Synthesis and evaluation of novel iodinated phenyl benzamides

Abstract

As a class, iodo benzamide derivatives are of great interest in natural products, pharmaceuticals, functional materials, and medicines. Synthesis and biological evaluation of iodo benzamide derivatives have been a topic of special demand to organic and medicinal chemist. Without catalyst here a convenient method for the synthesis of N-substituted benzamide derivatives is reported. In this purpose, 2-iodo – 4 –substituted anilines were synthesized by the iodination of the parent sustituted aniline using KI, KIO3 in methanol. The reaction study on 2-iodo–4–substituted anilines with acid chlorides were carried out in benzene at room temperature for 24-48 hrs under N2 atmosphere to yield N-(2-iodo-4-substituted phenyl)- p-substituted benzamide 01, 02. The reaction went for two step. At first step is designed for the iodination. Second step is for aryl acid chloride derivatives addition.

X= Cl, Y= H R= CH3, NO2

On the other reaction the benzamide was prepared directly with the reaction of 4- substituted aniline 02 and acid chloride. And then the reaction was subjected to go iodination with KI and KIO3 but it was not successful.

In vitro antimicrobial activities of the synthesized compound 01 was evaluated. The compound 01 showed resistance against the gram positive and gram negative bacteria.