Formation Of Azo Group By Reduction Of Nitro Group Patents (Class 534/585)
  • Patent number: 8754197
    Abstract: Methods are disclosed for preparing compounds of Formula I: where R1, R3, and R4 are independently hydrogen or C1 to C4 alkyl, and R2 is: where R5 is selected from the group consisting of hydrogen and C1 to C4 alkyl, or where R6, R7 and R8 are independently hydrogen or C1 to C4 alkyl; or the esters or pharmacologically acceptable salts thereof. The compounds and or their metabolites can be used to treat or prevent various diseases, particularly inflammatory conditions of the GI tract.
    Type: Grant
    Filed: November 19, 2012
    Date of Patent: June 17, 2014
    Assignee: Biocon Limited
    Inventors: Jennifer A. Riggs-Sauthier, Nnochiri N. Ekwuribe
  • Publication number: 20130253083
    Abstract: The present invention relates to a polymer supported reagent comprising a novel crosslinked mesoporous polymer, enabling a simple and easy production of an azoxy compound or an azo compound from an aromatic nitro compound, and a method of selectively reducing an aromatic nitro compound by using the same. The polymer supported reagent comprises a certain acrylamide mesoporous crosslinked polymer.
    Type: Application
    Filed: March 16, 2012
    Publication date: September 26, 2013
    Applicants: IUCF-HYU (Industry-University Cooperation Foundation Hanyang University), LG Chem, Ltd.
    Inventors: Yang-Kyoo Han, Jin Cho, Sang-Mi Lee, Seung-Hoon Shin
  • Publication number: 20130096286
    Abstract: Methods are disclosed for preparing compounds of Formula I: where R1, R3, and R4 are independently hydrogen or C1 to C4 alkyl, and R2 is: where R5 is selected from the group consisting of hydrogen and C1 to C4 alkyl, or where R6, R7 and R8 are independently hydrogen or C1 to C4 alkyl; or the esters or pharmacologically acceptable salts thereof. The compounds and or their metabolites can be used to treat or prevent various diseases, particularly inflammatory conditions of the GI tract.
    Type: Application
    Filed: November 19, 2012
    Publication date: April 18, 2013
    Inventors: Jennifer A. Riggs-Sauthier, Nnochiri N. Ekwuribe
  • Patent number: 8314214
    Abstract: Methods are disclosed for preparing compounds of Formula I: where R1, R3, and R4 are independently hydrogen or C1 to C4 alkyl, and R2 is: where R5 is selected from the group consisting of hydrogen and C1 to C4 alkyl, or where R6, R7 and R8 are independently hydrogen or C1 to C4 alkyl; or the esters or pharmacologically acceptable salts thereof. The methods can involve converting a suitably functionalized aniline compound to a diazonium salt (which aniline compound can be first formed by reduction of a nitrobenzene) and coupling the diazonium salt with a suitably functionalized benzene compound. The suitably functionalized aniline compound either includes a primary alcohol or aldehyde group, which is then oxidized to a carboxylic acid group, or includes a nitrile or amide group, which is hydrolyzed to a carboxylic acid group. The methods can also involve the direct coupling (via reduction of nitro groups to form an azo linkage) of suitably functionalized nitrobenzenes.
    Type: Grant
    Filed: April 26, 2011
    Date of Patent: November 20, 2012
    Assignee: Biocon Limited
    Inventors: Jennifer A. Riggs-Sauthier, Nnochiri N. Ekwuribe
  • Publication number: 20110201792
    Abstract: Methods are disclosed for preparing compounds of Formula I: where R1, R3, and R4 are independently hydrogen or C1 to C4 alkyl, and R2 is: where R5 is selected from the group consisting of hydrogen and C1 to C4 alkyl, or where R6, R7 and R8 are independently hydrogen or C1 to C4 alkyl; or the esters or pharmacologically acceptable salts thereof. The methods can involve converting a suitably functionalized aniline compound to a diazonium salt (which aniline compound can be first formed by reduction of a nitrobenzene) and coupling the diazonium salt with a suitably functionalized benzene compound. The suitably functionalized aniline compound either includes a primary alcohol or aldehyde group, which is then oxidized to a carboxylic acid group, or includes a nitrile or amide group, which is hydrolyzed to a carboxylic acid group. The methods can also involve the direct coupling (via reduction of nitro groups to form an azo linkage) of suitably functionalized nitrobenzenes.
    Type: Application
    Filed: April 26, 2011
    Publication date: August 18, 2011
    Inventors: JENNIFER A. RIGGS-SAUTHIER, Nnochiri N. Ekwuribe
  • Patent number: 5917023
    Abstract: Nitrobenzene or a nitrobenzene substituted on the nucleus is subjected to reductive coupling to give the corresponding azobenzene and azoxybenzene under heterogeneous catalysis with substantial avoidance of overreduction to aniline derivatives by means of a redox catalyst in its reduced or partly reduced form, the redox catalyst containing at least one active metal component capable of a change of oxidation state.
    Type: Grant
    Filed: June 5, 1997
    Date of Patent: June 29, 1999
    Assignee: BASF Aktiengesellshcaft
    Inventors: Alfred Hagemeyer, Daniel Heineke, Guido Voit, Tom Witzel
  • Patent number: 5808154
    Abstract: A process for the production of an aromatic hydrazo compound, which comprises catalytically reducing an aromatic nitro compound with hydrogen in an alkali metal hydroxide aqueous solution and a hydrogen-donating solvent in the presence of a noble metal catalyst and a quinoid compound cocatalyst at a high temperature under a high pressure, the hydrogen-donating solvent being a cyclic hydrocarbon in which hydrogen atoms are attached to its basic skeleton having 1 to 4 aromatic rings and at least one unsaturated carbon-carbon bond remains.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: September 15, 1998
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventor: Hitoshi Maki
  • Patent number: 5055567
    Abstract: The dyes according to the invention consist of a chromophore and a radical which, on heating, forms an isocyanate or isothiocyanate group. The latter reacts with a suitable group in the environment. Dyeings of excellent thermomigration fastness are obtained. The disclosed dyes are of the formulae ##STR1## where F is the radical of an azo, anthraquinone or tricyanovinyl dye which is free of water-solubilizing groups,B and B' are each independently of the other a direct bond or a bridge member, selected from the group consisting of a straight-chain or branched alkylene group having 2 to 8 C atoms or one of the following groups ##STR2## where R is hydrogen or C.sub.1 -C.sub.6 alkyl, n is an integer from 1 to 8 and m is an integer from 2 to 4,Z is O or S,V is a group which at a temperature between 180.degree. and 240.degree. C. is eliminated as a radical HV, andV' is a direct bond which is cleaved at a temperature between 180.degree. and 240.degree. C.
    Type: Grant
    Filed: April 10, 1989
    Date of Patent: October 8, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Liechti, Karl Emmenegger, Martin Trottmann
  • Patent number: 5041539
    Abstract: The invention relates to a process for the preparation of concentrated storage-stable aqueous solutions of yellow azo- and azoxystilbene dyes which are obtained by self-condensation of 4-nitrotoluene-2-sulfonic acid in the presence of an alkali metal hydroxide, by converting the sparingly soluble alkali metal salt of the dye into a water-soluble ammonium salt by double cation exchange via a lipophilic ammonium salt, which process comprises carrying out the double ion exchange in a two-phase system of nitrobenzene/water and using, for the first ion exchange a di- or trialkylamine containing a total of 12 to 40 carbon atoms and, for the second ion exchange, a mono-, di- or trialkanolamine containing 2 to 4 carbon atoms in each alkyl moiety.The concentrated storage-stable dye solutions so obtained are particularly suitable for dyeing paper.
    Type: Grant
    Filed: June 19, 1989
    Date of Patent: August 20, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Paul Herzig, Jurgen Markert
  • Patent number: 5024698
    Abstract: Monoazo pigments are provided which have improved properties achieved by incorporating certain azomethine compounds. The pigment compositions are prepared by reacting a primary amine-terminated alkylene oxide polymer and an acetoacetanilide to form an azomethine coupler and subsequently preparing the monoazo pigment composition by reacting the desired diazo component and coupling component in the presence of the azomethine coupler so as to form an azomethine composition of matter and the desired pigment.
    Type: Grant
    Filed: March 22, 1990
    Date of Patent: June 18, 1991
    Assignee: Sun Chemical Corporation
    Inventors: Russell J. Schwartz, Manuel Z. Gregorio
  • Patent number: 4889846
    Abstract: The invention concerns azo compounds of formula ##STR1## or a salt thereof, in which formula R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, and R.sup.6 are each independently hydrogen or lower alkyl, R.sup.7 and R.sup.8 are each independently alkyl of 1 to 7 carbon atom or cycloalkyl of 5 to 7 carbon atoms optionally substituted by lower alkyl which possess anti-inflammatory activity.
    Type: Grant
    Filed: April 15, 1988
    Date of Patent: December 26, 1989
    Assignee: John Wyeth & Brother Limited
    Inventor: Roger Crossley
  • Patent number: 4760187
    Abstract: A process for reducing chloronitrobenzenes to the corresponding chloroanilines using a combination ruthenium-platinum catalyst is disclosed. The ratio of ruthenium to platinum in the catalyst is from 75:1 to 30:1. The pressure used is from 200 to 800 psi with from 400 to 600 psi being the preferred range. The temperature used is from 70.degree. to 160.degree. C. with from 110.degree. to 150.degree. C. being the preferred range.
    Type: Grant
    Filed: June 17, 1987
    Date of Patent: July 26, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: John R. Kosak
  • Patent number: 4663308
    Abstract: Polymers from ethylenically unsaturated monomers, cross-linked by a substituted or unsubstituted divinylazobenzene are useful as carriers or capsules for medicaments, which are degraded by the enzymes of the upper gastrointestinal tract or which must be transferred intact past the upper gastrointestinal tract, to deliver the medicament to the large intestine.Polymers containing monomeric units of the formulaH.sub.2 C.dbd.CH--C.sub.6 H.sub.4 --N.dbd.N--M,wherein M is the residue of an amino-containing medicament, are useful as carriers for therapeutic agents or as therapeutic agents per se.
    Type: Grant
    Filed: July 18, 1984
    Date of Patent: May 5, 1987
    Assignees: Medical College of Ohio, Bowling Green State University
    Inventors: Murray Saffran, Douglas C. Neckers
  • Patent number: 4591634
    Abstract: Trisazo/azoxy dyestuff mixtures which in the form of free acid correspond to the formula ##STR1## in which R denotes H or optionally substituted alkyl,X and Y denote H, alkyl, alkoxy, halogen, hydroxyl, alkylsulphonyl, optionally mono- or di-alkyl-substituted sulphamyl, carboxyl and carboxyalkoxy andK denotes the radical of a coupling component,are outstandingly suitable for dyeing fibre materials containing hydroxyl groups and fibre materials containing amide groups, such as cotton, natural and synthetic polyamide, paper and leather. They give dyeings having good build-up capacity and good combinability.
    Type: Grant
    Filed: July 15, 1985
    Date of Patent: May 27, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl J. Herd, Horst Nickel