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Chemistry of Heterocyclic Compounds

, Volume 14, Issue 11, pp 1236–1240 | Cite as

Substitution reactions involving the 2,6-methyl groups of 1,4-dihydropyridines

  • V. V. Kastron
  • A. M. Kats
  • G. Ya. Dubar
  • R. M. Zolotoyabko
Article

Abstract

4,4-Disubstituted 1,4-dihydropyridines (I) are brominated with bromine in chloroform to give 2,6-bis(bromomethyl)-4,4-disubstituted 1,4-dihydropyridines (II), whereas 2,6-bis(dibromomethyl)-4,4-disubstituted 1,4-dihydropyridines (III) are obtained in the case of bromination of I in acetic acid. The bromine atoms in II and III are labile and readily undergo nucleophilic substitution.

Keywords

Acetic Acetic Acid Organic Chemistry Chloroform Bromine 
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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Literature cited

  1. 1.
    A. M. Kats, V. V. Solov'eva, and G. Ya. Dubur, USSR Inventor's Certificate No. 545639 (1975); Byull. Izobr., No. 5, 90 (1977).Google Scholar
  2. 2.
    V. V. Kastron, A. M. Kats, G. Ya. Dubur, and G. O. Silenietse, USSR Inventor's Certificate No. 568641 (1976); Byull. Izobr., No. 30, 55 (1977).Google Scholar
  3. 3.
    A. M. Kats, V. V. Kastron, and G. Ya. Dubur, Khim. Geterotsikl. Soedin., No. 4, 555 (1977).Google Scholar
  4. 4.
    J. Kuthan and A. Kurfürst, Tetrahedron Lett., 2073 (1976).Google Scholar
  5. 5.
    A. Hantzsch, Ann., 215, 1 (1882).Google Scholar
  6. 6.
    B. Benary, Ber., 51, 567 (1918).Google Scholar
  7. 7.
    O. Mumm and J. Diederichsen, Ann., 538, 195 (1939).Google Scholar
  8. 8.
    G. Ya. Dubur, Master's Dissertation, Institute of Organic Synthesis of the Academy of Sciences of the Latvian SSR, Riga (1962).Google Scholar

Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • V. V. Kastron
    • 1
  • A. M. Kats
    • 1
  • G. Ya. Dubar
    • 1
  • R. M. Zolotoyabko
    • 1
  1. 1.Institute of Organic SynthesisAcademy of Sciences of the Latvian SSRRiga

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