Oriental Journal of Chemistry p. 379 - 385 (2015)
Update date:2022-08-25
Topics:
Ezema, Benjamin E.
Ezema, Chidimma G.
Ayogu, Jude I.
Ugwu, David I.
Onoabedje, Efeturi A.
Isomeric derivatives of angular aza benzophenothiazine and complex aza benzothiazinophenothiazine rings were successfully synthesized. Reactions of 2-amino-3,5-dibromopyrazine with 6,7-dibromoquinoline-5,8-dione in anhydrous sodium carbonate gave isomeric angular aza benzophenothiazine compounds 6,9-dibromo-1,8,11-triazabenzo[a]phenothiazine-5-one and 6,9-dibromo-4,8,11-triazabenzo[a]phenothiazine-5-one. Further reactions of these compounds, in the first case, respectively with 2-amino-6-methoxypyridin-3-thiol gave the two isomeric aza complex compounds identified as 13-bromo-8-methoxy-1,9,12,15-tetraazabenzo[a][1,4]benzothiazino[3,2-c]phenothiazine and 13-bromo-8-methoxy-4,9,12,15-tetraazabenzo[a][1,4]benzothiazino[3,2-c]phenothiazine. Secondly, reactions of the same angular benzophenothiazine compounds with 4-aminopyrimidin-5-thiol gave two more complex compounds 13-bromo-1,6,8,12,15-pentaazabenzo[a][1,4]benzothiazino[3,2-c]phenothiazine and 13-bromo-4,6,8,12,15-tetraazabenzo[a][1,4]benzothiazino[3,2-c]phenothiazine. The compounds have very intense colours. Keywords: anhydrous sodium carbonate; 2-amino-3,5-dibromopyrazine; 2-amino-6-methoxypyridin-5-thiol; 4-aminopyrimidin-5-thiol; 6,7-dibromoquinoline-5,8-dione; condensation reaction.
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