Ciba-geigy Corporation

Novartis Ag

Ciba Specialty Chemicals Corporation

Novartis Consumer Health S.a.

Norvartis Corporation

Peter Baumeister

Urs Siegrist

Martin Studer

Gottfried Seifert

Heinz Steiner

Rolf Schurter

Hermann Rempfler

Michael Rasberger

Pierre Martin

Paul Dubs

Graziano Vignali

Victor Paul Eliu

Hansjurg Wetter

Paul Radimerski

Werner Kanert

Julia Volkel

Jean Indermuhle

Eckehard Rosenegger

Dieter Reinehr

Wilfried Scherrer

Giovanni De Roit

The present invention relates to a hydrogenation process for the preparation of aromatic amino compounds containing directly on the aryl ring or in a side chain one or more entities that may also undergo hydrogenation, such as carbon multiple bonds, nitrile groups, imino groups or carbonyl groups. The preparation is carried out by catalytic hydrogenation of the corresponding aromatic nitro compounds in the presence of a phosphorus-modified noble metal catalyst. The invention relates also to the use of modified noble metal catalysts for the hydrogenation of aromatic nitro compounds containing carbon multiple bonds and/or substituted by nitrile, imino or carbonyl groups.

Process for the preparation of substituted aromatic amino compounds

The present invention relates to a hydrogenation process for the production of aromatic halogen-amino compounds by means of catalytic hydrogenation on noble metal catalysts of corresponding aromatic halonitro compounds, characterised in that a rhodium, ruthenium, iridium, platinum or palladium catalyst which is modified with an inorganic or organic phosphorus compound with a degree of oxidation of less than V, is used, in the presence of a vanadium compound.

Process for the production of aromatic halogen-amino compounds

Process for the catalytic hydrogeneration of aromatic nitro compounds

A process for the production of compounds useful as fluorescent whitening agents of formula: ##STR1## in which X and Y, are as defined herein and n is 1 or 2, comprises A) diazotising one mole of an amine of formula: ##STR2## (2A) to produce a diazonium compound of the formula: ##STR3## (2) in which G.sub.1 is a counter ion; and diazotising one mole of an amine of formula: ##STR4## (3A) to produce a diazonium compound having the formula: ##STR5## (3); and B) reacting one mole of a divinyl compound having the formula: ##STR6## (4) with one mole of a compound having the formula (2) and with one mole of a compound having the formula (3), in the presence of an inorganic or organic palladium salt, or a mixture thereof, as catalyst-precursor.

Process for the production of distyryl-biphenyl compounds

Process for the preparation of unsaturated amino compounds

A process for the preparation of substituted benzenes or benzenesulfonic acid and its derivatives comprising diazotisation of an aminobenzene or ortho-amino-benzenesulfonic acid derivative followed by homogeneous palladium-catalyzed coupling with an olefine and heterogeneous palladium-catalyzed hydrogenation of the olefinic substituent, wherein the homogeneous catalyst is reduced and precipitated as metal after the coupling in the reaction mixture and used as a heterogeneous palladium catalyst for the hydrogenation step. The process is particular suitable for the preparation N-benzenesulfon-N'-triazinyl-urea herbicides.

Process for the preparation of substituted benzenes and benzene sulfonic

A process for the preparation of substituted benzenes or benzenesulfonic acid and its derivatives comprising diazotisation of an aminobenzene or ortho-amino-benzenesulfonic acid derivative followed by homogeneous palladium-catalysed coupling with an olefine and heterogeneous palladium-catalysed hydrogenation of the olefinic substituent, wherein the homogeneous catalyst is reduced and precipitated as metal after the coupling in the reaction mixture and used as a heterogeneous palladium catalyst for the hydrogenation step. The process is particular suitable for the preparation N-benzenesulfon-N'-triazinyl-urea herbicides.

Process for the preparation of N,N'-substituted ureas

The catalytic hydrogenation of halogenated nitro aromatics using Raney nickel in the presence of a formamidine salt as dehalogenation inhibitor affords halogenated aromatic primary amines in high yields and high chemical purity within short reaction times even at elevated temperatures.

Process for the preparation of halogenated aromatic primary amines

A one step process for the preparation of bis(2,2,6,6-tetramethyl-4-piperidyl)amine by reacting 2,2,6,6-tetramethyl-4-piperidone or 2,2,6,6-tetramethyl-4-piperidone x H.sub.2 O with ammonia and hydrogen in the presence of a hydrogenation catalyst, characterized in that the molar ratio of 2,2,6,6-tetramethyl-4-piperidone versus ammonia is between 1:0.4 and 1:0.8.

Process for the preparation of bis(2,2,6,6-tetramethyl-4-piperidyl)amine

In accordance with a novel process, 2,3-difluoropyridines of formula I ##STR1## wherein X is halogen or trifluoromethyl, are prepared by diazotising a 3-amino-2-halopyridine of formula II ##STR2## wherein X is as defined for formula I and Y is bromine, chlorine or fluorine, in the presence of hydrogen fluroide, to give a 3-fluoro-2-halopyridine of formula III ##STR3## wherein X and Y are as defined for formula II, and treating resultant 3-fluoro-2-halopyridines of formula III, wherein Y is bromine or chlorine, with a fluorinating agent. The 2,3-difluoropyridines prepared by the novel process are valuable intermediates for the preparation of 2-[4-(3-fluoropyridin-2-yloxy)-phenoxy]propionic acid derivatives which are known as herbicides.

Process for the preparation of fluorinated pyridine derivatives

The present invention relates to a novel process for the preparation of an .alpha.,.alpha.-difluoroalkyl phenyl ether of formula I ##STR1## wherein R.sup.1 is hydrogen, halogen, amino, nitro, --SO.sub.2 --R.sup.4, --S--R.sup.5, --SO--R.sup.6 or --S--S--R.sup.7,

Process for the preparation of .alpha., .alpha.-difluoroalkyl phenyl

1-[2-(2,4-Dichlorophenyl)-pentyl]-1H-1,2,4-triazole can be produced, in a novel, simple, economical and isomer-free form, by reacting 2-(2,4-dichlorophenyl)-valeronitrile, in the presence of hydrogen, an acid and a hydrogenation catalyst, with a compound H.sub.2 N--NH--R to a compound of the formula ##STR1## hydrogenating the compound (III) catalytically to a compound ##STR2## hydrolysing compounds (IV) wherein R is not hydrogen, and converting the compounds (IV) wherein R=H, or salts thereof, with formamide and/or [3-(dimethylamino)-2-azaprop-2-en-1-ylidene]-dimethylammonium chloride, into 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole, or converting compounds (IV) wherein R=--COR', with aqueous formic acid, into the corresponding N,N'-bisformyl derivatives, and reacting these with formamide, optionally in the presence of NH.sub.3, to 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole. R in the formulae is hydrogen, --CHO, --COR', --COOR' or --CONH.sub.2, and R' is C.sub.1 -C.sub.4 -alkyl, benzyl or phenyl. 1-[2-(2,4-Dichlorophenyl)-pentyl]-1H-1,2,4-triazole exhibits fungicidal activity, and can be used to control phytopathogenic fungi.

Process for producing 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole

Diamines of the formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meanings defined in claim 1, can be produced by a simple process comprising reacting 1-aza-1,5,9-cyclododecatrienes, correspondingly substituted in the 3- and/or 12-position, with ammonia and hydrogen, in the presence of a hydrogenation catalyst, to obtain compounds (I). The compounds (I) are used for example as curing agents for epoxide resins, or for producing polyamides.

Growing community of inventors

Fluh, Switzerland

Peter Baumeister