Patents Examined by Brian M. Burn
  • Patent number: 5910612
    Abstract: The process for preparing anhydrous 2-amino-1-methoxypropane proceeds by(a) admixing a 2-amino-1-methoxypropane-containing water-containing reaction mixture, obtainable from the reaction of 1-methoxy-2-propanol with ammonia on a catalyst, with sodium hydroxide solution, forming an aqueous phase containing sodium hydroxide solution and a 2-amino-1-methoxypropane-containing phase,(b) separating off the 2-amino-1-methoxypropane-containing phase from the aqueous phase and(c) distilling the 2-amino-1-methoxypropane-containing phase, an azeotrope of water and 2-amino-1-methoxypropane, which is recycled to step (a) or (b), first being produced and anhydrous 2-amino-1-methoxypropane then being produced.
    Type: Grant
    Filed: May 21, 1998
    Date of Patent: June 8, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Simon, Andreas Henne, Heinz Lingk
  • Patent number: 5908955
    Abstract: A process for producing an alkyl 3-amino-4-substituted benzoate represented by the following formula (II) is described, in which a 3-amino-4-substituted benzoic acid or an alkali metal salt thereof represented by the following formula (I) is allowed to react with an alkyl halide in the presence of a basic carbonate: ##STR1## wherein R represents an alkyl group, X represents an alkali metal atom or a hydrogen atom, and Y represents an alkoxy group or a halogen atom.
    Type: Grant
    Filed: December 30, 1997
    Date of Patent: June 1, 1999
    Assignees: Sankio Chemical Co., Ltd., Fuji Photo Film Co., Ltd.
    Inventors: Jun-ichi Kayasato, Shingo Sato
  • Patent number: 5908960
    Abstract: The present invention relates to libraries of compounds based upon a N-benzyl-N-alkyl-4-alkoxybenzamide, N-benzyl-N-alkyl-4-alkoxyphenylacetamide and N-benzyl-N-alkyl-3-(4-alkoxyphenyl)propionamide template to processes for the preparation of such libraries and their use as a screening tool in biological assays for identifying new chemical leads.
    Type: Grant
    Filed: April 27, 1998
    Date of Patent: June 1, 1999
    Assignee: SmithKline Beecham Corporation
    Inventor: Kenneth Allen Newlander
  • Patent number: 5908961
    Abstract: A method of producing N,N-disubstituted aminophenols of the general formula ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and each represents a saturated or unsaturated aliphatic hydrocarbyl, cycloalkyl, aralkyl, the phenyl ring of which may be further substituted, alkoxyalkyl, or a cycloalkylalkyl, except that R.sub.1 and R.sub.2 are not simultaneously methyl and R' represents hydrogen, halogen, nitro, cyano, alkyl or alkoxy, which comprises reacting an aminophenol of general formula ##STR2## wherein R.sub.3 represents hydrogen or R.sub.1, and R' is as defined above, with an organic halide species of general formula R.sub.2 X wherein R.sub.2 is as defined above and X is halogen under aqueous acidic conditions with the periodic addition of an acid trapping agent in such a way that continuous monitoring of pH is not required.
    Type: Grant
    Filed: September 17, 1997
    Date of Patent: June 1, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: John Barry Henshall, John Whitworth, Ian Antony Dearden, Steven Walsh
  • Patent number: 5907062
    Abstract: A continuous process for the dinitration of alkyl-substituted derivatives of phenol and aniline, using nitric acid substantially free of sulphuric acid, characterized in which the dinitration is conducted in a single step in a tubular reactor in the presence of a catalytically-effective amount of a catalyst capable of reacting with the nitric acid to form nitrous acid in situ.
    Type: Grant
    Filed: November 19, 1997
    Date of Patent: May 25, 1999
    Assignee: Finchimica S.p.A.
    Inventors: Alberto Villanti, Giacomo Ravetta
  • Patent number: 5905170
    Abstract: The present invention relates to a process for the production of 1-amino-1-methyl-3(4)-aminomethylcyclohexane bya) simultaneously reacting 4(5)-aminomethyl-1-methylcyclohexene (CMA), hydrocyanic acid and aqueous sulphuric acid at temperatures of 60.degree. C. to 120.degree. C., preferably 80.degree. C. to 120.degree. C. to form 1-formamido-1-methyl-3(4)-aminomethylcyclohexane (FMA) in a first stage,b) adding water and hydrolyzing 1-formamido-1-methyl-3 (4)-aminomethylcyclohexane (FMA) and unreacted hydrocyanic acid in a second stage andc) adding a base and isolating 1-amino-1-methyl-3 (4)-aminomethylcyclohexane (AMCA) by extraction from the reaction mixture obtained in the second stage of the reaction, optionally after removing of formic acid.
    Type: Grant
    Filed: March 11, 1998
    Date of Patent: May 18, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Konrad Fischer, Oswald Wilmes, Dieter Arlt, Carl Casser, Peter Maas, Pierre Woestenborghs, Theo Van der Knaap
  • Patent number: 5905164
    Abstract: Amine compounds of general formula (I), ##STR1## wherein: each R.sup.1 independently represents an alkyl group; each R.sup.2 independently represents an alkyl group; each group X independently represents a polyalkylene polyol moiety wherein hydroxyl groups of the polyol moiety are optionally alkylated but not including a group X which includes an ethyleneoxy or di(ethyleneoxy) moiety; n and m independently represent 1, 2 or 3; and each Q is independently selected from hydrogen or halogen atoms, and alkyl, acyl, nitro, cyano, alkoxy, hydroxy, amino, alkylamino, sulphinyl, alkylsulphinyl, sulphonyl, alkylsulphonyl, sulphonate, amido, alkylamido, alkoxycarbonyl, halocarbonyl and haloalkyl groups, processes for their preparation and intermediate compounds are described. Compounds of general formula (I) are useful as radiation curing agents in polymerisation processes.
    Type: Grant
    Filed: February 27, 1998
    Date of Patent: May 18, 1999
    Assignee: Lambson Fine Chemicals Limited
    Inventors: David George Anderson, Robert Stephen Davidson, Neil Richard Cullum, Elizabeth Sands
  • Patent number: 5902900
    Abstract: An (S)-1-phenyl-2-substituted propane derivative shown by the following formula (I) ##STR1## wherein R.sup.1 and R.sup.2 represent a lower alkyl group, etc., or R.sup.1 and R.sup.2 may form together an alkylene group, etc.; R.sup.3, R.sup.4 and R.sup.5 represent a hydrogen atom, etc.; and X represents a hydroxyl group which may be protected with a protective group, or a halogen atom etc., can readily be produced (i) by permitting a microorganism belonging to the genus Torulaspora, the genus Candida, the genus Pichia or the like to act on a phenylacetone derivative and asymmetrically reducing the compound, or (ii) by sterically inverting an (R)-enantiomer. (R,R)-1-phenyl-2-?(2-phenyl-1-methylethyl)amino!ethanol derivative having a high optical purity can easily be obtained from the compound of the formula (I). The ethanol derivative is useful as an anti-obesity agent and the like.
    Type: Grant
    Filed: June 27, 1997
    Date of Patent: May 11, 1999
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Michio Ito, Noritsugu Yamasaki, Yoshinori Kobayashi, Kiyoshi Ikura
  • Patent number: 5902901
    Abstract: A process for the preparation of N,N-bis(3,4-dimethylphenyl)-4-biphenylamine which comprises the reaction of N,N-bis(3,4-dimethylphenyl)amine and an iodobiphenyl in the presence of a ligand copper catalyst, and wherein the ligand is selected from the group consisting of monodentate tertiary amines and bidentate tertiary amines, and which reaction is accomplished at a temperature of, for example, from about 120.degree. C. to about 150.degree. C.
    Type: Grant
    Filed: May 7, 1998
    Date of Patent: May 11, 1999
    Assignee: Xerox Corporation
    Inventors: H. Bruce Goodbrand, George Liebermann, Roger E. Gaynor
  • Patent number: 5902902
    Abstract: A process for the preparation of 3-aminophenylacetylene derivatives of formula: ##STR1## wherein R.sub.1 is as defined in the disclosure ##STR2## wherein Y is as defined in the disclosureR--C.tbd.C--Hwherein R is as defined in the disclosure.
    Type: Grant
    Filed: February 18, 1998
    Date of Patent: May 11, 1999
    Assignee: Secifarma S.p.A.
    Inventors: Walter Cabri, Erminio Oldani
  • Patent number: 5900510
    Abstract: Diaminodipropyl ethers and hydroxyaminodipropyl ethers are prepared by catalytic amination of dipropylene glycol.
    Type: Grant
    Filed: September 26, 1997
    Date of Patent: May 4, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Waldmann, Klaus Nachtkamp, Josef Pedain, Anatoly Bazanov, Alexandre Timofeev, Natalja Zubritskaya, Gennady Terechtchenko
  • Patent number: 5900507
    Abstract: The present invention relates to a process for the preparation of 1-amino-1-methyl-3(4)-aminomethyl cyclohexane (AMCA) bya) catalytically hydrogenating 1-formamido-1-methyl-3(4)-cyano cyclohexane (FMC) in a first reaction stage to form 1-formamido-1-methyl-3(4)-aminomethyl cyclohexane (FMA), 1-amino-1-methyl-3(4)-formamidomethyl cyclohexane (AMF), 1-formamido-1-methyl-3(4)-formamidomethyl cyclohexane (FMF) and/or AMCA, andb) reacting FMA, AMF and/or FMF in a second reaction stage with an alkaline compound to from AMCA and a formic acid derivative, andc) separating the reaction mixture obtained in step b) into components by fractional distillation and/or by crystallization and filtration.The present invention is also relates to carrying the hydrogenation reaction of step a) in the presence of a formulating agent to form 1-formamido-1-methyl-3(4)-formamidomethyl cyclohexane (FMF).
    Type: Grant
    Filed: March 11, 1998
    Date of Patent: May 4, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Konrad Fischer, Oswald Wilmes, Dieter Arlt, Carl Casser, Peter Maas, Pierre Woestenborghs, Theo Van Der Knaap, Raf Reintjens
  • Patent number: 5900511
    Abstract: A process for continuous hydrogenation of adiponitrile (ADN) to hexamethylene diamine (HMD) and optionally to amninocapronitrile (ACN) involving the catalytic hydrogenation of adiponitrile at relatively low temperature (e.g., 75.degree. C.) and pressure (e.g., 500 psig) using a sponge cobalt catalyst (Raney.RTM. Co) in a reaction medium that is substantially free of caustic. In such a process periodic addition of water controls the production of side reaction products and the periodic addition of ammonium hydroxide rejuvenates the catalyst. Hexamethylene diamine is an important intermediate for the synthesis of polyamides such as Nylon-6,6 and aminocapronitrile is a potential intermediate of Nylon-6.
    Type: Grant
    Filed: March 26, 1998
    Date of Patent: May 4, 1999
    Assignee: E. I. de Pont de Nemours and Company
    Inventors: Sourav Kumar Sengupta, Theodore Augur Koch, Karl Robert Krause
  • Patent number: 5898082
    Abstract: A process for removing N-(phosphonomethylglycine) (glyphosate) or a salt or ionic form thereof from an aqueous mixture in which it is present, wherein the aqueous mixture is an effluent from a glyphosate manufacturing process, the process comprising adding to the mixture of ions capable of forming an insoluble or partially soluble complex glyphosate salt, and removing the complex salt from the mixture. An additional process permits recovery of glyphosate from the precipitate of complex salts by a process comprising forming an aqueous slurry of the precipitate having a pH greater than 8 and removing the resultant metal oxide from the slurry to give an aqueous solution containing glyphosate.
    Type: Grant
    Filed: January 8, 1998
    Date of Patent: April 27, 1999
    Assignee: Zeneca Limited
    Inventor: Ian Hodgkinson
  • Patent number: 5898085
    Abstract: A process for the hydrogenation of 3-aminopentanenitrile to produce 1,3 diaminopentane using a Raney.RTM. cobalt catalyst promoted with chromium, nickel, molybdenum, iron, manganese or mixtures thereof. Performing the reaction in the presence of aqueous caustic (e.g., alkali metal hydroxide) enhances the selectivity to 1,3 diaminopentane.
    Type: Grant
    Filed: March 26, 1998
    Date of Patent: April 27, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Frank Edward Herkes, Jay Leslie Snyder
  • Patent number: 5895823
    Abstract: Betaine is produced by the oxidation of a choline salt in the presence of a supported noble metal catalyst at temperatures from about 20.degree. C. to 100.degree. C. and pressures from atmospheric to about 100 psi. This process is advantageous over prior processes for the production of betaine in that no amine halocarboxylate contaminants are produced by this reaction.
    Type: Grant
    Filed: January 30, 1998
    Date of Patent: April 20, 1999
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Dorai Ramprasad, William Eamon Carroll, Francis Joseph Waller
  • Patent number: 5895816
    Abstract: In a process for preparing alkylamines by reacting amines and aliphatic aldehydes in the presence of free hydrogen on a fixed bed catalyst in a reactor in which amines and aldehydes are mixed in the catalyst bed after being fed in in separate streams, only the aldehyde stream or only the amine stream is preheated during the feeding in.
    Type: Grant
    Filed: July 15, 1998
    Date of Patent: April 20, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz-Josef Kneuper, Rolf Lebkucher, Horst Neuhauser, Andreas Henne, Rainer Becker
  • Patent number: 5892113
    Abstract: This invention relates to a class of aminimides structurally characterized as an acyl nitrogen-nitrogen ylide such that the acyl moiety possess the structural diversity element G, the quaternary nitrogen possess structural diversity elements E and F, and the quaternary nitrogen is bonded to a hydroxyethyl substituent, which in turn is bonded to an aminomethylene moiety that possess structural diversity elements A and B from the amino group and diversity element c from the methylene substituent, as shown below, ##STR1## wherein structural diversity element A, B, C, D, E, F and G are chosen from the set of elements consisting of substituted and unsubstituted as well as branched and straight chain alkyl, aryl, alkaryl, aralkyl, carbocyclic, heterocyclic, hydrogen, amino acid, peptide, polypeptide, protein, depsipeptide, carbohydrate derivatives, nucleotide derivatives, oligonucleotide derivatives, naturally occurring or synthetic organic structural motifs, reporter elements, organic moieties containing at least
    Type: Grant
    Filed: December 29, 1997
    Date of Patent: April 6, 1999
    Assignee: Arqule, Inc.
    Inventors: Joseph C. Hogan, Jr., David Casebier, Paul S. Furth, Steve Gallion, Alan Kaplan
  • Patent number: 5889061
    Abstract: Compounds of Formula I:E-NH-D-NH-B-A-B-NH-D-NH-E (I)wherein A is C.sub.2 -C.sub.6 alkene, C.sub.3 -C.sub.6 cycloalkyl, cycloalkenyl, or cycloaryl; B is independently a single bond, C.sub.1 -C.sub.6 alkyl alkenyl; D is independently C.sub.1 -C.sub.6 alkyl or alkenyl, or C.sub.3 -C.sub.6 cycloalkyl, cycloalkenyl, or cycloaryl; and E is independently H, C.sub.1 -C.sub.6 alkyl or alkenyl; and pharmaceutically-suitable salts thereof; a synthetic method therefor, pharmaceutical dosage forms containing one of more of these compounds, and use of these compounds in the treatment of neoplastic cell growth, are disclosed.
    Type: Grant
    Filed: October 15, 1997
    Date of Patent: March 30, 1999
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Benjamin J. Frydman, Laurence J. Marton, Vendohar K. Reddy, Aldonia L. Valasinas, Donald T. Witiak
  • Patent number: 5889047
    Abstract: N-(alkyloxycarbonyl)-N-(2-hydroxy-3-alkyloxypropyl)ethanolamine derivatives corresponding to the following formula: ##STR1## in which R.sub.1 and R.sub.2, which may be identical or different, represent a linear or branched, saturated or unsaturated and optionally hydroxylated alkyl radical having from 8 to 26 carbon atoms; as well as to their use in, and for the preparation of, cosmetic or dermatological compositions. These compositions are used in particular as moisturizers in skincare products or as conditioners in hair products.
    Type: Grant
    Filed: August 13, 1997
    Date of Patent: March 30, 1999
    Assignee: L'Oreal
    Inventor: Michel Philippe