The goal of this work was to synthesize some 4-chloro-N-(dimethylphenyl)butamide regio-isomers starting from dimethylated phenylamines and to examine their biofilm inhibition against Staphylococcus aureus and Escherichia coli strains along with hemolytic activity. The synthetic approach for the synthesis of regio-isomers involved the reaction of 4-chlorobutanoyl chloride (1) with three different dimethylphenylamines (2a-c) in alkaline medium under vigorous shaking for 1-2 h under dynamic control of pH ranging from 9-10 to obtain the final products, 4-chloro-N-(dimethylphenyl)butamides (3a-c). The structural confirmation of these products was accomplished using IR, 1H-NMR, 13C-NMR and CHN analysis data.


Muhammad Athar Abbasi, Muhammad Shawal Hassan, Aziz-ur-Rehman, Sabahat Zahra Siddiqui, Syed Adnan Ali Shah, Muhammad Shahid, and Khalid Mohammed Khan