Process for the preparation of .beta.-(benzothiazolylthio)- and

Details Process for the preparation of .beta.-(benzothiazolylthio)- and Process for the preparation of .beta.-(benzothiazolylthio)- and

1985-05-07

1987-03-24

Daus, Donald G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548170, 548327, 548329, C07D27774, C07D23528

Patent

active

046526536

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.

REFERENCES:
patent: 2725364 (1955-11-01), Dazzi
patent: 3161495 (1964-12-01), Miller
F. B. Zienty et al, J. Org. Chem., 27, 3140 (1962).
A. F. Halasa et al, J. Org. Chem., 36, 636 (1971).

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