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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
Article

Abstract

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.

Keywords

Potassium Sulfonate Amide Nitrile Carboxylic Acid 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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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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