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, cilt.22, sa.22, ss.1-11, 2021 (Hakemli Dergi)

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 22 Sayı: 22
  • Basım Tarihi: 2021
  • Dergi Adı: TRENDS IN ORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Chemical Abstracts Core
  • Sayfa Sayıları: ss.1-11
  • Erciyes Üniversitesi Adresli: Evet

Özet

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.