Abstract
Ethyl 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates reacted in a regioselective fashion with thiazolylhydrazines to give the corresponding ethyl 1-thiazolyl-5-fluoroalkyl-1H-pyrazole-4-carboxylates. The product structure was determined on the basis of NMR and X-ray diffraction data.
Similar content being viewed by others
References
Mashkovskii, M.D., Lekarstvennye sredstva (Drugs), Moscow: Novaya Volna, 2002, vol. 1, p. 159.
Pashkevich, V.M. and Saloutin, V.I., Usp. Khim., 1985, vol. 54, p. 1997.
Nasonov, E.L. Terapevt. Arkhiv., 2001, no. 5; Yakovleva, L.V., Shapoval, O.N., and Zupanets, I.A., Sovremennye aspekty ratsional’nogo obezbolivaniya v meditsinskoi praktike: Prakticheskoe rukovodstvo (Modern Aspects of Rational Anesthesia in Medical Practice. A Practical Guide), Treshchinskii, A.I., Usenko, L.V., and Zupanets, I.A., Eds., Kiev: MORION, 2000, p. 6.
Harode, R. and Jain, V., Indian Drugs, 1984, vol. 21, p. 442; Balakrishna, K. and Prashantha, G., Indian J. Heterocycl. Chem., 1999, vol. 8, p. 241.
Gulhan, T.Z. and Pierre, C., Eur. J. Med. Chem., 2000, vol. 35, p. 635.
Singh, S.P., Segal, S., Tarar, L.S., and Dhawan, S.N., Indian J. Chem., Sect. B, 1990, vol. 29, p. 310.
Sanfilippo, P.J., Andrade-Gordon, P., Urbanski, M.J., Beers, K.N., Eckardt, A., Falotico, R., Ginsberg, M.H., Offord, S., and Press, J.B., J. Med. Chem., 1995, vol. 38, p. 34; Donohue, B.A., Michelotti, E.L., Reader, J.C., Reader, V., Stirling, M., and Tice, C.M., J. Comb. Chem., 2002, vol. 4, p. 23.
Bagrov, F.V., Russ. J. Org. Chem., 2000, vol. 36, p. 191; Emelina, E.E., Iz“yurov, A.L., Ermakov, N.V., and Ershov, B.A., Russ. J. Org. Chem., 1996, vol. 32, p. 430; Beck, J.R. and Wright, F.L., J. Heterocycl. Chem., 1987, vol. 24, p. 739.
Sloop, J.C., Bumgardner, C.L., and Loehle, W.D., J. Fluorine Chem., 2002, vol. 118, p. 135.
Singh, S.P., Kapoor, J.K., Kumar, D., and Threadgill, M.D., J. Fluorine Chem., 1997, vol. 83, p. 73.
Sheldrick, G.M., SHELXS 97, Göttingen, Germany: Univ. of Göttingen, 1997.
Pryadeina, M.V., Burgart, Ya.V., Saloutin, V.I., Slepukhin, P.A., Kazheva, O.N., Shilov, G.V., D’yachenko, O.A., and Chupakhin, O.N., Russ. J. Org. Chem., 2007, vol. 43, p. 945.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © M.V. Pryadeina, A.B. Denisova, Ya.V. Burgart, V.I. Saloutin, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 12, pp. 1838–1842.
Rights and permissions
About this article
Cite this article
Pryadeina, M.V., Denisova, A.B., Burgart, Y.V. et al. Regioselective cyclocondensation of ethyl 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates with thiazolylhydrazines. Russ J Org Chem 44, 1811–1815 (2008). https://doi.org/10.1134/S1070428008120166
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428008120166