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

ARIKAN ÖLMEZ N.

MONATSHEFTE FUR CHEMIE, vol.153, no.10, pp.907-912, 2022 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 153 Issue: 10
  • Publication Date: 2022
  • Doi Number: 10.1007/s00706-022-02975-z
  • Journal Name: MONATSHEFTE FUR CHEMIE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core
  • Page Numbers: pp.907-912
  • Keywords: 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 Uludag University Affiliated: Yes

Abstract

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.