Skip to main content
SpringerLink
Log in

Mechanism of cineamination of chloroethynylpyrazoles

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

Conclusions

4-Chloroethynyl-5-chloromethyl derivatives are not intermediates in the cineamination of 4-chloroethynyl-5-methylpyrazoles with NaNH2 in liquid ammonia. Experimental evidence thus enables one of two alternative mechanisms for this reaction, involving the initial intermolecular transfer of halogen to the 5-methyl group, to be rejected.

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. M. S. Shvartsberg and S. F. Vasilevskii, Izv. Akad. Nauk SSSR, Ser. Khim., 2166 (1973).

  2. M. S. Shvartsberg, S. F. Vasilevskii, and A. N. Sinyakov, Izv. Akad. Nauk SSSR, Ser. Khim., 2292 (1976).

  3. W. Kirmse, Carbene Chemistry, 2nd ed., Academic Press (1971).

  4. T. B. Patrick, Tetrahedron Lett., 1407 (1974).

  5. A. N. Sinyakov and M. S. Shvartsberg, Izv. Akad. Nauk SSSR, Ser. Khim., 1126 (1979).

  6. A. N. Sinyakov, S. F. Vasilevskii, and M. S. Shvartsberg, Izv. Akad. Nauk SSSR, Ser. Khim., 2148 (1976).

  7. A. N. Sinyakov, S. F. Vasilevskii, and M. S. Shvartsberg, Izv. Akad. Nauk SSSR, Ser. Khim., 2306 (1977).

  8. A. N. Sinyakov and M. S. Shvartsberg, Izv. Akad. Nauk SSSR, Ser. Khim., 2306 (1979).

  9. A. N. Nesmeyanov, N. K. Kochetkov, and M. I. Rybinskaya, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 350 (1950).

  10. C. Wiyberger and C. L. Habraken, H. Het. Chem.,6, 545 (1969).

    Google Scholar 

  11. M. S. Shvartsberg, S. F. Vasilevskii, V. G. Kostrovskii, and I. L. Kotlyarevskii, Khim. Geterotsikl. Soedin., 1055 (1969).

  12. S. F. Vasilevskii, A. N. Sinyakov, M. S. Shvartsberg, and I. L. Kotlyarevskii, Izv. Akad. Nauk SSSR, Ser. Khim., 2288 (1976).

Download references

Author information

Authors and Affiliations

  1. Institute of Chemical Kinetics and Combustion, Siberian Branch, Academy of Sciences of the USSR, Novosibirsk

    M. S. Shvartsberg, A. N. Sinyakov, V. G. Lipovich & A. G. Sakhabutdinov

Authors
  1. M. S. Shvartsberg
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. N. Sinyakov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. G. Lipovich
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. G. Sakhabutdinov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1364–1369, June, 1983.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shvartsberg, M.S., Sinyakov, A.N., Lipovich, V.G. et al. Mechanism of cineamination of chloroethynylpyrazoles. Russ Chem Bull 32, 1236–1241 (1983). https://doi.org/10.1007/BF00953164

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00953164

Keywords

Search

Navigation