Synthesis,characterization and antibacterial activity of halogenated aryl sulfonamides derived from 2-amino-4-chloroanisole

In the current work,a number of new n-(5-chloro-2-methoxyphenyl)aryl sulfonamides (3a-e) and n-ethyl/benzyl-n-(5-chloro-2-methoxyphenyl)aryl sulfonamides (6a-e and 7a-e) were synthesized and evaluated for their biological activities. the synthesis was carried out by coupling 2-amino-4-chloroanisole (1) with different aryl sulfonyl chlorides,2a-e,under dynamic ph control in aqueous medium to form aryl sulfonamides,3a-e. further,n-ethyl/benzyl-n-(5- chloro-2-methoxyphenyl)aryl sulfonamides (6a-e and 7a-e) were synthesized by stirring 3a-e with the electrophiles,4 and 5,in the presence of sodium hydride and n,n-dimethylformamide. the structures of the synthesized compounds were characterized from their spectral data. in addition,the in vitro antibacterial activity of all the target compounds was investigated against gram-negative and gram-positive bacteria using ciprofloxacin as a reference drug. many of these compounds exhibited moderate to good activity and subtle structural changes in the substituents altered the inhibitory properties significantly.