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Paper | Regular issue | Vol 31, No. 11, 1990, pp.1983-1996
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5520
Fused Imidazophenothiazines: Synthesis of 2-Methyl-3-phenyl-6H-imidzo[4,5-c]phenothiazine

Pilar López-Alvarado, Carmen Avendaño,* Mercedes T. Grande, and J. Carlos Menéndez

*Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense de Madrid, Ciudad Universitaria, 28040 Madrid, Spain

Abstract

A new and reliable procedure for the multigram-scale preparation of 2-methyl-1-phenyl-5-phenylaminobenzimidazole (6) is reported. Bernthsen thionation of 6 leads to 2-methyl-3-phenyl-6H-imidazo[4,5-c]phenothiazine (9), whose structure was established through a detailed mono- and bidimensional 1H-nmr and 13C-nmr spectroscopic study of model compounds.