Synthesis, spectroscopic characterization and antibacterial screening of novel n-(benzothiazol-2-yl)ethanamides

K.F. Chah,P.O. Ukoha,A.O. Anaga,L.N. Obasi

doi:10.1590/s0100-46702011000100001

Abstract

Synthesis, electronic, infrared, elemental micro analytical studies were carried on N-(benzothiazol-2-yl)trichloroethanamide [4] and N-(benzothiazol-2-yl)chloroethanamide [5]. They were also screened in vitro and in vivo for antibacterial activity. The results indicate that the compounds are very stable and that they show high antibacterial activities against both gram-positive and gram-negative bacteria tested. Both derivatives of 2-aminobenzothiazole were active against the multiresistant bacteria with IZD ranging from 9 -18 mm [5] and 9 - 20mm [4]. From the MIC results it is observed that the [5] derivative produced a better antibacterial activity than the [4] derivative. The lethal concentrations (LC50) of the compounds were also determined. Their solubilities and melting points were also determined.

Highlights

Thiazole and some of its derivatives have been found to be of physiological significant
The compounds, N-(benzothiazol-2-yl)trichloroethanamide [4] and N-(benzothiazol-2yl)chloroethanamide [5] were prepared following the methods described by Allen and Vanallan [12]
Increasing concentrations (10, 100, 1000 ppm) of the synthesized compounds (N-(benzothiazol-2-yl)trichloroethanamide [4] and N-(benzothiazol-2yl)chloroethanamide [5]) were added into each of the triplicate and distilled water was added into the control group

Summary

Introduction

Thiazole and some of its derivatives have been found to be of physiological significant. This work reports the synthesis, characterization and antibacterial activity of N(benzothiazol-2-yl)trichloroethanamide [4] and N-(benzothiazol-2-yl)chloroethanamide [5]. The compounds, N-(benzothiazol-2-yl)trichloroethanamide [4] and N-(benzothiazol-2yl)chloroethanamide [5] were prepared following the methods described by Allen and Vanallan [12]. Synthesis of N-(benzothiazol-2-yl)chloroethanamide To a hot solution of 2-aminobenzothiazole [1] (3.00g, 20mmol) in acetic acid(30ml), chloroacetic acid [3] (1.89g, 20mmol) dissolved in 20ml acetic acid was added drop wise with continuous stirring.

Results

Conclusion