Antimicrobial screening and synthesis of some novel benzo[<i style="">a</i>]phenothiazines and ribofuranosides

Abstract

Synthesis of 6-(4-chloro-2-methoxy-5-methylanilino/2-methoxy-5-methylanilino)-9-chloro-5<i style="">H</i>-benzo[<i style="">a</i>]phenothiazin-5-thione,12<i style="">H</i>-benzo[<i style="">a</i>] phenothiazin-5-ols, 5-acetoxy-12<i style="">H</i>-benzo[<i style="">a</i>] phenothiazines and 5-methoxy-12<i style="">H</i>-benzo­[<i style="">a</i>]­pheno­thiazines have been carried out from 6-(4-chloro-2-methoxy-5-methylanilino/2-methoxy-5-methylanilino)-9-chloro-5<i style="">H</i>-benzo[<i style="">a</i>] phenothiazin-5-ones; which have been synthesized by condensing zinc mercaptide of 2-amino-5-chloro-benzenethiol and 2-(4-chloro-2-methoxy-5-methylanilino/2-methoxy-5-methylanilino)-3-chloro-1,4-naphthoquinone. The ribofuranosides<i style=""> viz</i>, N-(2',3',5'-tri-<i style="">O</i>-benzoyl-β-d-ribofuranosyl)-6-(4-chloro-2-methoxy-5-methylanilino/2-methoxy-5-methylanilino)-9-chloro-5-acetoxy/5-methoxy-12<i style="">H</i>-benzo[<i style="">a</i>]phenothiazines have been synthesized by condensing synthe­sized heterocycles bases with (+)-β-d-ribofuranose-1-acetate-2,3,5-tribenzoate. Structural assignments have been done on the basis of elemental analysis, IR, and ¹H NMR. All the synthesized compounds have been screened for their antimicrobial activity.