New Resorcinol Derivatives: Preparation, Characterization and Theoretical Investigation

Our interest in this area has been to employ organic synthesis methods to prepare new resorcinol derivatives with high yields. The precursor material has been used to prepare di-substituted molecule pharmaceutical compounds by reacting with acetic acid and zinc dichloride as catalysts at the first step. At second step reaction the product with chloro acetic acid using the sodium hydroxide to converting the carboxyl group in the last product to an acid chloride by SOCl۲. The acid chloride was then dissolved in DCM and reacted with four amino drugs (Sulfadiazine, Theophylline, Paracetamol, and ۴-amino antipyrine) to produce the new preparative compounds. All the organized compounds have been characterized with the aid of using FT-IR, and ۱H-NMR. The physical properties of the synthesized compounds have been additionally decided, and their solubility in distinctive solvents. A theoretical investigation is done to prove the nature of the acylation reaction of resorcinol through the suggestion of three different transition states. Three suggested transition states are examined for the most probable pathway of the acylation reaction. The calculation proves that the acylation reaction is done through the para position of aromatic ring with high yield present than other positions.

Keywords:

Resorcinol , Biological activity , Acylation reaction , Theoretical investigation , Transition State