Chemistry of Heterocyclic Compounds

, Volume 2, Issue 4, pp 377–380 | Cite as

Compounds with potential antitubercular activity

XII. Synthesis and some reactions of 6-alkoxy-2-mercaptobenzoxazoles
  • T. P. Sycheva
  • Z. A. Panhkina
  • I. D. Kiseleva
  • M. N. Shchukina


Nitrosation of resorcinol monoalkyl ethers, followed by reduction of the nitroso compounds to amines, and reaction of the latter with potassium xanthate gives 6-methoxy-and 6-ethoxy-2-mercaptobenzoxazoles. Oxidation of the latter with potassium permanganate gives the potassium salts of the corresponding 6-alkoxy-2-benzoxazole sulfonic acids. Treatment of these salts with potassium cyanide gives a mixture of amides and nitriles of the 6-alkoxy-2-benzoxazole carboxylic acids; the nitriles are converted into thioamides. Reaction of potassium 6-ethoxy-2-benzoxazole sulfonates with 2-aminothiazole gives a quite insignificant yield of 6-ethoxy-2-(thiazolyl-2′-amino) benzoxazole.


Potassium Sulfonate Amide Nitrile Carboxylic Acid 
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Copyright information

© The Faraday Press, Inc. 1967

Authors and Affiliations

  • T. P. Sycheva
    • 1
  • Z. A. Panhkina
    • 1
  • I. D. Kiseleva
    • 1
  • M. N. Shchukina
    • 1
  1. 1.Ordzhonikidze Ail-Union Chemical-Pharmaceutical Scientific Research InstituteMoscow

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