Abstract

Emmanuel O. Adekola¹, Benjamin E Ezema¹, Jude I. Ayogu¹, David I. Ugwu^1*, Chidimma G. Ezema², Abuekwu P. Nwasi¹ and Christian O. Ike¹

DOI : http://dx.doi.org/10.13005/ojc/300406

The synthesis of benzothiazinophenothiazine derivatives from simple heterocyclic compounds was thoroughly investigated. The intermediate, 6-chloro-5H-benzo[a]phenothiazin-5-one was afforded by the condensation of 2-aminothiophenol with 2,3-dichloro-1, 4-naphthoquinone in an alkaline medium. Further condensation of the intermediate with 2,4-diamino-6-hydroxypyrimidine-5-thiol obtained by alkaline hydrolysis of 2,4-diamino-6-hydroxy-5-thiacyanatopyrimidine gave 7-amino-9-hydroxy-6-8,diazabenzo[a][1,4]benzothiazino[3,2-c]phenothiazine. However, facile acid-catalyzed synthesis of four other benzothiazinophenothiazine ring systems was accomplished with improved yield and lesser reaction time. The Structural confirmation was done using UV-Visible spectroscopy, FT-IR, ¹H and ¹³C-NMR and elemental analysis. The synthesized compounds were screened against some micro-organisms and the results showed that the complex derivatives were significantly active against the microorganisms.

benzothiazinophenothiazine derivatives; antimicrobial screening; Sensitivity test; minimium inhibition concentration; inhibition zone diameter

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