The new C-2, C-3 substituted heterocyclic derivatives of L-ascorbic acid : synthesis, characterization, and bacterial activity

الملخص EN

New Schiff bases derivatives [IV]a-e is prepared via condensation of Derythroascorbic 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(-).-