Russian Journal of Organic Chemistry

, Volume 51, Issue 4, pp 522–525 | Cite as

Synthesis of functionalized pyrazoles from pyrazolecarbaldehydes and amino alcohols

  • L. K. Papernaya
  • A. A. Shatrova
  • A. I. Albanov
  • G. G. Levkovskaya


1,3,5-Trialkyl-1H-pyrazole-4-carbaldehydes reacted with amino alcohols at ambient temperature in the absence of a catalyst to give the corresponding Schiff bases which failed to undergo cyclization to 2-(pyrazol-4-yl)-1,3-oxazolidines on heating in the presence of dehydrating agents.


Pyrazole Methylidene Amino Alcohol Yellow Oily Substance Selanyl 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Bergman, E.D., Chem. Rev., 1953, vol. 53, no. 2, p. 309.CrossRefGoogle Scholar
  2. 2.
    Bergmann, E.D., Zimkin, E., and Pinchas, S., Recl. Trav. Chim. Pays-Bas, 1952, vol. 71, no. 2, p. 168.CrossRefGoogle Scholar
  3. 3.
    Bergmann, E.D., Hirshberg, Y., Pinchas, S., and Zimkin, E., Recl. Trav. Chim. Pays-Bas, 1952, vol. 71, no. 2, p. 192.CrossRefGoogle Scholar
  4. 4.
    Bergmann, E.D., Fischer, E., Zimkin, E., and Pinchas, S., Recl. Trav. Chim. Pays-Bas, 1952, vol. 71, no. 2, p. 213.Google Scholar
  5. 5.
    Metzger, J., Recl. Trav. Chim. Pays-Bas, 1952, vol. 71, no. 2, p. 243.Google Scholar
  6. 6.
    Paukstelis, J.V. and Lambing, L.L., Tetrahedron Lett., 1970, vol. 11, p. 299.CrossRefGoogle Scholar
  7. 7.
    Rennekamp, M.E., Paukstelis, J.V., and Cooks, R.G., Tetrahedron, 1971, vol. 27, p. 4407.CrossRefGoogle Scholar
  8. 8.
    Lázár, L. and Fülöp, F., Eur. J. Org. Chem., 2003, no. 16, p. 3025.Google Scholar
  9. 9.
    Juhasz, M., Lazar, L., and Fulop, F., J. Heterocycl. Chem., 2007, vol. 44, p. 1465.CrossRefGoogle Scholar
  10. 10.
    Senkus, M., J. Am. Chem. Soc., 1945, vol. 67, no. 9, p. 1515.CrossRefGoogle Scholar
  11. 11.
    Vellalath, S., Coric, I., and List, B., Angew. Chem., Int. Ed., 2010, vol. 49, p. 9749.CrossRefGoogle Scholar
  12. 12.
    Pokalo, E.I., Khlebnikova, T.D., and Kantor, E.A., Russian Patent no. 2 127 272, 1999.Google Scholar
  13. 13.
    Kon’kova, S.G., Khachatryan, A.Kh., Badasyan, A.E., Antanosyan, S.K., Attaryan, O.S., and Sargsyan, M.S., Arm. Khim. Zh., 2006, vol. 59, no. 2, p. 60.Google Scholar
  14. 14.
    Papernaya, L.K., Shatrova, A.A., Albanov, A.I., Rudyakova, E.V., and Levkovskaya, G.G., Chem. Heterocycl. Compd., 2012, vol. 47, no. 11, p. 1395.CrossRefGoogle Scholar
  15. 15.
    Papernaya, L.K., Shatrova, A.A., Levanova, E.P., Albanov, A.I., Klyba, L.V., Rudyakova, E.V., and Levkovskaya, G.G., Heteroatom Chem., 2013, vol. 24, no. 6, p. 466.CrossRefGoogle Scholar
  16. 16.
    Riehl, M. and Laurent, P.A., Bull. Soc. Chim. Fr., 1969, no. 4, p. 1223.Google Scholar
  17. 17.
    Zaikin, V.G., Varlamov, A.V., Mikaya, A.I., and Prostakov, N.S., Osnovy mass-spektrometrii organicheskikh soedinenii (Basic Principles of Mass Spectrometry of Organic Compounds), Moscow: MAIK “Nauka/Interperiodica,” 2001.Google Scholar
  18. 18.
    Bratenko, M.K., Panasenko, N.V., and Vovk, M.V., Russ. J. Org. Chem., 2013, vol. p. 294.Google Scholar
  19. 19.
    El-Zahar, M., Abd El-Karim, S.S., and Anwar, M.M., S. Afr. J. Chem., 2009, vol. 62, p. 189.Google Scholar
  20. 20.
    Badedhe, P.V., Chavan, N.M., Ghotekar, D.S., Mandhane, P.G., Joshi, R.S., and Gill, C.H., Phosphorus, Sulfur Silicon Relat. Elem., 2011, vol. 186, no. 10, p. 2021.CrossRefGoogle Scholar
  21. 21.
    Prakash, O., Pannu, K., and Kumar, A., Molecules, 2006, vol. 11, p. 43.CrossRefGoogle Scholar
  22. 22.
    Praveen, C., Kumar, K.H., Muralidharan, D., and Perumal, P.T., Tetrahedron, 2008, vol. 64, p. 2369.CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2015

Authors and Affiliations

  • L. K. Papernaya
    • 1
  • A. A. Shatrova
    • 1
  • A. I. Albanov
    • 1
  • G. G. Levkovskaya
    • 1
  1. 1.Favorskii Irkutsk Institute of Chemistry, Siberian BranchRussian Academy of SciencesIrkutskRussia

Personalised recommendations