Coumarin derivatives, process for their preparation, their use and thiazolyl acetic acid derivatives as intermediates

US5300656A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Eberhard Kuckert · West Haven, US
• Gunther Beck · Leverkusen, DE
• Florin Seng
• Antonius Lobberding · Wuppertal, DE

Key dates

• Filing date: Jul 16, 1992
• Grant date: Apr 5, 1994
• Expiry date: Jul 16, 2012

Classification

• Technology area (CPC G): Physics
• CPC primary: G01N33/582
• WIPO field: Measurement
• WIPO sector: Instruments

Abstract

Coumarin deviatives of the formula ##STR1## in which R.sup.1 denotes cyano, PA1 R.sup.2 represents phenyl or thiazolyl bonded in the 2-, 4-, or 5-position, PA1 R.sup.3 denotes hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxycarbonyl-C.sub.1 -C.sub.4 -alkyl and PA1 R.sup.4 represents hydrogen, C.sub.1 -C.sub.4 -alkyl or phenylsulphonyl, where C.sub.1 -C.sub.4 -alkyl can be substituted by hydroxyl, amino, carboxyl or C.sub.1 -C.sub.4 -alkoxy-carbonyl and phenyl can be monosubstituted or disubstituted by chlorine, bromine or C.sub.1 -C.sub.4 -alkyl, where furthermore R.sup.3 and R.sup.4, together with the N atom which they substitute, can denote a morpholine ring, a piperazine ring or a triazole ring which can carry one or two substituents from the group comprising methyl, ethyl and phenyl, and where furthermore one of the radicals R.sup.2, R.sup.3 and R.sup.4 denotes or carries a primary or secondary amino group, the hydroxyl group, the carboxyl group or the C.sub.1 -C.sub.4 -alkoxy-carbonyl group or can be converted into such a group by hydrolysis or hydrogenation, are suitable for dyeing biologically active compounds.