Skip to main content
Log in

Effect of the reaction conditions on the character of the products of acetylation of 2-methylmercapto-, 2-methoxy-, and 2-dimethylaminothiophene

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Acetylation of 2-methylmercaptothiophene by the action of acetyl chloride in methylene chloride at −70°C in the presence of excess AlCl3 gives a mixture of 5-methylmercapto-2-acetylthiophene, 5-methylmercapto-2,4-diacetylthiophene, and a small amount of 3-acetyl-substituted derivative. The acetylation of 2-methoxythiophene gives similar results. 5-Dimethylamino-2-acetylthiophene was obtained from 2-dimethylaminothiophene under similar conditions.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. L. I. Belen'kii, N. S. Ksenzhek, and Ya. L. Gol'dfarb, Khim. Geterotsikl. Soedin., 310 (1972).

  2. L. I. Belen'kii, A. P. Yakubov, and Ya. L. Gol'dfarb, Zh. Organ. Khim., 6, 2524 (1970).

    Google Scholar 

  3. A. P. Yakubov, L. I. Belen'kii, and Ya. L. Gol'dfarb, Zh. Organ. Khim., 7, 525 (1971).

    Google Scholar 

  4. Ya. L. Gol'dfarb, M. A. Kalik, and M. L. Kirmalova, Zh. Obshch. Khim., 29, 2034 (1959).

    Google Scholar 

  5. E. N. Zvyagintseva, T. A. Yakushina, L. I. Belen'kii, Ya. L. Gol'dfarb, and A. I. Shatenshtein, Zh. Obshch. Khim., 38, 2004 (1968).

    Google Scholar 

  6. R. A. Hoffman and S. Gronowitz, Ark. Kemi, 16, 563 (1961).

    Google Scholar 

  7. J. Sicé, J. Am. Chem. Soc., 75, 3697 (1953).

    Google Scholar 

  8. R. A. Hoffman and S. Gronowitz, Ark. Kemi, 16, 515 (1961).

    Google Scholar 

  9. I. P. Romm and E. N. Gur'yanova, Zh. Obshch. Khim., 38, 1927 (1968).

    Google Scholar 

  10. H. Hartmann and S. Scheithauer, J. Prakt. Chem., 311, 827 (1969).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 486–489, April, 1973.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ksenzhek, N.S., Belen'kii, L.I. & Gol'dfarb, Y.L. Effect of the reaction conditions on the character of the products of acetylation of 2-methylmercapto-, 2-methoxy-, and 2-dimethylaminothiophene. Chem Heterocycl Compd 9, 447–450 (1973). https://doi.org/10.1007/BF00471521

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00471521

Keywords

Navigation