SYNTHESIS OF 4-ACYL-3-AMINOFURAZANS FROM 3,4-DIACYLFUROXANS

Authors

  • А. Б. Шереметев N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • С. Г. Забусов N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • Т. Р. Тухбатшин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • Н. В. Палысаева N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • К. Ю. Супоницкий A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/1818

Keywords:

furazan, furoxan, one-pot synthesis, 1H and 13С NMR spectroscopy, X-ray structural analysi

Abstract

It was shown that 3,4-diaroylfuroxans are transformed into the corresponding 3-amino-4-aroyl- furazans by heating in aqueous ammonia. The developed one-pot methodology for the synthesis of 3‑amino-4-aroylfurazans involved the interaction of the corresponding acetophenones with nitric acid followed by treatment of the in situ formed furoxans with ammonia at elevated temperature. The structures of the obtained furazans were confirmed by IR, as well as by 1H and 13C NMR spectroscopy, and X-ray structural analysis was performed for 3-amino-4-(4-methoxybenzoyl)furazan.

How to Cite
Sheremetev, A. B.; Zabusov, S. G.; Tukhbatshin, T. R.; Palysaeva, N. V.; Suponitsky, K. Yu. Chem. Heterocycl. Compd. 2014, 50, 1154. [Khim. Geterotsikl. Soedin. 2014, 1250.]

For this article in the English edition see DOI 10.1007/s10593-014-1576-2

Author Biographies

А. Б. Шереметев, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Алексей Борисович Шереметев

С. Г. Забусов, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Семен Григорьевич Забусов

Т. Р. Тухбатшин, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Талгат Ренатович Тухбатшин

Н. В. Палысаева, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Надежда Владимировна Палысаева

К. Ю. Супоницкий, A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences

Кирилл Юрьевич Супоницкий

Published

2014-08-28

Issue

Section

Original Papers