Synthesis and spectroscopic identification for new bis-oxazepines

Abstract EN

Firstly, both compounds ethylmalonate and ethylglutarate (1, 2) were prepared via the reaction of di-carboxylic acids (Malonic acid, Glotaric acid) with concentrated sulfuric acid in absolute ethanol, Secondly, both new compounds malonohydrazide and glutarohydrazide (3, 4) were prepared through reaction of compounds (1, 2) with an excess of hydrazine hydrate at concentration (80 %) in absolute ethanol, while the third step involved converting the compounds (3, 4) to compounds benzylidenemalonohydrazide (5a-d) and benzylideneglutarohydrazide (6 a-d).

The conversion occurred via reaction of the compounds (3, 4) with different aromatic dehydes in absolute ethanol, Then, the reaction of compounds benzylidenemalonohydrazide (5 a-d) and benzylideneglutarohydrazide (6 a-d) with maleic anhydride, phthalic and tetra chloro phthalic anhydride in absolute ethanol produces variety of compounds such as bis-substituted (1, 3)-oxazepinesmalonamide (7 a-d), (9 a-d), (11 a-d) and bis-substituted (1, 3)-oxazepinsglutaramide (8 a-d), (10 a-d), (12 a-d).

The compounds of bis-oxazepinesmalonamide and glutaramide are more active and effective than mono-oxazepinesmalonamide and glutaramide.

All compounds that prepared in this study were diagnosed using Infrared spectrum (IR) and the protone nuclear magnetic resonance spectrum (1H-NMR) and some physical constants.