Synthesis and antibacterial activity of some novel fluorobenzothiazole derivatives.

Abstract

A series of N-[2-(2-benzylidenehydrazinyl)-6-fluorobenzo[d]thiazol-7-yl]diethanolamines were synthesized to examine their in vitro antimicrobial activities against S. aureus, B. subtilis Gram-pos. and E. coli, P. aeruginosa Gram-neg. bacteria. Thus, 4-fluoro-3-chloroaniline was treated with KSCN in the presence of Br2 in glacial AcOH to get 7-chloro-6-fluorobenzothiazol-2-amine, which was further treated with N2H4.H2O and concd. HCl to give 2-hydrazino-7-chloro-6-fluoro-benzothiazole. The corresponding Schiff bases were prepd. subsequently by reaction arom. aldehydes. The final targeted compds. were synthesized by substituting the Cl by diethanolamine in the presence of Et3N. Some of the compds. exhibited good antibacterial activity as compared with std. [on SciFinder(R)]