Skip to main content
SpringerLink
Log in

Five-membered 2,3-dioxo heterocycles: LXXX. Recyclization of 1H-pyrrole-2,3-diones into pyrazolo[1,5-a]pyrimidines by the action of pyrazolamine. Crystalline and molecular structure of substituted pyrazolo[1,5-a]pyrimidine

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

Methyl 1-aryl-3-aroyl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates reacted with 3-methyl-4-phenyl-1H-pyrazol-5-amine to give methyl 7-arylcarbamoyl-6-aroyl-2-methyl-3-phenylpyrazolo[1,5-a]-pyrimidine-5-carboxylates. The molecular and crystalline structures of methyl 6-benzoyl-7-(4-chlorophenylcarbamoyl)-2-methyl-3-phenylpyrazolo[1,5-a]pyrimidine-5-carboxylate were studied by X-ray analysis.

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

References

  1. Dmitriev, M.V., Silaichev, P.S., Aliev, Z.G., and Maslivets, A.N., Russ. J. Org. Chem., 2011, vol. 47, p. 1165.

    Article  CAS  Google Scholar 

  2. Maslivets, A.N. and Mashevskaya, I.V., 2,3-Digidro-2,3-pirroldiony (2,3-Dihydropyrrole-2,3-diones), Perm: Perm. Gos. Univ., 2005, p. 63.

    Google Scholar 

  3. Andreichikov, Yu.S., Gein, V.L., Zalesov, V.V., Kozlov, A.P., Kollentz, G., Maslivets, A.N., Pimenova, E.V., and Shurov, S.N., Khimiya pyatichlennykh 2,3-dioksogeterotsiklov (Chemistry of Five-Membered 2,3-Dioxo Heterocycles), Perm: Perm. Gos. Univ., 1994, p. 91.

    Google Scholar 

  4. Maslivets, A.N., Smirnova, L.I., Ivanenko, O.I., and Andreichikov, Yu.S., Russ. J. Org. Chem., 1995, vol. 31, p. 563.

    Google Scholar 

  5. Maslivets, A.N., Popova, T.M., and Andreichikov, Yu.S., Khim. Geterotsikl. Soedin., 1991, p. 1566.

  6. Aliev, Z.G., Maslivets, A.N., Gorkovets, T.M., Andreichikov, Yu.S., and Atovmyan, L.O., Izv. Ross. Akad. Nauk, Ser. Khim., 1999, p. 610.

  7. Bubnov, N.V., Denislamova, E.S., Aliev, Z.G., and Maslivets, A.N., Russ. J. Org. Chem., 2011, vol. 47, p. 523.

    Article  CAS  Google Scholar 

  8. Maslivets, A.N., Smirnova, L.I., and Andreichikov, Yu.S., Zh. Org. Khim., 1992, vol. 28, p. 2141.

    Google Scholar 

  9. Denislamova, E.S., Aliev, Z.G., and Maslivets, A.N., Russ. J. Org. Chem., 2009, vol. 45, p. 1572.

    Article  CAS  Google Scholar 

  10. Portilla, J., Quiroga, J., Cobo, J., Low, J.N., and Glidewell, C., Acta Crystallogr., Sect. C, 2006, vol. 62, p. 186.

    Article  Google Scholar 

  11. Allen, F.H., Kennard, O., Watson, D.G., Brammer, L., Orpen, A.G., and Taylor, R., J. Chem. Soc., Perkin Trans. 2, 1987, p. S1.

  12. Zefirov, Yu.V. and Porai-Koshits, M.A., Zh. Strukt. Khim., 1986, vol. 27, p. 74.

    CAS  Google Scholar 

  13. Altomare, A., Cascarano, G., Giacovazzo, C., and Gualardi, A., J. Appl. Crystallogr., 1993, vol. 26, p. 343.

    Article  Google Scholar 

  14. Sheldrick, G.M., SHELXL-97. Programs for Crystal Structure Analysis, Göttingen, Germany: Univ. of Göttingen, 1997.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Perm State University, ul. Bukireva 15, Perm, 614990, Russia

    E. S. Denislamova & A. N. Maslivets

  2. Institute of Natural Sciences, Perm State University, Perm, Russia

    N. V. Bubnov & A. N. Maslivets

  3. Institute of Chemical Physics Problems, Russian Academy of Sciences, Chernogolovka, Moscow oblast, Russia

    Z. G. Aliev

Authors
  1. E. S. Denislamova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. V. Bubnov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Z. G. Aliev
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. N. Maslivets
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to E. S. Denislamova.

Additional information

Original Russian Text © E.S. Denislamova, N.V. Bubnov, Z.G. Aliev, A.N. Maslivets, 2011, published in Zhurnal Organicheskoi Khimii, 2011, Vol. 47, No. 9, pp. 1341–1344.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Denislamova, E.S., Bubnov, N.V., Aliev, Z.G. et al. Five-membered 2,3-dioxo heterocycles: LXXX. Recyclization of 1H-pyrrole-2,3-diones into pyrazolo[1,5-a]pyrimidines by the action of pyrazolamine. Crystalline and molecular structure of substituted pyrazolo[1,5-a]pyrimidine. Russ J Org Chem 47, 1362–1365 (2011). https://doi.org/10.1134/S107042801109017X

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S107042801109017X

Keywords

Search

Navigation