Reaction of N-acetylbenzamides with hydroxylamine hydrochloride: synthesis of 3-methyl-5-aryl-1,2,4-oxadiazoles

ARIKAN ÖLMEZ N.

MONATSHEFTE FUR CHEMIE, cilt.153, sa.10, ss.907-912, 2022 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 153 Sayı: 10
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1007/s00706-022-02975-z
  • Dergi Adı: MONATSHEFTE FUR CHEMIE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core
  • Sayfa Sayıları: ss.907-912
  • Anahtar Kelimeler: N-Acylbenzamides, Hydroxylamine hydrochloride, 1,2,4-Oxadiazole, Microwave-assisted synthesis, ONE-POT SYNTHESIS, MICROWAVE IRRADIATION, 1,2,4-OXADIAZOLES, DERIVATIVES, AMIDOXIMES, ALDEHYDES, NITRILES, IMIDES, RING, BLUE
  • Bursa Uludağ Üniversitesi Adresli: Evet

Özet

A convenient reaction between N-acetylbenzamides and hydroxylamine hydrochloride at 80 degrees C in the presence of pyridine under microwave irradiation was described. This method leads to the formation of 3-methyl-5-aryl-1,2,4-oxadiazole compounds as regioselective in moderate to good yields and also employs simple synthetic protocols devoid of lengthy purification procedures. The reaction was also carried out by both conventional heating and one-pot sequential under microwave irradiation. The structures of synthesized compounds were confirmed by spectroscopic methods.