The New C-2,C-3 Substituted Heterocyclic Derivatives of L-Ascorbic acid: Synthesis, Characterization, and Bacterial Activity | ||
| Iraqi National Journal Of Chemistry | ||
| Article 1, Volume 0, Issue 55, November 2014, Pages 264-274 | ||
| Authors | ||
| Muna Sameer Al-Rawi; Jumbad Hermiz Tomma; Dhuha Faruk Hussein | ||
| Abstract | ||
| Abstract New Schiff bases derivatives [IV]a-e is prepared via condensation of D-erythroascorbic acid with p-substituted aldehydes in dry benzene. To obtain these derivatives, the 5,6-O-isopropylidene-L-ascorbic acid[I] was chosen as starting material, compound prepared from the reaction of L-ascorbic acid as starting material. Compound[I] was prepared from the reaction of L-ascorbic acid with dry acetone in the presence of hydrogen chloride. The esterification of hydroxyl groups at C-2 and C-3 positions with excess ofethyl α –chloroacetate in the presence of sodium acetate produce acorresebonding ester [II] , which was condensed with hydrazine hydrate to give new hydrazide [III] . The new Schiff bases [IV]a-e were synthesized by reaction of acid hydrizide with different p-substituted benzaldehyde in dry benzene . The new 1,3-oxazepine derivatives [V]a-ewere obtained by Diels-Alder reaction of Schiff bases with phthalic anhydride in dry benzene (Scheme 1) . All the synthesized compounds have been characterized by melting points , FTIR and 1HMNR (of some of theme) spectroscopy. The biological activity of synthesized compounds was examined against two types of bacteria; G(+) and G(-). | ||
| Keywords | ||
| Ascorbic Acid; Hydrazied; Schiff bases; oxazepine | ||
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