Synthesis and Characterization of Some 2-Azetidinones and Unexpected Azet-2(1H)-ones

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CAN SAKARYA H., Yandimoglu M.

CROATICA CHEMICA ACTA, vol.91, no.4, pp.533-541, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 91 Issue: 4
  • Publication Date: 2018
  • Doi Number: 10.5562/cca3386
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.533-541
  • Eskisehir Osmangazi University Affiliated: Yes


2-Azetidinone (2b-e) and some unexpected azet-2(1H)-one derivatives (3b-f) were synthesized in two steps from the substitution of 2-aminobenzothiazole and different substituted aromatic aldehydes. Firstly, the Schiff bases were prepared via reaction of different 2-aminobenzothiazoles with different aromatic aldehydes. Second step was the formation of corresponding 2-azetidinone and some unexpected azet-2(1H)-one analogues by cyclocondensation of the Schiff bases with chloroacetyl chloride and phenoxy acetyl chloride in the presence of triethylamine. The chemical structures of the newly synthesized compounds were confirmed by FTIR, H-1 NMR, C-13 NMR, HMQC, elemental analysis and mass spectroscopic analysis.