Synthesis and Characterization of some Substituted 1, 2, 5-oxadiazine, Derived from 9H- carbazole | ||
Rafidain Journal of Science | ||
Volume 32, Issue 4, December 2023, Pages 48-56 PDF (485.03 K) | ||
Document Type: Research Paper | ||
DOI: 10.33899/rjs.2023.181265 | ||
Authors | ||
Maha Mohammed Tawfiq1; Salim J. Mohammed2 | ||
1Dept. of Chemistry, College of Science, Mosul University. | ||
2Department of Chemistry/ College of Science/ University of Mosul | ||
Abstract | ||
Hydrazones possess unit an azomethine (–NHN=CH) group and are considered derivatives of aldehydes and ketones compounds in which the oxygen atom has been replaced by the NNH2 In this paper, we study synthesis of the novel of some new 1, 2,5-oxadiazine derivatives were prepared starting with carbazole (1) as a synthon, which on reaction with chloroacetyl chloride in absolute ethanol yielded ethyl 1-(9H-carbazole-9-yl)2-chloroethanone (2). This compound (2) on reaction with hydrazine hydrate giving 1-(9H-carbazol-9-yl)-2-hydrazinylethanone (3) followed treatment the later compound with either substituted benzaldehyde or substituted acetophenone will give substituted hydrazones (4a-e) and (5a-d) respectively. These hydrazone compounds on were allowed to react with an acetic acid anhydride to give the corresponding 1, 2, 5-oxadiazine compounds (6a-e) and (7a-d). The purity of substituted hydrazones and the corresponding 1,2,5-oxadiazine compounds were tested by thin-layer chromatography (TLC). All newly synthesized compounds in this study were confirmed by physical and spectral (FT-IR, nuclear magnetic resonance (1H NMR and 13C NMR) analysis. | ||
Keywords | ||
Carbazole; Hydrazones; Schiff bases; Oxadiazine; Acetic Anhydride | ||
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