Synthesis new hydrazides of n-substituted derivatives of methyl 4h-thieno[3.2-b]pyrrole-5-carboxylate

Doklady Bashkirskogo Universiteta. 2019. Volume 4. No. 6. pp. 587-591.

Authors


Zinatullina A. R.
Bashkir State University
32 Zaki Validi Street, 450076 Ufa, Republic of Bashkortostan, Russia
Minnibaeva E. M.*
Bashkir State University
32 Zaki Validi Street, 450076 Ufa, Republic of Bashkortostan, Russia
Torosyan S. A.
Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences
69 Oktyabrya Avenue, 450054 Ufa, Republic of Bashkortostan, Russia
Nuriakhmetova Z. F.
Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences
69 Oktyabrya Avenue, 450054 Ufa, Republic of Bashkortostan, Russia

Abstract


The 4H-thieno [3.2-b] pyrrole-5-carboxylate system is an actively used platform in the design of bioactive compounds. This work to the synthesis of hydrazides of N-substituted derivatives of 4H-thieno [3.2-b] pyrrole-5-carboxylic acidis devoted. With this goal by alkaline hydrolysis of the N-allyl- and N-benzyl derivatives of 4H-thieno[3.2-b]pyrrole-5-carboxylic acid methyl ester were yielded the corresponding acids, which by the action of carbonyldiimidazole to more active acyl imidazolides were converted. The latter were introduced in the reaction condensation with a 65% aqueous solution of hydrazine , which after treatment led to the target pharmacological perspective compounds - 4-benzyl- and 4-allyl-4H-thieno[3,2-b]pyrrole-5-carbohydrazides.

Keywords


  • synthesis
  • hydrazide
  • carboxamides
  • acylimidazolides
  • pharmacological activity