Skip to main content
SpringerLink
Log in

Synthesis of 5-Methyl-1,2,4-triazolo[1,5-a]pyrimidin-7(4H)-one in Supercritical Carbon Dioxide

  • Letters to the Editor
  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

5-Methyl-1,2,4-triazolo[1,5-a]pyrimidin-7(4H)-one, an intermediate product in the synthesis of the antiviral drug Triazid®, was obtained for the first time by condensation of 3H-1,2,4-triazol-5-amine with ethyl acetoacetate in the presence of a catalytic amount of ZnCl2 in supercritical carbon dioxide (200 bar) under solvent-free conditions. Depending on the temperature and reaction time, the conversion was 90%.

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

References

  1. Larsson, D.G.J., Philos. Trans. R. Soc., B, 2014, vol. 369, article no. 20130571. doi https://doi.org/10.1098/rstb.2013.0571

  2. Grodowska, K. and Parczewski, A., Acta Pol. Pharm., 2010, vol. 67, p. 3.

    CAS  PubMed  Google Scholar 

  3. Budisa, N. and Schulze-Makuch, D., Life, 2014, vol. 4, p. 331. doi https://doi.org/10.3390/life4030331

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  4. Chupakhin, O.N., Charushin, V.N., Rusinov, V.L., Ulomskii, E.N., Kotovskaya, S.K., Kiselev, O.I., Deeva, E.G., Savateev, K.V., and Borisov, S.S., RU Patant no. 2 529 487.

  5. Gujjar, R., Mazouni, F.E., White, K.L., White, J., Creason, S., Shackleford, D.M., Deng, X., Charman, W.N., Bathurst, I., Burrows, J., Floyd, D.M., Matthews, D., Buckner, F.S., Charman, S.A., Phillips, M.A., and Rathod, P.K., J. Med. Chem., 2011, vol. 54, p. 3935. doi https://doi.org/10.1021/jm200265b

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  6. Savateev, K.V., Ulomsky, E.N., Fedotov, V.V., Rusinov, V.L., Sivak, K.V., Lyubishin, M.M., Kuzmich, N.N., and Aleksandrov, A.G., Russ. J. Bioorg. Chem., 2017, vol. 43, p. 421. doi https://doi.org/10.1134/S1068162017040094

    Article  CAS  Google Scholar 

  7. Baklykov, A.V., Tumashov, A.A., Kotovskaya, S.K., Ulomskii, E.N., Rusinov, G.L., Rusinov, V.L. Chupakhin, O.N., and Charushin, V.N., Razrab. Registr. Lek. Sredstv, 2017, no. 2 (19), p. 44.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620990, Russia

    A. V. Baklykov, G. L. Rusinov, V. L. Rusinov, V. N. Charushin, D. S. Kopchuk, G. V. Zyryanov & G. A. Artem’ev

  2. Yeltsin Ural Federal University, ul. Mira 19, Yekaterinburg, 620002, Russia

    A. V. Baklykov, G. L. Rusinov, V. L. Rusinov, V. N. Charushin, D. S. Kopchuk & G. V. Zyryanov

Authors
  1. A. V. Baklykov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. G. L. Rusinov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. L. Rusinov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. N. Charushin
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. D. S. Kopchuk
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. G. V. Zyryanov
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. G. A. Artem’ev
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to G. V. Zyryanov.

Additional information

Russian Text © A.V. Baklykov, G.L. Rusinov, V.L. Rusinov, V.N. Charushin, D.S. Kopchuk, G.V. Zyryanov, G.A. Artem’ev, 2019, published in Zhurnal Obshchei Khimii, 2019, Vol. 89, No. 1, pp. 140–142.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Baklykov, A.V., Rusinov, G.L., Rusinov, V.L. et al. Synthesis of 5-Methyl-1,2,4-triazolo[1,5-a]pyrimidin-7(4H)-one in Supercritical Carbon Dioxide. Russ J Gen Chem 89, 151–152 (2019). https://doi.org/10.1134/S1070363219010274

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363219010274

Keywords

Search

Navigation