The Synthesis, Characterization And Antimicrobial Screening Of 8–Amino–6–Chloro–1,9,11–Triazabenzo[A]Phenothiazin–5–One

Ijeomah A.O.; Okoro U.C.; Godwin– Nwakwasi E.; Chah K.F.

Volume : III, Issue : XII, December - 2014

The Synthesis, Characterization And Antimicrobial Screening Of 8–Amino–6–Chloro–1,9,11–Triazabenzo[A]Phenothiazin–5–One

Ijeomah A. O. , Okoro U. C. , Godwin Ndash Nwakwasi E. , Chah K. F.

Abstract :

The synthesis of 8-amino-6-chloro-1,9,11-triazabenzo[a]phenothiazin-5-one and its regio isomer, 8-amino-6-chloro-4,9,11-triazabenzo[a]phenothiazin-5-one from 8-hydroxyquinoline is reported. 8-Hydroxyquinoline was converted to 6,7-dichloro-5,8-quinolinequinone, a key intermediate, by stepwise nitrosation, nitration, reduction and chloroxidation. 4,6-Diaminopyrimidine-5-thiol another key intermediate was obtained by thiocyanation, followed by alkaline hydrolysis of 4,6-diaminopyrimidine. These two intermediates were coupled under anhydrous basic condition to furnish isomeric mixture of the two isomers which were then separated by column chromatography. The new compounds were characterized using spectral and analytical data .The antimicrobial tests were carried out on multi-resistant bacterial strains isolated under clinical conditions using agar- well diffusion method .Both the Inhibition Zone Diameter(IZD) and the Minimum Inhibito ry Concentration (MIC) were determined. These new compounds were found to show significant activities against the tested microbes