Preparing Directly From An Amide (e.g., Preparing Directly From A Carboxamide, Etc.) Patents (Class 564/488)
  • Patent number: 5296633
    Abstract: The methylated tertiary amines are selectively prepared by reacting a primary or secondary amine, or a nitrile or aminonitrile, including an aminoalcohol, etheramine, a polyamine or fatty polyamine or amidoamine, or amidopolyamine or dinitrile, with hexamethylenetetramine ("HMTA"), under hydrogen pressure at a temperature no greater than about 160.degree. C. and in the presence of a catalytically effective amount of a hydrogenation catalyst, e.g., nickel deposited onto appropriate support substrate therefor.
    Type: Grant
    Filed: December 30, 1992
    Date of Patent: March 22, 1994
    Inventor: Stephane Fouquay
  • Patent number: 5276190
    Abstract: The invention relates to a method for the preparation of an .alpha.,.alpha.-disubstituted .alpha.-amino alcohol from the corresponding amide with the aid of sodium in the presence of an alcohol as solvent. The conversion of amino acid amide to amino alcohol proceeds virtually quantitatively. Moreover, the reduction of the amino acid amide to the corresponding amino alcohol proceeds with retention of optical activity.
    Type: Grant
    Filed: September 25, 1992
    Date of Patent: January 4, 1994
    Assignee: DSM N.V.
    Inventors: Wilhelmus H. J. Boesten, Harold M. Moody, Quirinus B. Broxterman
  • Patent number: 5274118
    Abstract: A process for the preparation of (2R)-methyl-4,4,4-trifluorobutylamine, or an acid addition salt thereof which comprisesa) acylating an optically active amine with 2-methyl-4,4,4-trifluorobutanoic acid or a reactive derivative thereof to afford a butyramide;b) separating (R)-diastereomeric butyramide from (S)-diastereomeric butyramide; andc) converting the (R)-diastereomeric butyramide into the desired (2R)-methyl-4,4,4-trifluorobutylamine, or an acid addition salt thereof. The product may be acylated with a carboxylic acid of formula III ##STR1## wherein U is carboxy, or a reactive derivative thereof to afford (R)-4-[5-(N-[4,4,4-trifluoro-2-methylbutyl]carbamoyl)-1-methylindol-3-yl-m ethyl]-3-methoxy-N-o-tolylsulphonylbenzamide. The indole is useful as a leukotriene antagonist, for example in the treatment of asthma or allergic rhinitis.
    Type: Grant
    Filed: December 4, 1991
    Date of Patent: December 28, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Robert T. Jacobs, Andrew G. Brewster, George J. Sependa
  • Patent number: 5206440
    Abstract: A process for production of fluorinated sulfones from fluorinated organic sulfides by oxidation of the sulfides with an oxidizing reagent made from fluorine, water and acetonitrile. The sulfones are useful as second order nonlinear optical dyes.
    Type: Grant
    Filed: July 28, 1992
    Date of Patent: April 27, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Richard Beckerbauer, Shlomo Rozen
  • Patent number: 5196601
    Abstract: Disclosed herein is a process for producing an alcohol or an amine by reducing a compound having a formyl, keto, nitro, oxirane, ester, nitrile, amide or halogenated carboxyl group with an alkali metal boro-hydride in the presence of a compound having a hydroxyl group and ether linkage. According to the present invention, a functional group having a great steric hindrance can be reduced, and a corresponding alcohol or amine can efficiently be produced under very mild conditions on an industrial scale.
    Type: Grant
    Filed: June 17, 1992
    Date of Patent: March 23, 1993
    Assignee: Kao Corporation
    Inventors: Tomohito Kitsuki, Yoshiaki Fujikura
  • Patent number: 5128471
    Abstract: The present invention relates to a process for the production of primary amines containing aliphatically or cycloaliphatically bound amino groups, characterized in that the isocyanate groups of organic isocyanates containing aliphatically and/or cycloaliphatically bound isocyanate groups are formylated with formic acid in a first reaction step and the N-formyl groups are subsequently converted into amino groups.The present invention also relates to polyamine mixtures obtained by this process and containinga) about 40 to 90% by weight, based on the total weight of components a) and b), of N,N',N"-tris-(6-aminohexyl)-isocyanurate andb) about 10 to 60% by weight, based on the total weight of components a) and b), of higher homologs of this triamine containing more than one isocyanurate ring.Finally, the present invention relates to the use of these polyamine mixtures as hardeners for polymer precursors containing epoxide or isocyanate groups.
    Type: Grant
    Filed: April 10, 1990
    Date of Patent: July 7, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans J. Scholl
  • Patent number: 5075505
    Abstract: The process of making N,N-dimethyl-N-alkylamines containing less than 1% of alkanols by hydrogenation of N,N-dimethylalkylamines on a catalyst of the copper chromite type containing an amount of manganese oxide effective to keep the alkanol level below 1%.
    Type: Grant
    Filed: February 26, 1990
    Date of Patent: December 24, 1991
    Assignee: Ceca, S.A.
    Inventors: Christian Forquy, Rene Brouard
  • Patent number: 5032687
    Abstract: The present process for the preparation of cyclopropylamine by the so-called Hofmann degradation of cyclopropanecarboxamide is characterized in that the cyclopropanecarboxamide is employed in the form of a solution. The new process can be carried out at 5.degree.-35.degree. C. The cyclopropylamine is obtained after introducing the reaction mixture into a concentrated alkali metal hydroxide solution.
    Type: Grant
    Filed: October 18, 1989
    Date of Patent: July 16, 1991
    Assignee: Kernforschunganlage Julich Gesellschaft mit beschrankter Haftung.
    Inventors: Herbert Diehl, Heinz U. Blank, Edwin Ritzer
  • Patent number: 4982004
    Abstract: A method for preparing antimicrobial formulations of 2-(alkylthio)ethanamines hydrohalides is disclosed. The formulations are prepared directly from the hydrolysis product of 2-(alkylthio)ethyl propionamides, thereby eliminating both waste streams and isolation procedures.
    Type: Grant
    Filed: March 3, 1989
    Date of Patent: January 1, 1991
    Assignee: The Dow Chemical Company
    Inventors: Attila G. Relenyi, Charles D. Gartner
  • Patent number: 4937384
    Abstract: An amine is produced by reacting an amide with hydrogen at elevated temperature in the presence as catalyst of a composition comprising as a first component (i) a noble metal of Group VIII of the Periodic Table of the Elements, particularly palladium or ruthenium, and (ii) rhenium, which component may be supported, and as a second component either an alumina or a zeolite, preferably a low silica aluminosilicate zeolite, for example type A or type Y zeolite.
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: June 26, 1990
    Assignee: BP Chemicals Limited
    Inventor: Ian D. Dobson
  • Patent number: 4855498
    Abstract: Disclosed are platinum (IV) chelates derived from substituted amides. The chelates result from the reaction under mild conditions of potassium chloroplatinate (II) and the appropriate amide. The chelate transdichloro-cis-bis(dimethylacetamide-C,O) was prepared, fully characterized and exemplified in preparation of the antihistamine diphenhydramine hydrochloride.
    Type: Grant
    Filed: February 22, 1988
    Date of Patent: August 8, 1989
    Assignee: University of Delaware
    Inventors: Rosette M. Roat, Seymour Yolles
  • Patent number: 4525590
    Abstract: The invention relates to an improved process for the production of polyamines containing urethane and/or urea and/or biuret and/or isocyanurate groups and, preferably, also alkylene ether, carbonate and/or acetal groups by the alkaline hydrolysis of corresponding compounds containing terminal aliphatic and/or aromatic isocyanate groups.To this end, the compounds containing terminal NCO-groups, preferably NCO-preadducts, are converted by means of selected bases into the carbamates and neutralized by introduction into equivalent quantities of acid or by the simultaneous introduction of the components in equivalent quantities into a reaction vessel, after which the polyamines are directly isolated by methods known per se.The invention also relates to the use of the polyamines obtained by the process for the production of polyurethanes.
    Type: Grant
    Filed: July 15, 1982
    Date of Patent: June 25, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Klaus Konig, Holger Meyborg, Walter Meckel, Armin Zenner
  • Patent number: 4496736
    Abstract: Carboxylic acids and N-t.-alkylamines can be prepared simultaneously by the alkaline pressure hydrolysis of N-t.-alkyl carboxylic acid amides. A 5 to 50% strength by weight aqueous solution of an alkali metal hydroxide is employed for this purpose in an amount of 1.0 to 1.3 mols per mol of the amide. The process is carried out at 200.degree. to 350.degree. C.
    Type: Grant
    Filed: June 3, 1982
    Date of Patent: January 29, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Bonse, Gerhard Marzolph, Heinz U. Blank
  • Patent number: 4448998
    Abstract: N,N-disubstituted amides are hydrogenated to tertiary amines in the presence of a catalyst system comprising copper chromite and zeolite.
    Type: Grant
    Filed: November 22, 1982
    Date of Patent: May 15, 1984
    Assignee: The Procter & Gamble Company
    Inventor: Richard M. King
  • Patent number: 4389526
    Abstract: Novel methods are provided for synthesizing 2-amino-2-tetritol, by positive halogen addition to protected 1,4-dioxybutene-2 in the presence of a nitrile, resulting in addition of a halo functionality and the nitrile functionality across the double bond. Upon hydrolysis, the desired erythro-product can be obtained in stereochemically good yield.
    Type: Grant
    Filed: August 3, 1981
    Date of Patent: June 21, 1983
    Assignee: The Regents of the University of California
    Inventors: Milos Sovak, Ramachandran Ranganathan
  • Patent number: 4387249
    Abstract: The present invention provides a selective process for the manufacture of diethylenetriamine from ethylenediamine, ethanolamine, and urea. The process comprises a reaction cycle in which ethylenediamine, ethanolamine, and urea are first reacted in step (a) to form aminoethylethyleneurea and ethyleneurea, which in turn are hydrolyzed in a second reaction step (b) to diethylenetriamine and ethylenediamine. The ethylenediamine made in the second reaction step (b) may be recycled to the first reaction step (a).
    Type: Grant
    Filed: December 18, 1981
    Date of Patent: June 7, 1983
    Assignee: The Dow Chemical Company
    Inventors: Robert M. Harnden, Donald W. Calvin
  • Patent number: 4328368
    Abstract: A method if provided for continuously hydrolyzing urethane foam in a vertically oriented hydrolysis reactor. In a preferred practice, a bed of foam particles is formed in the reactor. Superheated steam is flowed continuously upward through the bed at a temperature and rate such that only the foam particles then adjacent the bottom of the reactor are hydrolyzed and the bulk of the bed is not fluidized. Unreacted steam heats the unhydrolyzed foam. Liquid hydrolysis products are drained as they are formed to prevent hydrolysis-impeding liquid saturation of unhydrolyzed particles.
    Type: Grant
    Filed: May 5, 1980
    Date of Patent: May 4, 1982
    Assignee: General Motors Corporation
    Inventors: Robert J. Salloum, Clifford C. Duff
  • Patent number: 4326067
    Abstract: The process of the invention for preparing a N-(2-substituted aminoethyl)amide of the formula: ##STR1## comprises contacting one or more compounds of the formula: ##STR2## with an amine of the formula: ##STR3## wherein A is nitrogen or a quaternary nitrogen of the formula: ##STR4## wherein B is ##STR5## when A is nitrogen and B is ##STR6## when A is IV; whereinX.sup..crclbar. is a counterion;b is zero or one; andR.sub.1 -R.sub.9 are as defined in the specification.In a preferred embodiment, the process is catalyzed by a Lewis acid or a protonic acid with a non-nucleophilic counterion.
    Type: Grant
    Filed: December 3, 1980
    Date of Patent: April 20, 1982
    Assignee: The Dow Chemical Company
    Inventor: Michael J. Fazio
  • Patent number: 4263324
    Abstract: Compositions containing compounds of the formula ##STR1## wherein R.sub.1 represents an alkyl radical of 4 to 24 carbon atoms andR.sub.2 represents hydrogen or an alkyl radical of 1 to 12 carbon atoms,and use of compounds of formula I for controlling coccidial and helminthic diseases.
    Type: Grant
    Filed: August 27, 1979
    Date of Patent: April 21, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Alfred Meyer, Clemens Kocher