6-NITRO-4,7-DIHYDROAZOLO[1,5-<i>a</i>]PYRIMIDINES: AN ALTERNATIVE MECHANISM OF FORMATION AND STUDIES OF ALKYLATION

Authors

  • Даниил Н. Ляпустин Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Евгений Н. Уломский Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Владимир Л. Русинов Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia

DOI:

https://doi.org/10.1007/5781

Keywords:

azolo[1, 5-a]pyrimidines, 4, 7-dihydroazolo[1, nitro compounds, nitro synthon, alkylation, exo cleavage, multicomponent reaction, reaction mechanism.

Abstract

The mechanism of a multicomponent reaction between aminoazoles, 1-morpholino-2-nitroalkenes, and benzaldehyde was studied in acidic medium. Performing the reaction in acetic acid led to the formation of 6-nitro-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidines, which subsequently underwent a rearrangement. Reaction conditions were proposed for a multicomponent synthesis with trioxane, and the alkylation reactions of 4,7-dihydroazolo[1,5-a]pyrimidine nitro derivatives were optimized.

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Published

2020-11-26

Issue

Vol. 56 No. 11 (2020)

Section

Original Papers