Chemistry of Heterocyclic Compounds

, Volume 15, Issue 4, pp 387–390 | Cite as

Synthesis of substituted thienothiazoles

  • P. I. Abramenko
  • T. K. Ponomareva
  • G. I. Priklonskikh


The action of sulfur monochloride on 2-amino-3-carboxy-5-phenylthiophene or 2-amino5-phenylthiophene hydrochloride gave 5-phenylthieno[2,3-d]-2-thioniathiazole chloride, which is converted to the corresponding hydrate on treatment with water. Heating of the thionium salt or its hydrate with carbon disulfide in an aqueous alcohol solution of aklaki gave 2-mercapto-5-phenylthieno[2,3-d]thiazole, which under the influence of dialkyl sulfates or on oxidation with potassium permanganate in alkaline media is converted, respectively, to S-alkyl derivatives or a 5-phenylthieno[2,3-d]thiazole-2-sulfonic acid salt. 2-Sulfo-3-alkylthieno[2,3-d]thiazolium betaines are obtained by heating the latter with alkylating agents. 2-Hydroxy-thieno[2,3-d]thiazoles were synthesized by hydrolysis of thienothiazole-2-sulfonic acids.


Potassium Hydrolysis Hydrate Hydrochloride Disulfide 
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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • P. I. Abramenko
    • 1
  • T. K. Ponomareva
    • 1
  • G. I. Priklonskikh
    • 1
  1. 1.All-Union State Scientific-Research and Design Institute of the Photographical-Chemical IndustryMoscow

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