A convenient synthesis of functionalized 1H-pyrazole-5-carboxylic acids from 4-(4-methylbenzoyl)-5-(4-methylphenyl)furan-2,3-dione and 4-nitrophenylhydrazine

Korkusuz E., Şahin E., Yıldırım İ.

TRENDS IN ORGANIC CHEMISTRY, vol.22, no.22, pp.1-11, 2021 (Peer-Reviewed Journal)

  • Publication Type: Article / Article
  • Volume: 22 Issue: 22
  • Publication Date: 2021
  • Journal Name: TRENDS IN ORGANIC CHEMISTRY
  • Journal Indexes: Chemical Abstracts Core
  • Page Numbers: pp.1-11
  • Erciyes University Affiliated: Yes

Abstract

A new 1H-pyrazole-5-carboxylic acid 2 was synthesized from the reactions of 4-(4-methylbenzoyl)-5-(4-methylphenyl)furan-2,3-dione(1) and 4-Nitrophenylhydrazine. Then compound 2 was transformed into the corresponding hydroxamate 5 or amino acid ester 6 derivatives, via reactions of its acid chloride 4 with several nucleophiles. Compound 4 was also converted easily into the new derivative consisting of 5-[4-(4-methylbenzoyl)-3-(4-methylphenyl)-1-(4-nitrophenyl)-1H-pyrazol-5-yl]-4H-1,2,4-triazol-3-thione (7) by simple treatment with thiosemicarbazide.