Russian Journal of Organic Chemistry

, Volume 51, Issue 1, pp 91–94 | Cite as

Hydrazinolysis of dimethyl 2-bromo-1-(thietan-3-yl)-1H-imidazole-4,5-dicarboxylates

  • F. A. Khaliullin
  • A. R. Valieva
  • G. F. Magadeeva
Article
  • 51 Downloads

Abstract

Alkylation of dimethyl 2-bromo-1H-imidazole-4,5-dicarboxylate with 2-chloromethylthiirane gave dimethyl 2-bromo-1-(thietan-3-yl)-1H-imidazole-4,5-dicarboxylate which was oxidized to dimethyl 2-bromo-1-(1-oxo-λ4-thietan-3-yl)- and 2-bromo-1-(1,1-dioxo-λ6-thietan-3-yl)-1H-imidazole-4,5-dicarboxylates. Reactions of the resulting thietanyl-substituted imidazoledicarboxylates with hydrazine afforded 2-bromo-1-(thietan-3-yl)-, 2-bromo-1-(1-oxo-λ4-thietan-3-yl)-, and 2-bromo-1-(1,1-dioxo-λ6-thietan-3-yl)-1H-imidazole-4,5-dicarbohydrazides and the corresponding 1-(thietanyl)-substituted 2-bromoimidazo[4,5-d]pyridazine-4,7(5H,6H)-diones.

Keywords

Trans Isomer Dicarboxylate Thiirane Thietane Cinnolines 

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Copyright information

© Pleiades Publishing, Ltd. 2015

Authors and Affiliations

  • F. A. Khaliullin
    • 1
  • A. R. Valieva
    • 1
  • G. F. Magadeeva
    • 1
  1. 1.Bashkir State Medical UniversityUfaBashkortostan, Russia

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