Formation Of Azo Group By Reduction Of Nitro Group Patents (Class 534/585)
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Patent number: 8754197Abstract: 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: GrantFiled: November 19, 2012Date of Patent: June 17, 2014Assignee: Biocon LimitedInventors: Jennifer A. Riggs-Sauthier, Nnochiri N. Ekwuribe
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Publication number: 20130253083Abstract: 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: ApplicationFiled: March 16, 2012Publication date: September 26, 2013Applicants: IUCF-HYU (Industry-University Cooperation Foundation Hanyang University), LG Chem, Ltd.Inventors: Yang-Kyoo Han, Jin Cho, Sang-Mi Lee, Seung-Hoon Shin
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Publication number: 20130096286Abstract: 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: ApplicationFiled: November 19, 2012Publication date: April 18, 2013Inventors: Jennifer A. Riggs-Sauthier, Nnochiri N. Ekwuribe
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Patent number: 8314214Abstract: 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: GrantFiled: April 26, 2011Date of Patent: November 20, 2012Assignee: Biocon LimitedInventors: Jennifer A. Riggs-Sauthier, Nnochiri N. Ekwuribe
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Publication number: 20110201792Abstract: 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: ApplicationFiled: April 26, 2011Publication date: August 18, 2011Inventors: JENNIFER A. RIGGS-SAUTHIER, Nnochiri N. Ekwuribe
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Patent number: 5917023Abstract: 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: GrantFiled: June 5, 1997Date of Patent: June 29, 1999Assignee: BASF AktiengesellshcaftInventors: Alfred Hagemeyer, Daniel Heineke, Guido Voit, Tom Witzel
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Patent number: 5808154Abstract: 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: GrantFiled: July 27, 1992Date of Patent: September 15, 1998Assignee: Toyo Ink Manufacturing Co., Ltd.Inventor: Hitoshi Maki
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Patent number: 5055567Abstract: 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: GrantFiled: April 10, 1989Date of Patent: October 8, 1991Assignee: Ciba-Geigy CorporationInventors: Peter Liechti, Karl Emmenegger, Martin Trottmann
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Patent number: 5041539Abstract: 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: GrantFiled: June 19, 1989Date of Patent: August 20, 1991Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Paul Herzig, Jurgen Markert
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Patent number: 5024698Abstract: 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: GrantFiled: March 22, 1990Date of Patent: June 18, 1991Assignee: Sun Chemical CorporationInventors: Russell J. Schwartz, Manuel Z. Gregorio
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Patent number: 4889846Abstract: 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: GrantFiled: April 15, 1988Date of Patent: December 26, 1989Assignee: John Wyeth & Brother LimitedInventor: Roger Crossley
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Patent number: 4760187Abstract: 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: GrantFiled: June 17, 1987Date of Patent: July 26, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: John R. Kosak
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Patent number: 4663308Abstract: 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: GrantFiled: July 18, 1984Date of Patent: May 5, 1987Assignees: Medical College of Ohio, Bowling Green State UniversityInventors: Murray Saffran, Douglas C. Neckers
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Patent number: 4591634Abstract: 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: GrantFiled: July 15, 1985Date of Patent: May 27, 1986Assignee: Bayer AktiengesellschaftInventors: Karl J. Herd, Horst Nickel