SYNTHESIS, CHARACTERIZATION, ANTIMICROBIAL EVALUATION AND DOCKING STUDIES OF 3-(2-(2-OXIDO)-(4-SUBSTITUTED PHENOXY)-BENZO[D]DIOXAPHOSPHOL-4-OXOTHIAZOLIDIN-THIOPHENE-2-CARBOXAMIDES

Sailaja Rani T.*, K. P. Satheesh and Kothapalli Bannoth Chandrasekhar

ABSTRACT

3-(2-(2-oxido-2-phenoxy/4-substituded phenoxybenzo[d][1,3,2]dioxaphosphol-5-yl)-4-oxothiazolidin-3-yl)thiophene-2-carboxamides (9a-g) were synthesized by condensing 3-(2-(3,4-dihydroxyphenyl)-4-oxothiazolidin-3-yl)thiophene-2-carboxamide (7) with 4-substituted phenyl phosphoro dichloridates(8a-g). The synthon(7) was synthesized by hydrolysis of 3-(2-(3,4-dimethoxyphenyl)-4-oxothiazolidin-3-yl)thiophene-2-carboxamide (6). The intermediate (6) was synthesized by condensing 3-((3,4-dimethoxy benzylidine)amino)thiophene-2-carboxamide(5) with mercaptoacetic acid in dioxane. The synthon(5) was synthesized by reaction between 3-aminothiophene-2-caroxamide(3) and 3,4-dimethoxybenzaldehyde(4). Starting intermediate (3) was synthesized by condensation reaction between 2-cyano acetamide(1) and 1,4-dithiane-2,5-diol(2). The reagents and conditions were shown in a, b, c, d and e. The synthetic route was shown in Scheme-I. The target molecules (9a-g) were characterized by IR, 1HNMR, C13NMR, Mass and elemental analysis. The target molecules were subjected to biological evaluation and molecular docking studies. The results observed in the present investigation were reported in this present research article.

Keywords: Mercapto acetic acid, target molecule, Biological evaluation, molecular docking.