Process for the preparation of .beta.-(benzothiazolylthio)- and .beta.-(benzimidazolylthio)-carboxylic acid derivatives
US4652653A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | May 7, 1985 |
| Grant date | Mar 24, 1987 |
| Priority date | — |
| Expiry date | May 7, 2005 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D235/28
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The reaction of 2-mercapto-benzothiazole or -benzimidazole with .alpha.,.beta.-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.sub.2, CN, COOH, COOalkyl or a tertiary amino or carbamoyl group and R.sup.1, R.sup.2 and R.sup.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.sup.1 and R.sup.2 together are straight-chain or branched alkylene, which can be substituted by 1 or 2 carboxyl groups, R.sup.4 is unsubstituted or substituted amino, alkoxy, cycloalkoxy, aryloxy or aralkyloxy, or R.sup.2 and R.sup.4 together are CH.sub.2 --CO--O-- or --CH.sub.2 CO--NR.sup.5 -- or R.sup.3 and R.sup.4 together are --CO--O-- or --CO--NR.sup.5 --, forming an anhydride or imide ring, wherein R.sup.5 is unsubstituted or substituted alkyl, cycloalkyl, aryl, aralkyl or hydrogen.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.