Advertisement

Russian Journal of Organic Chemistry

, Volume 42, Issue 12, pp 1834–1837 | Cite as

Tetrazoles: L. Microwave-activated alkylation of 5-aryltetrazoles and 1-substituted tetrazole-5-thiones with 1,3-dibromo-2,2-bis(bromomethyl)propane

  • M. V. Zatsepina
  • A. Hrabalek
  • T. V. Artamonova
  • G. I. Koldobskii
Article

Abstract

Alkylation of 5-aryltetrazoles and 1-substituted tetrazole-5-thiones with 1,3-dibromo-2,2-bis(bromomethyl)propane in dimethylformamide in the presence of sodium hydroxide leads to the formation of tetrakis(5-aryltetrazol-2-ylmethyl)methanes and tetrakis(1-R-tetrazol-5-ylsulfanylmethyl)methanes, respectively. Microwave activation considerably shortens the reaction time and increases the yield.

Keywords

Alkylation Sodium Hydroxide Bromomethyl Sulfanyl Microwave Activation 
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.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Zatsepina, M.V., Artamonova, T.V., and Koldobskii, G.I., Russ. J. Org. Chem., 2006, vol. 42, p. 1056.CrossRefGoogle Scholar
  2. 2.
    Xu, Y. and Guo, Q.-X., Heterocycles, 2004, vol. 63, p. 903.Google Scholar
  3. 3.
    Hayes, B.L., Aldrichim. Acta, 2004, vol. 37, p. 66.Google Scholar
  4. 4.
    Romanova, N.N., Gravis, A.G., and Zyk, N.V., Usp. Khim., 2005, vol. 74, p. 1059.Google Scholar
  5. 5.
    Kuznetsov, O.V., Raev, V.A., Kuranov, G.L., Arapov, O.V., and Kostikov, R.R., Russ. J. Org. Chem., 2005, vol. 41, p. 1719.CrossRefGoogle Scholar
  6. 6.
    Ostrovskii, V.A. and Koren, A.O., Heterocycles, 2000, vol. 53, p. 1421.CrossRefGoogle Scholar
  7. 7.
    Koldobskii, G.I., Russ. J. Org. Chem., 2006, vol. 42, p. 469.CrossRefGoogle Scholar
  8. 8.
    Butler, R.N., Comprehensive Heterocyclic Chemistry II, Katritzky, A.R., Rees, C.W., and Scriven, E.F.V., Eds., Oxford: Pergamon, 1996, vol. 4, p. 621.Google Scholar
  9. 9.
    Artamonova, T.V., Zatsepina, M.V., and Koldobskii, G.I., Russ. J. Org. Chem., 2004, vol. 40, 1318.CrossRefGoogle Scholar
  10. 10.
    Gol’tsberg, M.A. and Koldobskii, G.I., Russ. J. Org. Chem., 1996, vol. 32, 1194.Google Scholar
  11. 11.
    Koldobskii, G.I., Hrabalek, A., and Esikov, K.A., Russ. J. Org. Chem., 2004, vol. 40, p. 447.CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Inc. 2006

Authors and Affiliations

  • M. V. Zatsepina
    • 1
  • A. Hrabalek
    • 2
  • T. V. Artamonova
    • 1
  • G. I. Koldobskii
    • 1
  1. 1.St. Petersburg State Institute of TechnologySt. PetersburgRussia
  2. 2.Faculty of PharmacyCharles University in PragueHradec KraloveCzech Republic

Personalised recommendations