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Communication | Regular issue | Vol 14, No. 1, 1980, pp.7-10
Published online, 1st January, 1970
DOI: 10.3987/R-1980-01-0007
Synthesis of 1,5-Benzodiazepines

Atsuyuki Ushirogochi, Yoshinori Tominaga, Yoshiro Matsuda, and Goro Kobayashi*

*Faculty of Pharmaceutical Sciences, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan


Reaction of α-oxoketene S,S-acetals (1a, b, c, d) with o-phenylenediamines gave the corresponding 1,5-benzodiazepines, 8-substituted 4-aryl-2-methylthio-3H-1,5-benzodiazepines (3a, b, c, d, e) in good yields. 2-Amino-4-aryl-8-nitro-3H-1,5-benzodiazepines (5a, b, c) were prepared by the displacement of methylthio group on compound 3b with amines (benzylamine, morpholine, 1-methylpiperazine).