Skip to main content
SpringerLink
Log in

Synthesis and transformations of sulfides of thiopeene series Communication 27. Synthesis and reactions of 5-alkyl-3-dialkylaminomethylene-4-thiolene-2-thiones

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    3-(N, N-Dialkylaminomethylene)-4-thiolene-2-thiones were obtained by the reaction of aliphatic secondary amines with 2-mercapto-3-thenylidenimines.

  2. 2.

    The corresponding 5-ethylthieno[2, 3-b]thiophenes, substituted in the “2” position, are formed by the reaction of 5-ethyl-3-(N,N-dimethylaminomethylene)-4-thiolene-4-thione withα-halocarbonyl compounds.

  3. 3.

    3-Dimethylamino-5-ethyl-2,3-dihydrothieno[2,3-b]thiophene was obtained by the reaction of 5-ethyl-3-(N,N-dimethylaminomethylene)-4-thiolene-2-thione with dimethylsulfonium methylid.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. Ya. L. Gol'dfarb, M. A. Kalik, and M. L. Kirmalova, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 701 (1962).

  2. V. S. Bogdanov, M. A. Kalik, I. P. Yakovlev, and Ya. L. Gol'dfarb, Zh. Obshch. Khim.,40, 2102 (1970).

    Google Scholar 

  3. Ya. L. Gol'dfarb and M. A. Kalik, Khim. Geterotsikl. Soedin.,7, 178 (1971).

    Google Scholar 

  4. H. Kessler, Angew. Chem.,82, 237 (1970).

    Google Scholar 

  5. Ya. L. Gol'dfarb and V. P. Litvinov, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 343 (1963).

  6. I. Ya. Kvitko and A. A. Tarasenko, Zh. Organ. Khim.,7, 1253 (1971).

    Google Scholar 

  7. E. J. Corey and M. Chaykovsky, J. Am. Chem. Soc.,84, 3782 (1962).

    Google Scholar 

  8. V. Franzen and U. E. Driesen, Chem. Ber.,96, 1881 (1963).

    Google Scholar 

  9. D. J. Zwanenburg, H. de Haan, and H. Wynberg, J. Org. Chem.,31, 3363 (1966).

    Google Scholar 

  10. P. Bravo, G. Gaudiano, and M. G. Zubiani, J. Heterocycl. Chem.,7, 967 (1970).

    Google Scholar 

  11. P. Bravo, G. Gaudiano, and A. Umani-Ronchi, Tetrahedron Lett., 679 (1969).

  12. B. Holt and P. A. Lowe, Tetrahedron Lett., 683 (1966).

  13. F. Challenger and B. Fischwick, J. Inst. Petrol.,39, 220 (1953).

    Google Scholar 

  14. Ya. L. Gol'dfarb and M. A. Kalik, Khim. Geterotsikl. Soedin.,8, 902 (1972).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, USSR

    Ya. L. Gol'dfarb & M. A. Kalik

Authors
  1. Ya. L. Gol'dfarb
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. A. Kalik
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestlya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2072–2078, September, 1973.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Gol'dfarb, Y.L., Kalik, M.A. Synthesis and transformations of sulfides of thiopeene series Communication 27. Synthesis and reactions of 5-alkyl-3-dialkylaminomethylene-4-thiolene-2-thiones. Russ Chem Bull 22, 2017–2022 (1973). https://doi.org/10.1007/BF00929395

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00929395

Keywords

Search

Navigation