Synthesis and Characterization of Some New Heterocyclic Compounds and Their Antibacterial Study
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Author:
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OMAR AHMAD KHORSHEED, IMAD M. MALIK AL-RUBAYE, ALI H. SAMIR
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Abstract:
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In the present study, synthesis of some new tetrazole and 1,3-oxazepine derivatives have been prepared, starting from reaction of L-ascorbic acid in dry acetone in presence of dry hydrogen chloride to give the acetal [8]. Reaction of the latter with p-nitrobenzoyl chloride in pyridine afforded ester [9] which was dissolved in (65%) acetic acid in ethanol resulted glycol compound [10]. The aldehyde compound [11] was prepared by reaction of glycol with sodium periodate in distilled water. The compounds 2-(4-oxo-2-phenylquinazolin-3(4H)-yl)acetic acid [2] and 2-(1,3-dioxoisoindolin-2-yl)acetic acid [3] were prepared by reaction of 2-phenyl-4H-benzo[d][1,3]oxazin-4-one[1] and phthalic anhydride with glycine in presence of glacial acetic acid respectively. Compounds [4] and [5] were afforded by reaction of compounds [2] and [3] with thionyl chloride and then condensation of compounds [4] and [5] with hydrazine hydrate resulted compounds [6] and [7]. The isomethine compounds [12-17] were synthesized from reaction of hydrazide compounds [ 6 and 7 ] with aldehyde compounds. Oxazepine and tetrazole compounds were prepared from condensation of imine compound with phthalic anhydride and sodium azide respectively. Structures of the prepared compounds were identified by the physical proparties, spectroscopic methods including fourier transform and some of them 1H-NMR.
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Keyword:
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Schiff base, 1,3-oxazepine, L-ascorbic acid, Tetrazole
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EOI:
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DOI:
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https://doi.org/10.31838/ijpr/2020.SP1.235
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