SYNTHESIS AND STRUCTURE OF FUNCTIONALIZED PODANDS CONTAINING 4,7-DIHYDROTETRAZOLO[1,5-<i>a</i>]PYRIMIDINE RING. DIFFERENTLY SUBSTITUTED DIHYDROPYRIMIDINE PODANDS

Authors

  • Елена С. Филатова I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990 Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002
  • Ольга В. Федорова I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990
  • Павел А. Слепухин I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990 Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002
  • Геннадий Л. Русинов I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990 Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002
  • Валерий Н. Чарушин I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990 Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002

DOI:

https://doi.org/10.1007/4705

Keywords:

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

Abstract

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.

Authors: Elena S. Filatova*, Olga V. Fedorova, Pavel A. Slepukhin, Gennady L. Rusinov, Valery N. Charushin

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Published

2018-11-09

Issue

Vol. 54 No. 10 (2018)

Section

Original Papers