Abstract: The invention concerns the production of a substituted or unsubstituted aniline by selective hydrogenation of the corresponding nitroaromatic compound. It is characterized by the use of a catalyst based on a metal selected from rhodium and ruthenium and based on a metal selected from the group comprising tin, germanium and lead.

Abstract: The invention concerns a method of performing a chemical reaction in which hydrogenation and/or dehydrogenation occurs, in the presence of a supported catalyst comprising a carrier material with copper as active component and iron as a promotor. According to the invention, the proporation of iron, calculated on the amount of copper and iron jointly, on an atomic basis, is no more than 25%. The invention also relates to a catalyst for carrying out the reaction, and to a process for preparing a supported catalyst.

Abstract: Novel polyimides have been prepared from the reaction of aromatic diahydrides with novel aromatic diamines having carbonyl and ether groups connecting aromatic rings containing pendant methyl groups. The methyl substituent polyimides exhibit good solubility and form tough, strong films. Upon exposure to ultraviolet irradiation and/or heat, the methyl substituted polyimides crosslink to become insoluble.

Abstract: 3,5-Diaminobenzotrifluoride can be produced, in a single step, by reacting 4-chloro-3,5-dinitro benzotrifluoride in a suitable solvent, with hydrogen gas, in the presence of a catalyst comprising palladium on a suitable carrier, and in the presence of a suitable base.

Abstract: There is provided an improved process for the reduction of optionally substituted dinitrobenzenes to the corresponding nitroanilines with high yields which comprises contacting the dinitrobenzene with hydrogen in an acidic medium in the presence of a catalytic amount of a combination of a noble metal hydrogenation catalyst, and iron or an iron salt. Isomer specific reductions may be achieved with those compounds containing suitable directing substituents.The 2-halo-5-nitroanilines which may be produced in this process may be converted via a multi-step synthesis to useful 1-aryl-4-substituted 1,4-dihydro-5H-tetrazol-5-one herbicides.

Abstract: A process for producing an aromatic amine under moderate conditions is provided wherein a catalyst higher in activity than conventional catalysts is used. Reduction of an aromatic nitro compound under a CO/H.sub.2 O system is conducted using a rhodium compound catalyst in the presence of an aqueous alkali solution such as aqueous sodium hydroxide solution. Alternatively, an aromatic nitro compound is reduced under a CO/H.sub.2 O system using a rhodium compound or a ruthenium compound catalyst in the presence of the aqueous alkali solution and additionally at least one compound of amine compounds, diamine compounds, phosphine compounds, phosphite compounds, and diphosphine compounds.

Abstract: A two-stage process for the co-production of aniline and m-phenylenediamine where, in the first stage, benzene, nitric acid, and sulfuric acid are reacted in a liquid phase to produce in greater amounts nitrobenzene (approximately 70%) and m-dinitrobenzene (approximately 30%), and in lesser or trace amounts o-dinitrobenzene and p-dinitrobenzene, and water; and in the second stage the products of the first stage are reacted with hydrogen in the liquid phase to produce aniline (approximately 70%) and m-phenylenediamine (approximately 30%) in greater amounts, and o-phenylenediamine and p-phenylenediamine in lesser amounts, and water. The reaction products are separated by distillation.

Abstract: Bis(3-nitrophenoxy) derivatives of aromatic or bridged aromatic hydrocarbons are derived from m-dinitrobenzene and dihydroxy derivatives of said hydrocarbons and certain substituted derivatives thereof by a condensation reaction in dipolar aprotic solvents in the presence of bases. The bis(3-nitrophenoxy) derivatives and derivatives obtained are successively reduced to afford bis-(3-aminophenoxy)derivatives. This is a new method for reacting the dihydroxy-derivatives with m-dinitrobenzene, and hence can prepare novel bis(3-aminophenoxy) derivatives such as 4,4'-bis(3-amino-phenoxy)biphenyl, 1-[4-(3-aminophenoxy)phenyl]-1,3,3-trimethyl-6-(3-aminophenoxy)indan, 6,6'-bis(3-aminophenoxy)3,3,3',3'-tetramethyl-1,1'spirobiindan, and methyl substituted 2,2'-bis[4-(3-aminophenoxy)phenyl]propane.

Abstract: The invention relates to catechol carboxylic acid derivatives of the formula ##STR1## wherein, R.sub.1 is ##STR2## acetyl, hydrogen, hydroxy or alkanoyloxy, R.sub.2 is ##STR3## hydroxy, hydrogen or alkanoyloxy, wherein R is hydrogen, lower alkyl or --(CH.sub.2).sub.n --N--(lower alkyl).sub.2,R.sub.3 is hydrogen, lower alkyl or amino,R.sub.4 is hydrogen, lower alkyl, halogen or aminoA is ##STR4## wherein, R.sub.5 is hydrogen or acyl, R.sub.6 is hydrogen, halogen, lower alkyl, aryl or cycloalkyl, and R.sub.7 and R.sub.8, independently, are hydrogen, lower alkyl or halogen, orA is ##STR5## wherein, R.sub.5 is hydrogen or acyl, R.sub.9 is hydrogen, lower alkyl, R.sub.10 is hydrogen, lower alkyl or halogen, R.sub.11 is hydrogen, lower alkyl, cycloalkyl or halogen, m is 0 or 1, n is an integer of 2-10, provided, that no more than one of R.sub.1 or R.sub.2 can be hydroxy, alkanoyloxy or ##STR6## and when R is hydrogen, salts thereof with pharmaceutically acceptable bases or when R is --(CH.sub.2).sub.

Abstract: Catalysts made by the Raney process (e.g., Raney process nickel) pelletized in matrix of polymer and plasticizer are activated by either (a) removal of plasticizer (e.g., by solvent extraction) followed by leaching out Al with caustic solution, leaving an active catalyst made by the Raney process in a polymer matrix; or (b) removal of plasticizer, then calcining to remove polymer, followed by leaching with caustic. The activated catalyst pellets have sufficient strength and attrition resistance for efficient use in fixed beds and packed columns for superior hydrogenation of toluene, heptene, butyraldehyde, and other conventional feedstockers used with catalysts made by the Raney process.

Abstract: Tetrafluoroethoxybenzenes, and their acid addition salts, of the general formula: ##STR1## in which R.sup.1 may represent hydrogen or an alkyl having from 1 to 4 carbon atoms and R.sup.2, R.sup.3 and R.sup.4 represent one or more of the same or different substituents selected from hydrogen, an alkyl having 1 to 4 carbon atoms or mono- or dihydroxyalkyls having 1 to 4 carbon atoms, provided that the amino groups are situated relative to one another in an ortho- or meta- position and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 do not simultaneously represent hydrogen when the amino groups are arranged in a 2,4-position. The compounds of the invention, along with 2,4-diaminotetrafluoroethoxybenzene, are useful as coupler components in oxidative hair coloring agents. A process for making the compounds, as well as a separate process for making the mono-N-.beta.-hydroxyethyl compounds, is provided.

Abstract: Aromatic diamino compounds are produced by hydrogenating the corresponding dinitro compounds in the presence of a modified Raney catalyst. The modified Raney catalyst is obtained by treating an alloy made up of 50-95 wt % of aluminum, 4-45 wt % nickel and/or cobalt and 1-46 wt % of at least one modifying metal with an alkali material. The modifying metal is selected from the metals of the first, fourth, fifth, sixth, seventh and eighth subgroups of the Periodic Table of Elements. The hydrogenation is preferably carried out at from 170.degree. to 250.degree. C. and a pressure of 15-50 bar. The heat generated during hydrogenation is preferably used to produce steam.

Abstract: Reduction of aromatic nitro compounds, e.g. nitro-benzene, using a catalyst containing nickel and/or cobalt and at least one difficulty reducible metal oxide, e.g. alumina, particularly alumina plus a rare earth, and having a high nickel/cobalt content.

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.

Abstract: Azo dyestuffs of the formula ##STR1## wherein R.sub.1 denotes acyl,R.sub.2 denotes hydrogen, fluorine, chlorine or trifluoromethyl,R.sub.3 denotes hydrogen, optionally substituted C.sub.1 -C.sub.4 -alkyl, cyclohexyl or optionally substituted phenyl andR.sub.4 denotes hydrogen or C.sub.1 -C.sub.4 -alkyl groupare suitable for dyeing natural and synthetic fibre materials, for example for dyeing wool or polyamide fibres, in level read to violet shades with very good fastnesses to light, wet processing and perspiration, the color yield being good.

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.

Abstract: Diamines corresponding to the general formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 may be identical or different and represent hydrogen or straight- or branched-chain C.sub.1 -C.sub.12 alkyl groups, provided that two of the radicals,R.sup.1, R.sup.2 and R.sup.3, represent hydrogen, m and n each represent 0 or 1, provided that m+n=1; where m or n=0, the free valence is saturated by hydrogen, optionally in the form of isomeric mixtures, and optionally containing up to 35%, by weight, of the corresponding perhydrogenated diamines, and up to 10%, by weight, of the corresponding unhydrogenated aromatic diamines.Also, a process for preparing these diamines by catalytically-hydrogenating the corresponding aromatic diamines with 3 moles of hydrogen per mole of diamine, or catalytically-hydrogenating the corresponding dinitro compounds with 9 moles of hydrogen per mole of dinitro compound.

Abstract: The invention relates to an improved process for the preparation of toluene diamine from dinitrotoluene involving hydrogenation of dinitrotoluene with hydrogen gas at elevated temperatures and super atmospheric pressure in the presence of a supported nickel catalyst and carbon monoxide ranging from 0.001 to 0.1 volume percent. The rate of hydrogenation, product quality and yield are improved when hydrogen spiked with small amounts of carbon monoxide was used.

Abstract: Catalysts for the gas-phase reduction of aromatic nitro compounds to aromatic amines are regenerated by treatment of the catalyst, at elevated temperature, with a gas mixture which contains oxygen, inorganic and/or organic amines and/or nitrogen oxides and, where appropiate, steam.

Abstract: A nitroamine is formed from an aliphatic amine reactant + a nitroalkane + an aldehyde with better conversion, and faster, if the aldehyde is added last, and gradually, so as not to form an alkanolamine intermediate with the aldehyde as in the prior art reactions. In particular, a diamine such as ethylene diamine (EDA) has the unique ability, even among diprimary amines, to react with nitroalkane, to form a salt intermediate to which is added an essentially solvent-free aldehyde such as paraformaldehyde to produce a reaction product consisting essentially of a mixture of (i) a mononitrodialkylenediamine with a disubstituted N-adjacent terminal C atom and (ii) a dinitrotrialkylenediamine with each N-adjacent terminal C atom being disubstituted; and the mixture is obtained in an yield of at least 90 mol %.

Abstract: A process for producing aminophenyl-.beta.-hydroxyethylsulfone of the formula (I), ##STR1## which comprises the following steps: (1) condensing nitrohalobenzene with mercaptoethanol in the presence of an alkali hydroxide and at least one reaction medium selected from N-alkyl-substituted amides and sulfoxides to produce mononitrophenyl-.beta.-hydroxyethylsulfide of the formula (II): ##STR2## (2) oxidizing the mononitrophenyl-.beta.-hydroxyethylsulfide (II) to produce mononitrophenyl-.beta.-hydroxyethylsulfone of the formula (III): ##STR3## and (3) reducing the mononitrophenyl-.beta.-hydroxyethylsulfone to produce the aminophenyl-.beta.-hydroxyethylsulfone of the formula (I). This compound is useful as an intermediate for aminophenyl-.beta.-sulfatoethylsulfone represented by the following formula: ##STR4## which is an important intermediate for vinyl sulfone type reactive dyes largely used for dyeing cellulose fiber materials.

Abstract: A process for the preparation of 5-amino-2,4-dimethylacetanilide by reduction of 5-nitro-2,4-dimethylacetanilide with hydrogen is disclosed characterized in that a crude mixture containing 5-nitro-2,4-dimethylacetanilide in admixture with at least one of its position isomers is hydrogenated in a water-miscible organic solvent which optionally contains water. The 5-amino-2,4-dimethylacetanilide is separated off from the reaction mixture by means of crystallization employing a mixture of water-miscible organic solvent and water.

Abstract: A method for the reduction of nitrogen compounds containing an N--N or N.dbd.N bond, which are soluble in water or lower alcohols, particularly nitrosamines, hydrazines, nitramines, azo- and azoxy-compounds, to the corresponding amines; comprising contacting the nitrogen compounds with a hydroxide solution and a nickel-aluminum alloy in the absence of a hydrogen atmosphere, at room temperature and at atmospheric pressure, for a sufficient time to produce the corresponding amine in a single step.

Abstract: Supported catalysts comprised of one or more metals of Group VIII, optionally one or more metals from Group IB and IIA, aluminum and silicate are used for hydrogenating hydrogenatable organic compounds. The catalysts can be produced by coprecipitating metal ions from Group VIII, optionally metal ions from Groups IB and IIA, aluminum ions, and silicate ions, in the presence of solid porous particles.

Abstract: A process for the preparation of 4-amino-3-methyl-phenol from 4-nitroso-3-methyl-phenol, which comprises contacting said 4-nitroso-3-methyl-phenol with iron in an acid aqueous medium at a temperature of 20.degree. to 100.degree. C. said medium having pH in the range from 2 to 6.5.

Abstract: 3,3'-diamino diphenylsulfones are prepared by catalytically reducing and dehalogenating, in the presence of a reduction catalyst and a dehydrohalogenation agent, a diphenylsulfone compound of the general formula ##STR1## in which X is a halogen atom and Y is hydrogen or a halogen atom.

Abstract: A process for preparing an N,N-disubstituted p-phenylenediamine of the formula ##STR1## wherein R.sup.1 is alkyl of 1-6 C atoms, R.sup.2 is alkyl of 1-6 C atoms or alkyl of 1-6 C atoms which is substituted by OH, lower alkoxy, a sulfo group or an alkylsulfonamido group and R.sup.3 is hydrogen or lower alkylor an acid addition salt thereof,comprises adding an alkyl nitrite, as a nitrosation agent,to an aqueous, acid suspension of the corresponding aniline derivative of the formula ##STR2## thereby forming the corresponding N,N-disubstituted p-nitroso-aniline, and subsequently hydrogenating the latter without isolation thereof from the reaction mixture.

Abstract: Supported coprecipitated cobalt-silica hydrogenation catalysts are disclosed. The catalysts are prepared by: preparing an aqueous reaction mixture containing cobalt cations, silicate anions and solid porous carrier particles under agitation to form a coprecipitate of the cobalt and silicate ions onto said solid porous support particles; heating the aqueous reaction mixture; and adding an alkaline precipitating agent to further precipitate the cobalt and silicate ions onto said solid porous carrier particles. The aqueous reaction mixture may additionally include copper cations.

Abstract: In the reduction of di- or polynitro aromatic compounds by gaseous H.sub.2 S over a solid catalyst, addition of CO gas promotes formation of amino groups from all nitro groups in the molecule. A preferred embodiment is reduction of 2,4- and/or 2,6-dinitrotoluene in vapor phase at 325.degree. C. over a supported iron or supported cobalt catalyst on a support comprising alumina. The amino products are useful for production of polyurethane resins.

Abstract: A method for preparing 2,4-diaminophenol or 2,4-diaminophenol dihydrochloride comprising hydrogenation of 2,4-dinitrophenol on a membrane catalyst made of an alloy consisting of 90 to 98% by mass of palladium, 2 to 10% by mass of rhodium or ruthenium. Said hydrogenation of 2,4-dinitrophenol is effected by hydrogen diffusing through said membrane catalyst. The starting 2,4-dinitrophenol is used in a medium of water or a 4--37% aqueous solution of hydrochloric acid at a concentration of 2,4-dinitrophenol in said medium ranging from 2 to 50% by mass. The hydrogenation is effected at a temperature within the range of from 50.degree. to 150.degree. C. under a pressure of from 1 to 60 atm.

Abstract: Aniline may be prepared by reaction of nitrobenzene and vinylcyclohexene at 170.degree. C.-300.degree. C., typically 200.degree. C., in the presence of a homogeneous catalyst typified by IrCl(CO)(Ph.sub.3 P).sub.2.

Abstract: Amino phenols of the general formula ##STR1## wherein R is a substantially saturated, hydrocarbon-based group of at least about 30 aliphatic carbon atoms, a, b and c are, for example, each 1, 2 or 3, and Ar is an aromatic moiety such as a benzene nucleus, naphthalene nucleus or linked benzene nuclei, are useful additives for fuels and lubricants. These amino phenols can be conveniently prepared by nitrating an appropriate hydroxy aromatic compound and reducing the nitro groups to amino groups. Typically such amino phenols are formed by nitration and reduction of alkyl phenols having an alkyl or alkenyl group of at least about 50 carbon atoms.

Abstract: Amino phenols of the general formula ##STR1## wherein R is a substantially saturated hydrocarbyl substituent having an average of from about 30 to about 750 aliphatic carbon atoms; R' is a substituent selected from the group consisting of lower alkyl, lower alkoxyl, nitro, and halo; and z is 0 or 1, are useful as additives for fuels and lubricants. These amino phenols can be conveniently prepared by nitrating an appropriate hydroxy aromatic compound and reducing the nitro groups to amino groups.

Abstract: Anthranilic acid has been anchored to polystyrene, and rhodium, palladium, platinum and ruthenium complexes of this modified polystyrene have been prepared. These catalysts will reduce a variety of olefinic and aromatic hydrocarbons, and also nitrile, nitro and carbonyl functional groups, said carbonyl groups being present in either ketones or aldehydes.

Abstract: A method of preparing p-aminodiphenylamines from diphenylamines is described whereby neither the N-nitrosodiphenylamine or the p-nitrosodiphenylamine need be isolated. The method rests on the discovery that alkali metal salts of p-nitrosodiphenylamines are soluble in non-aqueous organic solvent systems consisting of certain aromatic hydrocarbons and saturated aliphatic alcohols, and that such salts can be readily hydrogenated in their non-aqueous solution to the corresponding p-aminodiphenylamine.

Abstract: A particularly active Raney nickel catalyst is provided with a high-iron content, containing about 10 to 30% by weight of iron relative to the sum of the active metals nickel and iron. The catalyst can be prepared by treating aluminum/nickel/iron alloys which contain (1) 21 to 49.5% by weight of nickel, (2) 3 to 16.5% by weight of iron and (3) aluminum to make up to 100%, with an inorganic or organic base and separating the catalyst from the reaction mixture. According to the invention, said particularly active Raney nickel catalysts are used for the hydrogenation of organic compounds.

Abstract: Supported coprecipitated nickel-cobalt-silica and nickel-cobalt-copper-silica hydrogenation catalysts are disclosed. The catalysts are prepared by preparing an aqueous reaction mixture containing nickel and cobalt cations (and optionally copper cations), silicate anions and solid porous carrier particles under agitation to form a coprecipitate of the nickel, cobalt (and optionally copper) and silicate ions onto said solid porous support particles; heating the aqueous reaction mixture; and adding an alkaline precipitating agent to further precipitate the nickel, cobalt (and optionally copper) and silicate anions onto said solid porous carrier particles.

Abstract: Amino substituted aromatic compounds may be prepared by treating the corresponding nitro substituted aromatic compound at an elevated temperature and pressure in the presence of a catalytic composition of matter comprising metal catalyst complexes selected from the group consisting of metal phthalocyanines and metal carbonyls in which the metal portion of the compound is a Group VIII metal. Reaction conditions which may be employed will include temperatures ranging from about 90.degree. to about 300.degree. C. and pressures ranging from about 5 to about 5000 atmospheres.

Abstract: A process for the manufacture of 2,4- and 2,6-diaminotoluenes comprises catalytically hydrogenating the corresponding molten nitro compound in the presence of water, adding hydrochloric acid to form the monohydrochlorides, crystallizing 2,6-diaminotoluene monohydrochloride, filtering it off and, if desired, liberating the free bases by addition of an alkali.

Abstract: In the process of hydrogenating an aromatic dinitrile to the corresponding di-primary amine in the presence of a catalyst, the improvement of using as catalyst a cobalt catalyst promoted with rhodium where the weight ratio of rhodium to cobalt is 1.0 or less.