Patents Examined by John A. Sopp
  • Patent number: 4760185
    Abstract: m-Phenylenediamines are alkylated in the orthoposition by heating them with an Al/Zn alloy and aluminium chloride, and reacting them with lower alkenes at elevated pressures and temperatures when the evolution of hydrogen is complete.
    Type: Grant
    Filed: May 6, 1986
    Date of Patent: July 26, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Joachim Becker
  • Patent number: 4755599
    Abstract: The invention provides compounds of formula: ##STR1## in which R=H, halogen, alkyl, alkyloxy, alkythio, NH.sub.2, alkylamino, dialkylamino or CF.sub.3, R.sub.3 =H or alkyl,either R.sub.4 and R.sub.5 =H and R.sub.1 and R.sub.2 =H or alkyl, optionally substituted by alkenyl (2 to 4 C) or alternatively R.sub.1 and R.sub.2 form together a saturated heterocyclic ring containing 4 to 7 ring members and optionally containing another heteroatom such as O, S or N optionally substituted by alkyl,or R.sub.4 =H, R.sub.1 =H or alkyl and R.sub.2 and R.sub.5 together form an alkylene (3 to 4 C) radical and(i) either A=alkyl or phenyl which is unsubstituted or substituted by one or two substituents chosen from halogen, alkyl, alkyloxy, alkylthio, NH.sub.2, alkylamino, dialkylamino, NO.sub.2 or CF.sub.3 or alternatively A=pyridyl, benzyl or cycloalkyl (3 to 6 C), Y=S, SO or SO.sub.2 or a radical: ##STR2## in which R.sub.6 =H or alkyl and R.sub.
    Type: Grant
    Filed: February 3, 1987
    Date of Patent: July 5, 1988
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Claude Barriere, Jean-Pierre Corbet, Claude Cotrel, Daniel Farge, Jean-Marc Paris
  • Patent number: 4754070
    Abstract: This invention relates to an improved hydrogenation process wherein methylenedianiline is reduced to form bis(para-aminocyclohexyl)methane (PACM). The process contemplates contacting methylenedianiline and hydrogen in the presence of a two component metal catalyst comprising rhodium and ruthenium under mild hydrogenation conditions. Use of the mixed metal catalyst system allows one to obtain a preselected isomer ratio having from about 5-40% by weight, typically 14-28% by weight of the trans,trans- configurational isomer.
    Type: Grant
    Filed: January 23, 1986
    Date of Patent: June 28, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Jeremiah P. Casey, Michael J. Fasolka
  • Patent number: 4754069
    Abstract: Novel 2-alkyl sulfonyl ethyl-1,4-diaminobenzenes of formula 1 ##STR1## wherein R denotes CH.sub.3 or C.sub.2 H.sub.5 and the salts thereof, a process for making the compositions of formula I as well as compositions for the oxidative dyeing of human hair upon the basis of a developing substance-coupler substance-combination with a content of a composition of formula I as developing substance. The well water soluble developing substances of the formula I result in very natural appearing blond to brown color shades in combination with the coupler substances resorcinol, 4-chororesorcinol,4,6-dichlororesorcinol, 4-hydroxy-1,2-methylenedioxybenzene and 4-amino-1,2-methylenedioxybenzene.
    Type: Grant
    Filed: December 12, 1985
    Date of Patent: June 28, 1988
    Assignee: Wella Aktiengesellschaft
    Inventors: Hans-Jurgen Braun, Eugen Konrad, Herbert Mager
  • Patent number: 4751330
    Abstract: (Hydrocarbylthio)aromatic amines are prepared by reacting an aromatic amine, such as an aminobenzene, with a hydrocarbyl disulfide, such as an alkyl disulfide, in the presence of a metal or metal halide catalyst and iodine as a promoter.
    Type: Grant
    Filed: March 17, 1987
    Date of Patent: June 14, 1988
    Assignee: Ethyl Corporation
    Inventor: Robert L. Davis
  • Patent number: 4751328
    Abstract: Aminobenzylamines are produced by catalytically reducing o-, m- or p-nitrobenzaldoxime in an organic solvent in the presence of a compound selected from the group consisting of (a) boric acid, phosphoric acid and/or anhydrides thereof, (b) CO.sub.2 gas and (c) an organic acid. The starting material, nitrobenzaldoxime is produced by reaction of the corresponding nitrobenzaldehyde with hydroxylamine.
    Type: Grant
    Filed: November 24, 1986
    Date of Patent: June 14, 1988
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Keizaburo Yamaguchi, Kenichi Sugimoto, Yoshimitsu Tanabe, Midori Yamazaki, Akihiro Yamaguchi
  • Patent number: 4749792
    Abstract: 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: Grant
    Filed: September 26, 1984
    Date of Patent: June 7, 1988
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Sesha I. Natarajan, Eric M. Gordon
  • Patent number: 4748277
    Abstract: A process for the preparation of trifluoromethylanilines. Hydrolysis and exchange fluorination of a para-trihalomethyl benzene isocyanate or carbamyl halide are carried out in liquid hydrofluoric acid.
    Type: Grant
    Filed: September 25, 1986
    Date of Patent: May 31, 1988
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventor: Michel Debois
  • Patent number: 4745223
    Abstract: This invention relates to a class of tertiary-alkyltoluenediamines having alkyl groups ortho to an amine group. More particularly the aromatic diamines are represented by the formulas: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are C.sub.1-3 alkyl groups or R.sub.2 and R.sub.3 are combined to form a C.sub.5-6 membered ring.The above described alkylated aromatic diamines have been found to be well suited for use as a chain extender in forming polyurethane/urea elastomer systems and the mono tert-butyltoluenediamine isomers have been found to be nonmutagenic in the Ames test.
    Type: Grant
    Filed: August 23, 1985
    Date of Patent: May 17, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Jeremiah P. Casey, Dale D. Dixon, Barton Milligan
  • Patent number: 4742168
    Abstract: The use of certain oxyalkyl amines as anti-caking agents for triethylenediamine (TEDA) is disclosed. The anti-caking agent comprises polyoxypropylene amines or their amides, the amines having the formula: ##STR1## wherein X is hydrogen, a methyl radical or an ethyl radical, Z is a hydrocarbon radical having from 2 to 5 carbon atoms forming from 2 to 4 external ether linkages; n is a number from 1 to about 40 and r is a number from 2 to 4.
    Type: Grant
    Filed: July 31, 1986
    Date of Patent: May 3, 1988
    Assignee: Texaco Inc.
    Inventor: Robert L. Zimmerman
  • Patent number: 4742084
    Abstract: Acetylenes of the formula (I): ##STR1## wherein Y, m, R.sup.1, R.sup.2, q, Alk, R.sup.3 n and R.sup.4 are as defined herein and Ar.sup.1 and Ar.sup.2 are aromatic, including the salts and ammonium derivatives of formula (I), in treating angina, hypertension and cardiac arrhythmias. Pharmaceutical compositions, methods of use and synthesis and novel intermediates are also part of the invention.
    Type: Grant
    Filed: November 19, 1986
    Date of Patent: May 3, 1988
    Assignee: McNeilab, Inc.
    Inventor: John R. Carson
  • Patent number: 4740620
    Abstract: This invention relates to a process for producing ring alkylated aromatic amines. In the process an aromatic amine is reacted with an olefin using an acidic crystalline molecular sieve as a catalyst. Under the conditions of the process the catalyst is extremely active and with amines that are capable of alkylation at the ortho and para positions, high selectivity to the ortho alkylated isomer can be achieved.
    Type: Grant
    Filed: November 8, 1985
    Date of Patent: April 26, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Dale D. Dixon, William F. Burgoyne, Jr.
  • Patent number: 4740622
    Abstract: New 3-amino-4-nitrophenols, the process for preparation thereof and their use in dyeing keratinous fibres, and new intermediate 4,5-dinitrophenols.The present invention relates to a 3-amino-4-nitrophenol of formula: ##STR1## where Z denotes --CH.sub.2 --W, W denoting hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 hydroxyalkyl, C.sub.2 -C.sub.6 polyhydroxyalkyl, (C.sub.1 -C.sub.3)alkoxy(C.sub.1 -C.sub.6)alkyl or (C.sub.1 -C.sub.3)hydroxyalkoxy(C.sub.1 -C.sub.6)alkyl and R denotes hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 hydroxyalkyl, C.sub.2 -C.sub.6 polyhydroxyalkyl or (C.sub.1 -C.sub.3)alkoxy(C.sub.1 -C.sub.6)alkyl, the process for preparation thereof and the intermediate compound of formula: ##STR2## in which Z' denotes CH.sub.2 --W, W denoting C.sub.1 -C.sub.6 hydroxyalkyl, C.sub.2 -C.sub.6 polyhydroxyalkyl, (C.sub.1 -C.sub.3)alkoxy-(C.sub.1 -C.sub.6)alkyl or (C.sub.1 -C.sub.3)hydroxyalcoxy(C.sub.1 -C.sub.6)alkyl.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: April 26, 1988
    Assignee: L'Oreal
    Inventors: Alex Junino, Gerard Lang, Alain Genet
  • Patent number: 4739120
    Abstract: An improved process is disclosed for the catalytic hydrogenation of an organic nitrile group containing compound to a primary aminomethyl group in the presence of a rhodium catalyst, a basic substance, and in a two-phase solvent system comprising an immiscible organic solvent and water.
    Type: Grant
    Filed: August 21, 1986
    Date of Patent: April 19, 1988
    Assignee: The Dow Chemical Company
    Inventor: Marie F. Zuckerman
  • Patent number: 4736067
    Abstract: New dimethyl derivatives of 3-nitro-4-aminoaniline, process for their preparation, and their use for dyeing keratinic fibres.The invention relates to dimethyl derivatives of 3-nitro-4-aminoaniline of formula: ##STR1## in which CH.sub.3 is in position 2 or 5 of the benzene ring and R.sub.1 and R.sub.2 denote independently of each other a hydrogen atom, a lower alkyl group, a lower mono- or polyhydroxyalkyl or a lower aminoalkyl group in which the amino group is optionally mono- or disubstituted by a lower alkyl radical or by a lower mono- or polyhydroxyalkyl radical, it being understood that the two symbols R.sub.1 and R.sub.2 can be simultaneously other than hydrogen only when the mobile CH.sub.3 radical is in position 5, or cosmetically acceptable salts of these compounds, as well as the process for preparing them and their use in dye compositions, in particular for hair, equally for direct coloring and for coloring by an oxidation route.
    Type: Grant
    Filed: September 6, 1984
    Date of Patent: April 5, 1988
    Assignee: L'Oreal
    Inventors: Andree Bugaut, Alain Genet, Jean Cotteret, Alex Junino
  • Patent number: 4730075
    Abstract: A process for the production of (1) an ether or (2) a second amine comprises reacting an activated olefin with respectively an alcohol or first amine in the presence of a catalyst which is either (a) an amidine or (b) a Lewis base and epoxide. The same catalyst may also be used to carry out the reverse reaction in which an activated olefin and an alcohol or first amine are produced from the appropriate ether or second amine.
    Type: Grant
    Filed: June 20, 1986
    Date of Patent: March 8, 1988
    Assignee: BP Chemicals Limited
    Inventor: Michael J. Green
  • Patent number: 4727192
    Abstract: The invention relates to a compound of formula ##STR1## in which: X denotes a branched or unbranched alkylene radical containing 2 to 6 carbon atoms, optionally being able to be substituted with one or more hydroxyl radicals;R denotes a hydrogen atom, an alkyl or a mono- or polyhydroxyalkyl radical or an aminoalkyl radical in which the amine group can be mono- or disubstituted with an alkyl radical or with a mono- or polyhydroxyalkyl radical, the nitrogen atom also being able to form part of a heterocyclic system and the alkyl radicals containing 1 to 4 carbon atoms;R' denotes a hydrogen atom or a C.sub.1 to C.sub.4 alkyl radical;Y and Z denote a nitro and/or --NHR.sub.1 radical, R.sub.
    Type: Grant
    Filed: December 13, 1985
    Date of Patent: February 23, 1988
    Assignee: L'Oreal
    Inventors: Alex Junino, Gerard Lang, Nicole Jehanno
  • Patent number: 4727191
    Abstract: A (hydrocarbylthio)aromatic amine, such as a methylthiosubstituted toluenediamine, is separated from corresponding aromatic amines containing fewer hydrocarbylthio groups by washing an organic solution of the amine mixture with a dilute aqueous acid having a pKa value below 7 to extract at least a portion of the corresponding aromatic amines.
    Type: Grant
    Filed: July 10, 1986
    Date of Patent: February 23, 1988
    Assignee: Ethyl Corporation
    Inventor: Christopher J. Nalepa
  • Patent number: 4723040
    Abstract: A process for preparing an N-mono-substituted-p-phenylenediamine by reacting the corresponding p-nitroso-N-mono-substituted aniline compound with a primary or secondary alcohol in the presence of a base.
    Type: Grant
    Filed: December 19, 1986
    Date of Patent: February 2, 1988
    Assignee: Uniroyal Chemical Company, Inc.
    Inventor: Wadim Batorewicz
  • Patent number: 4721770
    Abstract: N-Cyanocarboxylic acid amide derivatives which contain two or three ##STR1## groupings in the molecule are useful as hardeners for epoxide resins.
    Type: Grant
    Filed: June 24, 1986
    Date of Patent: January 26, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Friedrich Stockinger, Friedrich Lohse, Roland Moser