Skip to main content
SpringerLink
Log in

Synthesis and transformations of derivatives of 2-aryl-5-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3-oxazole-4-carboxylic acid

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

Abstract

On the basis of methyl esters of 2-aryl-5-hydrazino-1,3-oxazole-4-carboxylic acids the earlier unknown methyl esters of 2-aryl-5-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3-oxazole-4-carboxylic acids as well as their functional derivatives were synthesized. The latter were used for further transformations, in particular, for introducing the residues of highly basic aliphatic amines into the 5 position of oxazole, and the oxazol-2-yl moiety into the 4 position of the oxazole ring.

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. Pil’o, S.G., Candidate Sci. (Chem.) Dissertation, Kiev, 2002.

  2. Golovchenko, A.V., Pil’o, S.G., Brovarets, V.S., Drach, B.S., Russ. J. Gen. Chem., 2003, vol. 73, no. 11, p. 1832.

    Article  CAS  Google Scholar 

  3. Golovchenko, A.V., Pil’o, S.G., Brovarets, V.S., Chernega, A.N., and Drach, B.S., Russ. J. Gen. Chem., 2005, vol. 75, no. 3, p. 425.

    Article  CAS  Google Scholar 

  4. Clarke, H.T., Johnson, J.R., and Robinson, R., The Chemistry of Penicillin, Princeton: Princeton University Press, 1949, p. 688.

    Google Scholar 

  5. Turchi, I.J., Oxazoles. The Chemistry of Heterocyclic Compounds, New York: Wiley, 1986, vol. 45, p. 109.

    Google Scholar 

  6. Palmer, D.C., Oxazoles: Synthesis, Reactions and Spectroscopy. Part A, Hoboken: Wiley, 2003, vol. 60, p. 255.

    Google Scholar 

  7. Bratenko, M.K., Vovk, M.V., and Sidorchuk, I.J., Farm. Zh., 1999, no. 1, p. 68.

  8. Bratenko, M.K., Panimarchuk, O.I., Chornous, V.A., Vovk, M.V., and Burdenyuk, I.P., Farm. Zh., 2007, no. 6, p. 64.

  9. Glidewell, C., Lightfoot, P., Royles, B.J.L., and Smith, D.M., J. Chem. Soc., Perkin Trans. 2, 1997, p. 1167.

  10. Ishmetova, R.I., Latosh, N.I., Ganebhykh, I.N., Ignatenko, N.K., Tolshchina, S.G., and Rusinov, G.L., Russ. J. Org. Chem., 2009, vol. 45, no. 7, p. 1102.

    Article  CAS  Google Scholar 

  11. Drach, B.S., Mis’kevich, G.N., and Martynyuk, A.P., Zh. Org. Khim., 1978, vol. 14, no. 3, p. 508.

    CAS  Google Scholar 

  12. Matsumur, K., Miyashita, O., Shimadzu, H., and Hasimoto, N., Chem. Pharm. Bull., 1976, vol. 24, no. 5, p. 941.

    Google Scholar 

  13. Dewar, M.J.S., J. Am. Chem. Soc., 1974, vol. 96, no. 19, p. 6148.

    Article  CAS  Google Scholar 

  14. Dewar, M.J.S. and Turchi, I.T., J. Org. Chem., 1975, vol. 40, no. 10, p. 1521.

    Article  CAS  Google Scholar 

  15. Williams, D.R. and McClymont, E.L., Tetrahedron Lett., 1993, vol. 34, no. 48, p. 7705.

    Article  CAS  Google Scholar 

  16. Corrao, S.L., Macielag, M.J., and Turchi, I.J., J. Org. Chem., 1990, vol. 55, no. 14, p. 4484.

    Article  CAS  Google Scholar 

  17. Laikov, D.N. and Ustynyuk, Yu.A., Russ. Chem. Bull. Int. Ed., 2005, vol. 54, no. 3, p. 820.

    Article  CAS  Google Scholar 

  18. Drach, B.S. and Mis’kevich G.N., Zh. Org. Khim., 1974, vol.10, no. 11, p. 2315.

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Bioorganic Chemistry and Oil Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 1, Kiev, 02660, Ukraine

    V. M. Prokopenko, S. G. Pil’o, A. N. Vasilenko & V. S. Brovarets

Authors
  1. V. M. Prokopenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. S. G. Pil’o
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. N. Vasilenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. S. Brovarets
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to V. S. Brovarets.

Additional information

Original Russian Text © V.M. Prokopenko, S.G. Pil’o, A.N. Vasilenko, V.S. Brovarets, 2010, published in Zhurnal Obshchei Khimii, 2010, vol. 80, No. 11, pp. 1895–1902.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Prokopenko, V.M., Pil’o, S.G., Vasilenko, A.N. et al. Synthesis and transformations of derivatives of 2-aryl-5-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3-oxazole-4-carboxylic acid. Russ J Gen Chem 80, 2358–2365 (2010). https://doi.org/10.1134/S1070363210110216

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363210110216

Keywords

Search

Navigation