel class of peptides having the Formula (I): 1Type: ApplicationFiled: October 28, 2001Publication date: November 28, 2002Inventor: E. Scott Priestley
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Publication number: 20020156325Abstract: An asymmetric &bgr;-ketoiminate ligand compound, represented by the following chemical formula (4): 1Type: ApplicationFiled: January 22, 2002Publication date: October 24, 2002Inventors: Seok Chang, Soon Taik Hwang, Euk Che Hwang
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Patent number: 6452050Abstract: The invention is based on new methods for making and using compounds and arrays of novel &agr;-ketoamides, and the arrays and compounds made by these methods. These novel compounds are potential inhibitors of proteolytic enzymes, particularly cysteine proteases such as cruzain. Application of the new methods has led to the identification of a number of new inhibitors, from amongst an array of about 38,000 &agr;-ketoamide derivatives, having specific activity against three cysteine proteases: cruzain, papain, and cathepsin B. These compounds and other compounds identified by the methods described herein can be useful, for example, in developing pharmaceutical agents for the treatment of diseases (e.g., Chagas' disease) associated with these proteases. Although the disclosed compounds have specific activity for cruzain, papain, cathepsin B, the methods described herein can also be used to identify inhibitors of other proteases.Type: GrantFiled: March 21, 2000Date of Patent: September 17, 2002Assignee: ArQule, Inc.Inventors: Carmen M. Baldino, David L. Coffen, Stewart D. Chipman, Hong Cheng
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Publication number: 20020111514Abstract: Reaction products of the reaction between reactants comprised of the following:Type: ApplicationFiled: December 11, 2001Publication date: August 15, 2002Inventors: Wei Li, Jianhua Mao, James A. McCaulley
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Publication number: 20020077498Abstract: The invention relates to a process for the preparation of a carbonyl compound of the general formula (1)Type: ApplicationFiled: October 12, 2001Publication date: June 20, 2002Applicant: Consortium fur Elektrochemische Industrie GmbHInventors: Klas Sorger, Hermann Petersen, Juergen Stohrer
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Patent number: 6399793Abstract: The present invention relates to a process for the preparation of &agr;′ chloroketones, such as 4-phenyl-3-t-butyloxy-carbonylamino)-2-keto-1-chlorobutane by reacting certain aryl amino acid esters, e.g. N-(2-t-butoxycarbonyl)-L-phenylalanine-4-nitrophenyl ester, with a sulfur ylide compound to form the corresponding keto ylide compound which is then treated with a source of chloride and an organic acid.Type: GrantFiled: July 18, 2001Date of Patent: June 4, 2002Assignee: Bristol-Myers Squibb CompanyInventors: David Kronenthal, Mark D. Schwinden
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Publication number: 20020058843Abstract: An organometallic precursor of a formula M(L)2 for use in formation of metal oxide thin films, in which M is a group IV metal ion having a charge of +4 and L is a tridentate ligand having a charge of −2, the ligand being represented by the following formula (I): 1Type: ApplicationFiled: August 22, 2001Publication date: May 16, 2002Inventors: Yo Sep Min, Young Jin Cho, Dae Sig Kim, Ik Mo Lee, Sun Kwon Lim, Wan In Lee, Bo Hyun Choi
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Publication number: 20020026081Abstract: A process for producing &agr;-amino-dihalogenated methyl ketone derivatives by reacting an N-protected &agr;-amino acid ester with a dihalomethyl lithium is provided. This process is suitable for the production on an industrial scale and by this process, &agr;-amino-dihalogenated methyl ketone derivatives and &bgr;-amino-&agr;-hydroxycarboxylic acid derivatives can be obtained efficiently and economically advantageously.Type: ApplicationFiled: September 12, 2001Publication date: February 28, 2002Applicant: AJINOMOTO CO., INC.Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Takayoshi Torii, Masakazu Nakazama, Kunisuke Izawa
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Patent number: 6350767Abstract: The present invention relates to compounds, compositions containing them, and their use for treating medical disorders resulting from a deficiency in growth hormone.Type: GrantFiled: November 19, 1999Date of Patent: February 26, 2002Assignee: Novo Nordisk A/SInventors: Jesper Lau, Bernd Peschke, Thomas Kruse Hansen, Nils Langeland Johansen, Michael Ankersen
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Publication number: 20020013499Abstract: An amino group of an &agr;-amino acid ester is protected as an imine, and it is then reacted with a halomethyllithium to obtain an N-protected-&agr;-aminohalomethylketone. Further, this N-protected-&agr;-aminohalomethylketone is treated with an acid to obtain an &agr;-aminohalomethylketone. This process is suited for industrial production, and can produce an &agr;-aminohalomethylketone and its related compounds economically and efficiently.Type: ApplicationFiled: July 25, 2001Publication date: January 31, 2002Applicant: AJINOMOTO CO., INC.Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Masakazu Nakazawa, Kunisuke Izawa
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Patent number: 6294697Abstract: The present invention provides discrete-length polyethylene glycol and polyethylene glycol containing compounds and methods for their preparation.Type: GrantFiled: April 17, 1998Date of Patent: September 25, 2001Assignee: The University of WashingtonInventors: D. Scott Wilbur, Pradip M. Pathare
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Publication number: 20010008943Abstract: The present invention relates to a novel process for preparing of the compound of the following formula (I)Type: ApplicationFiled: February 14, 2001Publication date: July 19, 2001Applicant: FUJISAWA PHARMACEUTICAL CO., LTD.Inventors: Masaharu Ichihara, Norio Hashimoto, Atsushi Kanda, Kooji Kagara
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Patent number: 6150567Abstract: The present invention provides a process for reducing carbonyl compounds to hydroxy compounds, in particular stereoselectively reducing .alpha.-aminohaloketone derivatives, under mild conditions in an easy and simple manner, which comprises reacting a carbonyl compound of the general formula (1) with an organoaluminum compound of the general formula (4) to provide the corresponding alcohol compound of the general formula (5).Type: GrantFiled: December 29, 1997Date of Patent: November 21, 2000Assignee: Kaneka CorporationInventors: Tadashi Sugawa, Tadashi Moroshima, Kenji Inoue, Kazunori Kan
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Patent number: 6143931Abstract: The invention is based on new methods for making and using compounds and arrays of novel .alpha.-ketoamides, and the arrays and compounds made by these methods. These novel compounds are potential inhibitors of proteolytic enzymes, particularly cysteine proteases such as cruzain. Application of the new methods has led to the identification of a number of new inhibitors, from amongst an array of about 38,000 .alpha.-ketoamide derivatives, having specific activity against three cysteine proteases: cruzain, papain, and cathepsin B. These compounds and other compounds identified by the methods described herein can be useful, for example, in developing pharmaceutic agents for the treatment of diseases (e.g., Chagas' disease) associated with these proteases. Although the disclosed compounds have specific activity for cruzain, papain, cathepsin B, the methods described herein can also be used to identify inhibitors of other proteases.Type: GrantFiled: April 16, 1998Date of Patent: November 7, 2000Assignee: ArQule, Inc.Inventors: Carmen M. Baldino, David L. Coffen, Stewart D. Chipman, Hong Cheng
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Patent number: 6013658Abstract: There are disclosed novel synthetic peptides of formula (I) ##STR1## where A, B, D, E, F, G, J, m, n, and p are defined in the specification. Compounds of formula (I) promote the release of growth hormone in humans and animals. Growth promoting compositions containing such compounds of formula (I) as the active ingredient, methods of stimulating the release of growth hormone, and the use of such compounds of formula (I) are also disclosed.Type: GrantFiled: July 17, 1997Date of Patent: January 11, 2000Assignee: Novo Nordisk A/SInventors: Jesper Lau, Bernd Peschke, Thomas Kruse Hansen, Nils Langeland Johansen, Michael Ankersen
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Patent number: 5939535Abstract: A novel protein adduct is disclosed which is associated with the presence of alcohol liver disease. The adduct is a hybrid product of malondialdehyde and acetaldehyde which act synergistically to bind hepatic proteins. The adduct is highly immunogenic and fluorescent. Methods of detection are also disclosed including monoclonal and polyclonal antibodies.Type: GrantFiled: April 8, 1997Date of Patent: August 17, 1999Assignee: The Board of Regents of the University of NebraskaInventors: Geoffrey M. Thiele, Thomas L. McDonald, Dean J. Tuma, Lynell W. Klassen, Michael F. Sorrell
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Patent number: 5919927Abstract: A method of removing 1,11-diamino-6-undecanone from the pyrolysis product of nylon comprising: a) pyrolyzing nylon-6 to form a pyrolyzate containing a caprolactam mixture;b) dissolving the caprolactam mixture in a solvent to form a solution;c) passing carbon dioxide gas through the solution to form a precipitate;d) removing the precipitate from the solution; ande) recovering the purified caprolactam from the solution.Type: GrantFiled: April 9, 1998Date of Patent: July 6, 1999Assignee: Midwest Research InstituteInventor: Luc Moens
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Patent number: 5767316Abstract: Compounds formed by reacting a protected amino acid with an alkali metal enolate of an alkyl acetate are reacted with a halogenating agent for halogenation of the 2-position, or a protected amino acid is reacted with an alkali metal enolate of an alkyl halogenoacetate, to form a 4-amino-3-oxo-2-halogenobutanoic acid ester derivative, and hydrolysis and decarboxylation are conducted to produce a 3-amino-2-oxo-1-halogenopropane derivative or its salt. The present method is a useful process for producing a 3-amino-2-oxo-1-halogenopropane derivatives which can easily be converted to a 3-amino-1,2-epoxypropane.Type: GrantFiled: November 18, 1996Date of Patent: June 16, 1998Assignee: Ajinomoto Co., Inc.Inventors: Yutaka Honda, Satoshi Katayama, Kunisuke Izawa, Masakazu Nakazawa, Takayuki Suzuki, Naoko Kanno
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Patent number: 5672599Abstract: Compounds of the formula ##STR1## wherein X is O or S--(O).sub.t ; n is one; m is zero or one; Y is CH.sub.2, O, or S--(O).sub.t provided that Y is O or S--(O).sub.t only when m is one; and A is ##STR2## are dual inhibitors of NEP and ACE. Compounds wherein A is ##STR3## are selective ACE inhibitors. Also disclosed are methods of preparation and intermediates.Type: GrantFiled: November 22, 1995Date of Patent: September 30, 1997Assignee: Bristol-Myers Squibb Co.Inventor: Jeffrey A. Robl
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Patent number: 5670684Abstract: The present invention provides novel intermediates which are useful for the preparation of excitatory amino acid receptor antagonists. Further provided is a process to enatioselectively prepare hydroisoquinoline compounds with central nervous system activity.Type: GrantFiled: May 19, 1995Date of Patent: September 23, 1997Assignee: Eli Lilly and CompanyInventors: Anita Melikian-Badalian, Paul L. Ornstein
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Patent number: 5550291Abstract: Disclosed herein is a stereospecific synthesis amenable to the large scale preparation of a hydrochloric acid addition salt of a chlorohydrin of the formula ##STR1## wherein R.sup.1 and R.sup.2 are amino protective groups and R.sup.3 is an amino acid side chain or a protected amino acid side chain. The synthesis involves reacting an aldehyde of the formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are as defined hereinbefore with (chloromethyl)lithium at -20.degree. C. or below and contacting the resulting diastereoisomeric mixture of lithium alcoholates with aqueous hydrochloric acid to obtain a separable mixture of the hydrochloric acid addition salts of the chlorohydrin and its corresponding hydroxy diastereoisomer. The hydrochloric acid addition salt of the chlorohydrin is transformed readily into corresponding optionally amino-protected aminoepoxides; for example, 3(S)-(tert-butyloxycarbonylamino)-l,2(S)-epoxy-4-phenyl-butane.Type: GrantFiled: May 4, 1995Date of Patent: August 27, 1996Assignee: Bio-Mega/Boehringer Ingelheim Research, Inc.Inventors: Pierre L. Beaulieu, Yvan Guindon, Dominik M. Wernic
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Patent number: 5530124Abstract: This invention provides improved synthetic processes for the preparation of hydroxy-protected cyclic urea compounds of Formula (IX), ##STR1## which are useful as intermediates for the preparation of cyclic urea human immunodeficiency virus (HIV) protease inhibitors, from N-protected aminoaldehydes. The processes of the present invention provide high yields, can be conducted on multikilogram scale, and eliminate the need for chromatographic purification of intermediates or final product.Type: GrantFiled: June 30, 1994Date of Patent: June 25, 1996Assignee: The DuPont Merck Pharmaceutical CompanyInventors: Lilian A. Radesca, Gregory D. Harris, Edward K. W. Wat, Robert E. Waltermire
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Patent number: 5508272Abstract: Compounds of the formula ##STR1## wherein X is O or S--(O).sub.t ; n is one or two; m is zero or one; Y is CH.sub.2, O, or S--(O).sub.t provided that Y is O or S--(O).sub.t only when m is one; and A is ##STR2## are dual inhibitors of NEP and ACE. Compounds wherein A is ##STR3## are selective ACE inhibitors. Also disclosed are methods of preparation and intermediates.Type: GrantFiled: May 5, 1994Date of Patent: April 16, 1996Assignee: Bristol-Myers Squibb CompanyInventor: Jeffrey A. Robl
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Patent number: 5475119Abstract: Ionic monomeric diallylammonium compounds having a targeted combination of diallylammonium cations with selected anions have particularly high and constant charge control properties and very good heat stabilities and dispersibilities.The compounds according to the invention are outstandingly suitable for use as colorless charge control agents in toners and developers for electrophotographic recording processes and for use as charge-improving agents in powders and paints for surface coating, in particular in triboelectrically or electrokinetically sprayed powder paints.Type: GrantFiled: December 17, 1992Date of Patent: December 12, 1995Assignee: Hoechst AktiengesellschaftInventors: Rudiger Baur, Hans-Tobias Macholdt
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Patent number: 5446027Abstract: Amino derivatives represented by the following general formula (1): ##STR1## and external skin care preparations containing such an amide derivative, are useful for preventing or curing skin roughness. Intermediates useful for the preparation of such amides are also disclosed.Type: GrantFiled: November 2, 1993Date of Patent: August 29, 1995Assignee: Kao CorporationInventors: Taketoshi Fujimori, Yukihiro Ohashi, Akira Kawamata
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Patent number: 5436372Abstract: The invention is intended to provide novel solid state displacement elements that have an extent of displacement. The solid state displacement element has an intercalation compound in which a polar compound (B) is mixed with an inorganic layered compound (A), and produces a strain when a voltage is applied.Type: GrantFiled: April 9, 1992Date of Patent: July 25, 1995Assignee: Nippon Soken, Inc.Inventors: Hiroyuki Yoshida, Eturo Yasuda, Yoshiaki Fukushima
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Patent number: 5399763Abstract: A process for preparing an optically active 2-aminopropanal through oxidative cleavage of the corresponding optically active 3-amino-1,2-butanediol of the following formula (2): ##STR1## wherein R1 is a hydrocarbon group having 3 to 6 carbon atoms; R2 and R3 are each a hydrogen atom, or separately or together represent an N-protecting group; and the configuration at the *1 position is S or R. An optically active 2-aminopropanal of high purity can be obtained in a high yield by the process.Type: GrantFiled: January 14, 1994Date of Patent: March 21, 1995Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hisao Satoh, Taichi Koshigoe
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Patent number: 5395971Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X--Y).Type: GrantFiled: March 11, 1994Date of Patent: March 7, 1995Assignee: The Board of Regents of The University of OklahomaInventors: Kenneth M. Nicholas, Anurag S. Srivastava
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Patent number: 5349109Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X-Y).Type: GrantFiled: August 26, 1993Date of Patent: September 20, 1994Assignee: The Board of Regents of the University of OklahomaInventors: Kenneth M. Nicholas, Anurag S. Srivastava
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Patent number: 5324859Abstract: New compounds of formula I: ##STR1## wherein Y may be CN or ##STR2## wherein A may be H, D, alkyl with 1-4 carbon atoms, OR wherein R is H or alkyl with 1-4 carbon atoms, or --NR.sub.1 R.sub.2 or --CR.sub.1 R.sub.2 R.sub.3 wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different and are H or alkyl with 1-4 carbon atoms;Z is H, D, Y or alkyl with 1-4 C-atoms, halogen, nitro, amino, monoalkyl amino or dialkyl amino wherein the alkyl groups have 1-4 C atoms, or --OR wherein R may be H or alkyl with 1-4 C-atoms or --CR.sub.4, R.sub.5 R.sub.6 wherein R.sub.4, R.sub.5 and R.sub.6 may be the same or different and may be H or F;and pharmaceutically acceptable salts thereof,are useful as anti-cancer agents or as intermediates for preparing anti-cancer agents.Type: GrantFiled: January 19, 1993Date of Patent: June 28, 1994Assignee: Norsk Hydro A.S.Inventors: Erik O. Pettersen, Rolf O. Larsen, John M. Dornish, Bernt Borretzen, Reidar Oftebro, Thomas Ramdahl
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Patent number: 5276130Abstract: According to the present invention, a .beta.-dicarbonyl functionality, an .alpha.,.beta.-unsaturation functionality, or a vinylogous amide functionality is incorporated into an aminoplast resin or an aminoplast resin precursor.Type: GrantFiled: October 30, 1991Date of Patent: January 4, 1994Assignee: BASF CorporationInventors: Christopher J. Bradford, Adriana E. Ticu, Richard E. De Schepper
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Patent number: 5254199Abstract: Disclosed herein is an adhesive and a process for bonding with the adhesive containing an isocyanate prepolymer a), an isocyanate reactive component b) and a catalyst for the reaction of a) and b), characterized in that the catalyst comprises a compound corresponding to the following formula ##STR1## wherein R.sup.1 and R.sup.2 may be identical of different and denote an alkyl group having 1 to 4 carbon atoms,R.sup.3 denotes a CHO group or H or alkyl group having 1 to 4 carbon atoms, optionally substituted with a CHO group,n stands for an integer from 2 to 4,o stands for 1 or 2,p stands for 0 or 1 ando+p=2.Type: GrantFiled: March 11, 1992Date of Patent: October 19, 1993Assignee: Bayer AktiengesellschaftInventors: Horst Stepanski, Jose Colinas-Martinez, Rainer Trinks, Bernhard Jansen, Hanns-Peter Muller, Otto Ganster
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Patent number: 5196595Abstract: New perfluoroaminoether polymers and a process for preparing them which comprises copolymerizing fluorinated olefins with oxaziridines in the presence of ultra-violet radiations or of chemical initiators.Type: GrantFiled: April 28, 1992Date of Patent: March 23, 1993Assignee: Ausimont S.R.L.Inventors: Walter Navarrini, Darryl D. Desmarteau
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Patent number: 5162552Abstract: A process for the preparation of 4-acetals of butene-1,4-dial of the formula ##STR1## where R is an alkyl, alkenyl, cycloalkyl or aralkyl radical of 1 to 12 carbon atoms which may contain alkoxy groups, or the two radicals R together form an alkylene or alkenylene radical of 2 to 10 carbon atoms which may contain alkoxy groups, and R.sup.1 is an alkyl, alkenyl or alkynyl radical of 1 to 12 carbon atoms which may be substituted by cycloaliphatic, aromatic or heterocyclic radicals or by hydroxyl, ether, thioether, acyl, alkylamino, carboxyl or carbalkoxy groups, or is an unsubstituted or substituted aryl radical or an alkoxy, alkylthio or acyloxy group, wherein a glyoxal monoacetal of the formula ##STR2## is reacted with an aldehyde of the formulaR.sup.1 --CH.sub.2 --CHO IIIat up to 150.degree. C., and novel acetals of butene-1,4-dial.Type: GrantFiled: April 30, 1987Date of Patent: November 10, 1992Assignee: BASF AktiengesellschaftInventors: Franz Merger, Rolf Fischer, Hans Horler, Juergen Frank
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Patent number: 5145942Abstract: Novel polyimides have been prepared from the reaction of aromatic diahydrides with novel aromatic diamines having carbonyl and ether groups connecting aromatic rings containing pendant methyl groups. The methyl substituent polyimides exhibit good solubility and form tough, strong films. Upon exposure to ultraviolet irradiation and/or heat, the methyl substituted polyimides crosslink to become insoluble.Type: GrantFiled: September 28, 1990Date of Patent: September 8, 1992Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Paul M. Hergenrother, Stephen J. Havens
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Patent number: 5145937Abstract: New polyimides have been prepared from the reaction of aromatic dianhydrides with novel aromatic diamines containing carbonyl and ether connecting groups between the aromatic rings. Several of these polyimides were shown to be semi-crystalline as evidenced by wide angle x-ray diffraction and differential scanning calorimetry. Most of the polyimides form tough solvent resistant films with high tensile properties. Several of these materials can be thermally processed to form solvent and base resistant moldings.Type: GrantFiled: November 9, 1989Date of Patent: September 8, 1992Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Paul M. Hergenrother, Stephen J. Havens
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Patent number: 5118853Abstract: Process for the synthesis of compounds of the formula ##STR1## comprising the steps of (i) reacting a compound of the formula ##STR2## with oxalyl chloride or oxalyl bromide to form the corresponding compound of the formula ##STR3## (ii) reacting said compound of the formula ##STR4## with a compound of the formula ##STR5## to form the corresponding compound of the formula ##STR6## (iii) hydrolyzing said compound of the formula ##STR7## to obtain the corresponding compound of the formula ##STR8## the use of the compounds of the formula ##STR9## for the synthesis of the compounds of the formula ##STR10## and the use of the intermediates of Formula VII for the direct synthesis of the compounds of Formula II,whereinR.sub.1 is C.sub.1-3 alkyl, phenyl or phenyl substituted by 1 to 3 substituents each of which is independently C.sub.1-3 alkyl, C.sub.1-3 alkoxy, fluoro, chloro, bromo or nitro (maximum of two nitro groups),R.sub.Type: GrantFiled: February 26, 1991Date of Patent: June 2, 1992Assignee: Sandoz Ltd.Inventors: George T. Lee, Oljan Repic
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Patent number: 5017718Abstract: A process for preparing a perfluoroalkyl-substituted compound is disclosed. The process comprises reacting a halopolyfluoroalkane having 1 to 20 carbon atoms with a compound selected from the group consisting of (1) a substituted or unsubstituted ethylene, (2) a substituted or unsubstituted acetylene and (3) a substituted or unsubstituted allylsilane, in the presence of a metal-carbonyl complex of the metal of the Group VIII of the Periodic Table. Alternatively, the reaction between the halopolyfluoroalkane and the substituted or unsubstituted allylsilane is effected under radical generating condition.Type: GrantFiled: January 26, 1984Date of Patent: May 21, 1991Assignee: Sagami Chemical Research CenterInventors: Iwao Ojima, Takamasa Fuchikami
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Patent number: 4990669Abstract: The invention relates to new optically active .alpha.-amino aldehydes of the formulae ##STR1## in which R.sub.1 represents an optionally substituted alkyl, alkenyl, aralkyl or aryl radical, andR.sub.2 and R.sub.3, independently of one another, denote an optionally substituted alkyl, alkenyl, cycloalkyl or aralkyl group, together form an optionally substituted phenylene-(1,2)-bis-methylene radical, or R.sub.2 is an optionally substituted, alkyl, cycloalkyl or aralkyl radical, and R.sub.3 forms together with R.sub.1 a 1,3-propylene radical.a process for the preparation thereof, and the use thereof for the stereoselective preparation of optically active .beta.-amino alcohols.Type: GrantFiled: March 23, 1988Date of Patent: February 5, 1991Assignee: Bayer AktiengesellschaftInventors: Manfred T. Reetz, Mark W. Drewes
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Patent number: 4749792Abstract: Analgesic activity is exhibited by compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof wherein R.sub.1, R.sub.2 and R.sub.4 are each independently hydrogen, alkyl, carboxyalkyl, halosubstituted alkyl, hydroxyalkyl, aminoalkyl, mercaptoalkyl, alkylthioalkyl, (cycloalkyl)alkyl, (heteroaryl)alkyl, arylalkyl, carbamoylalkyl, guanidinylalkyl, or heteroaryl, and R.sub.3 is hydroxymethylene or carbonyl.Type: GrantFiled: September 26, 1984Date of Patent: June 7, 1988Assignee: E. R. Squibb & Sons, Inc.Inventors: Sesha I. Natarajan, Eric M. Gordon
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Patent number: 4605749Abstract: There is provided a process for the production of aldehydes wherein an oric halide is reacted with carbon monoxide at a superatmospheric pressure in the presence of a hydrogen donor and in the presence of a base and of a catalyst in a solvent system.Catalysts of choice are transition metal catalysts. A preferred temperature range is from about 50.degree. to 150.degree. C.Type: GrantFiled: June 20, 1985Date of Patent: August 12, 1986Assignee: State of Israel, Prime Minister's Office, Atomic Energy CommissionInventors: Ouri Buchman, Ilan Pri-Bar
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Patent number: 4556515Abstract: A method for preparing .beta.-acylenamine by condensing an oxime sulfonate with silyl enol ether in the presence of reagent, particularly the oxime sulfonate being represented by the following general formula.Type: GrantFiled: February 28, 1984Date of Patent: December 3, 1985Assignee: Toyo Stauffer Chemical Co., Ltd.Inventor: Hisashi Yamamoto
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Patent number: 4515986Abstract: An improved process for preparing 3-dimethylamino-2,2-dimethylpropanal from isobutyraldehyde, dimethylamine and a source of formaldehyde is disclosed wherein the process is carried out at a pH value of 9 to 11.Type: GrantFiled: August 19, 1981Date of Patent: May 7, 1985Assignee: Ruhrchemie AktiengesellschaftInventors: Wolfgang Bernhagen, Volker Falk, Helmut Springer, Jurgen Weber, Ernst Wiebus, Claus Kniep
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Patent number: 4487972Abstract: This specification discloses a process for the production of oxygenated compounds, more specifically aldehydes and alcohols, by reacting an olefin with hydrogen and carbon monoxide in the presence of, as a ctalyst, an insoluble polymer containing a functional group, which may be an amine, thiol, phosphine, or arsine group, having chemically bonded thereto a metal of Group VIII of the Periodic Table. The metal can be, for example, rhodium, cobalt, or ruthenium. The olefin can contain more than one carbon-to-carbon double bond, may be an open chain or a cyclic olefin, and may be substituted. Further, the olefin may be contained in a refinery stream such as a cracked gasoline. The reaction may be carried out in the presence of a polar solvent.Type: GrantFiled: April 22, 1980Date of Patent: December 11, 1984Assignee: Mobil Oil CorporationInventors: Werner O. Haag, Darrell D. Whitehurst