Process for the preparation of β-(benzothiazolylthio)- and β-(benzimidazolylthio)-carboxylic acid derivatives

Abstract

Abstract The reaction of 2-mercapto-benzothiazole or -benzimidazole with α,β-unsaturated carboxylic acid derivatives in a strongly acid reaction medium gives compounds of the formula I ##STR1## in which X is sulfur or NH, each radical R independently of one another is H, alkyl, halogenalkyl, alkoxy, alkylthio, alkylsulfonyl, phenyl, alkylphenyl, phenylalkyl, cycloalkyl, halogen, NO 2 , CN, COOH, COOalkyl or a tertiary amino or carbamoyl group and R 1 , R 2 and R 3 independently of one another are H, alkyl, halogenalkyl, hydroxyalkyl, alkoxyalkyl unesterified or esterified carboxyl or carboxylalkyl, carbamyol, carbamyolalkyl or unsubstituted or substituted aryl or aralkyl, or R 1 and R 2 together are straight-chain or branched alkylene, which can be substituted by 1 or 2 carboxyl groups, R 4 is unsubstituted or substituted amino, alkoxy, cycloalkoxy, aryloxy or aralkyloxy, or R 2 and R 4 together are CH 2 --CO--O-- or --CH 2 CO--NR 5 -- or R 3 and R 4 together are --CO--O-- or --CO--NR 5 --, forming an anhydride or imide ring, wherein R 5 is unsubstituted or substituted alkyl, cycloalkyl, aryl, aralkyl or hydrogen.

Inventors

• 👤 Marcus Baumann
• 👤 Hans Bosshard
• 👤 Hans Greuter

Bibliographic Details