Croatica Chemica Acta, Vol. 91 No. 4, 2018.
Original scientific paper
https://doi.org/10.5562/cca3386
Synthesis and Characterization of Some 2-Azetidinones and Unexpected Azet-2(1H)-ones
Handan Can Sakarya
orcid.org/0000-0001-8174-1350
; Department of Chemistry, Faculty of Art and Sciences, Eskişehir Osmangazi University, Eskişehir, Turkey
Merve Yandımoğlu
orcid.org/0000-0003-1010-0032
; Department of Chemistry, Faculty of Art and Sciences, Eskişehir Osmangazi University, Eskişehir, Turkey
Abstract
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, 1H NMR, 13C NMR, HMQC, elemental analysis and mass spectroscopic analysis.
This work is licensed under a Creative Commons Attribution 4.0 International License.
Keywords
benzothiazole; Schiff base; 2-azetidinone; azet-2-(1H)-one; Staudinger reaction
Hrčak ID:
214757
URI
Publication date:
30.12.2018.
Visits: 2.253 *