Process

US5952524A · kind A · utility

Assignee

• Ciba Specialty Chemicals Corporation · US

Inventors

• Victor Paul Eliu · Lörrach, DE
• Werner Kanert · Hégenheim, FR
• Adriano Indolese · Möhlin, CH
• Ian J. Fletcher · Magden, CH
• Julia Volkel · Weil am Rhein, DE
• Anita Schnyder · Allschwil, CH

Key dates

• Filing date: Apr 23, 1998
• Grant date: Sep 14, 1999
• Expiry date: Apr 23, 2018

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C303/22
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention provides a process for the production of a compound of formula: ##STR1## in which X and Y, independently, are hydrogen, halogen, NO.sub.2, CF.sub.3, CN, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, COO--C.sub.1 -C.sub.4 alkyl, CO--C.sub.1 -C.sub.4 alkyl, NH--(C.sub.1 -C.sub.4 alkyl), N(C.sub.1 -C.sub.4 alkyl).sub.2, NH(C.sub.1 -C.sub.4 alkyl-OH), N(C.sub.1 -C.sub.4 alkyl-OH).sub.2, COOH or SO.sub.3 H or an ester or amide thereof, or COOM or SO.sub.3 M in which M is Na, K, Ca, Mg, ammonium, mono-, di-, tri- or tetra-C.sub.1 -C.sub.4 alkylammonium, mono-, di- or tri-hydroxyalkylammonium or ammonium that is di- or tri-substituted with a mixture of C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.4 hydroxyalkyl groups; PA1 Z is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, CF.sub.3, halogen (F, Cl, Br, I), SO.sub.3 H or SO.sub.3 M in which M has its previous significance; and PA1 n is 1 or 2; comprising A) reacting a diazonium compound having the formula: ##STR2## in which X and n have their previous significance and G is a counter ion, with ethylene in the presence of an inorganic or organic palladium compound, or a mixture thereof, as catalyst-precurso…