Chemistry of Heterocyclic Compounds

, Volume 54, Issue 10, pp 971–976 | Cite as

Synthesis and structure of functionalized podands containing 4,7-dihydrotetrazolo[1,5-а]pyrimidine ring. Differently substituted dihydropyrimidine podands

  • Elena S. Filatova
  • Olga V. Fedorova
  • Pavel A. Slepukhin
  • Gennady L. Rusinov
  • Valery N. Charushin

The reaction of 3-oxobutanoate-containing polyethers with benzaldehyde and 5-aminotetrazole in the presence of polyphosphoric acid was used to synthesize podands containing two terminal tetrazolo[1,5-а]dihydropyrimidine groups. Byproducts were isolated and identified as podands containing different substituents – one 4,7-dihydrotetrazolo[1,5-а]pyrimidine ring system and a free hydroxy group at the other terminus of the polyether chain. Analogous differently substituted podands, including one 3,4-dihydropyrimidine-2(1H)-thione moiety, were isolated from the reactions of 3-oxobutanoate-containing polyethers with benzaldehyde and thiourea.


dihydropyrimidine thione podands 4,7-dihydrotetrazolo[1,5-а]pyrimidine podands differently substituted podands transport polyether spacer Biginelli reaction 


This work was performed with financial support from the Russian Science Foundation (project 15-13-00077-P).


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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Elena S. Filatova
    • 1
    • 2
  • Olga V. Fedorova
    • 1
  • Pavel A. Slepukhin
    • 1
    • 2
  • Gennady L. Rusinov
    • 1
    • 2
  • Valery N. Charushin
    • 1
    • 2
  1. 1.I. Ya. Postovsky Institute of Organic SynthesisUral Branch of the Russian Academy of SciencesYekaterinburgRussia
  2. 2.Ural Federal University named after the first President of Russia B. N. YeltsinYekaterinburgRussia

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