Skip to main content
SpringerLink
Log in

Synthesis and properties of 3-cyano-3-hetaryl-ylidene-2-oxopropyl ethanethioates and 4-cyano-4-hetarylylidene-3-oxobutyl ethanethioates

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Acylation of hetarylacetonitriles and hetarylylideneacetonitriles with acetylmercaptoacetyl chloride gave 3-cyano-3-hetarylylidene-2-oxopropyl ethanethioates. 2-Amino-3-hetaryl-4(5H)oxothio-phenes or 2-hetarylylidene-3-oxo-4-sulfanylbutanenitriles were obtained on treating them with bases. Acylation of hetarylacetonitriles with 3-acetylmercaptopropionyl chloride gave 4-cyano-4-hetaryl-ylidene-3-oxobutyl ethanethioates, deacetylation of which gave 2-hetarylylidene-3-oxo-5-sulfanyl-pentanenitriles.

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

Scheme 1
Scheme 2
Scheme 3
Scheme 4
Scheme 5
Scheme 6
Scheme 7
Scheme 8

Similar content being viewed by others

Notes

  1. *FOD is 2,3-dimethyl-6,6,7,7,8,8,8-heptafluoroocta-3,5-dione.

References

  1. Yu. M. Volovenko, T. A. Volovnenko, and A. V. Dobridnev, Khim. Geterotsikl. Soed., 1314 (2006). [Chem. Heterocycl. Comp., 42, 1137 (2006].

  2. Yu. M. Volovenko, T. A. Volovnenko, and A. V. Dobridnev, Khim. Geterotsikl. Soed., 680 (2006). [Chem. Heterocycl. Comp., 42, 594 (2006)].

  3. Yu. M. Volovenko and T. A. Volovnenko, Khim. Geterotsikl. Soed., 202 (2005). [Chem. Heterocycl. Comp., 41, 173 (2005)].

    Google Scholar 

  4. L. M. Yagupol'skii, M. M. Kul'chitskii, and A. Ya. Il'chenko, Zh. Org. Khim., 10, 1321 (1974).

    Google Scholar 

  5. M. I. Rudnev, V. P. Kurbatov, N. K. Chub, and O. A. Osipov, Zh. Obshch. Khim., 58, 2334 (1988).

    CAS  Google Scholar 

  6. P. D. Frank and D. Kendall, US Pat. 2542401; Chem. Abstr., 45, 10109 (1951).

  7. Yu. M. Volovenko, I. P. Kupchevskaya, S. V. Litvinenko, and F. S. Babichev, Ukr. Khim. Zh., 57, 419 (1991).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Taras Shevchenko Kiev National University, Kiev, 01033, Ukraine

    A. V. Dobridnev, T. A. Volovnenko, A. V. Turov & Yu. M. Volovenko

Authors
  1. A. V. Dobridnev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. A. Volovnenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. V. Turov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Yu. M. Volovenko
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. V. Dobridnev.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, 1097-1106, July, 2010.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Dobridnev, A.V., Volovnenko, T.A., Turov, A.V. et al. Synthesis and properties of 3-cyano-3-hetaryl-ylidene-2-oxopropyl ethanethioates and 4-cyano-4-hetarylylidene-3-oxobutyl ethanethioates. Chem Heterocycl Comp 46, 887–895 (2010). https://doi.org/10.1007/s10593-010-0598-7

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-010-0598-7

Keywords

Search

Navigation