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Chemistry of Heterocyclic Compounds

, Volume 29, Issue 8, pp 902–905 | Cite as

Alkylation of 5-substituted 1-H-tetrazoles by Mannich bases under the action of ultrasound

  • R. I. Ishmetova
  • V. G. Kitaeva
  • L. G. Rusinov
Article

Abstract

Alkylation of 5-substituted 1-H-tetrazoles by Mannich bases — N-(3,5-dimethyl-4-hydroxybenzyl)piperidine and N-(2-hydroxy-3-methoxy-5-formylbenzyl)piperidine — under the action of ultrasound increases the yield of the desired products, reduces the reaction time, and improves the regioselectivity.

Keywords

Reaction Time Organic Chemistry Alkylation Piperidine Mannich Base 
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.

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References

  1. 1.
    V. G. Kitaeva, R. I. Ishmetova, N. I. Latosh, and N. M. Voronina, Khim. Geterotsikl. Soedin., No. 6, 851 (1984).Google Scholar
  2. 2.
    V. G. Kitaeva, R. I. Ishmetova, N. I. Latosh, R. M. Malkina, and G. M. Anoshina, Khim.-farm. Zh., No. 5, 559 (1986).Google Scholar
  3. 3.
    M. A. Margulis, Zh. Vses. Khim. Obshch., 35, 581 (1991).Google Scholar
  4. 4.
    S. V. Ley and C. M. R. Low, in: K. Hafner, C. W. Rees, B. M. Trost, J.-M. Lehn, P. R. Schleyer, and R. Zahradnik (eds.), Reactivity and Structure Concepts in Organic Chemistry, Vol. 27, Berlin-Heidelburg-New York-London (1989), p. 79.Google Scholar
  5. 5.
    L. Strekowski, Roczn. Chem., 47, 1645 (1973).Google Scholar
  6. 6.
    K. Auwers, Chem. Ber., 36, No. 11, 1878 (1903).Google Scholar
  7. 7.
    H. R. Snyder and E. J. Eliel, J. Am. Chem. Soc., 70, No. 5, 1703 (1948).Google Scholar
  8. 8.
    Leo J. Filar, Tetrahedron Lett., No. 25, 9 (1960).Google Scholar
  9. 9.
    S. B. Cavitt, H. R. Sarrafiden, and P. D. Gardner, J. Org. Chem., 27, No. 4, 1211 (1962).Google Scholar
  10. 10.
    W. G. Finnegan, R. H. Henry, and A. Lofgyist, J. Am. Chem. Soc., 80, 3908 (1958).Google Scholar
  11. 11.
    Yu. E. Myznikov, G. I. Koldobskii, I. N. Vasil'eva, and V. A. Ostrovskii, Zh. Org. Khim., 24, No. 7, 1550 (1988).Google Scholar
  12. 12.
    R. N. Butler, Adv. Heterocycl. Chem., 21, 323 (1977).Google Scholar
  13. 13.
    I. V. Tselinskii, A. A. Mel'nikov, L. G. Varyagina, and I. G. Zhigadlova, Khim. Geterotsikl. Soedin., No. 3, 415 (1983).Google Scholar

Copyright information

© Plenum Publishing Corporation 1994

Authors and Affiliations

  • R. I. Ishmetova
    • 1
  • V. G. Kitaeva
    • 1
  • L. G. Rusinov
    • 1
  1. 1.Institute for Fine Organic Synthesis, Urals BranchRussian Academy of SciencesEkaterinburg

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