Syntheses of Benzodiazepine Derivatives

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概要

• 論文の詳細を見る

• This communication deals with the syntheses of the aza-analogues of benzoheptafulvene. Acetylacetone or benzoylacetone reacted with benzophenone chloride in the presence of sodium ethoxide to form 3-(α-phenylbenzylidene)pentane-2,4-dione (XIVa) or 1-phenyl-2-(α-phenylbenzylidene) butane-1,3-dione (XIVc) respectively. Treatment of <I>o</I>-phenylenediamine with XIVa in acetic acid - ethanol resulted in forming 2,4-dimethyl-3-(α-phenylbenzylidene)-3<I>H</I>-benzo[<I>b</I>]-1,5-diazepine (XVa) which has a 3,6-diaza-4,5-benzoheptafulvene ring skeleton. Similarly, substituted <I>o</I>-phenylenediamines reacted with XIVa to give 7-substituted 2,4-dimethyl-3-(α-phenylbenzylidene)-3<I>H</I>-benzo[<I>b</I>]-1,5-diazepines (XVb)—(XVd). Reaction of XIVa with hydrazine gave only the monohydrazone of XlVa. The ketene dimer reacted with <I>o</I>-phenylenediamines to give 4-methyl-2,3-dihydro-2-oxo-1<I>H</I>-benzo[<I>b</I>]-1,5-diazepines (Xa)—(Xc). However, the condensation of Xa with aldehyde gave an undesirable product.

• 公益社団法人 日本化学会の論文

著者

• Hirano Toru

  Department Of Orthopaedic Surgery Nagasaki University School Of Medicine

• Motoki Shinichi

  Department Of Chemistry Faculty Of Science Science University Of Tokyo

• MURATA Katsumi

  Department of Medicine and Physical Therapy, Faculty of Medicine, University of Tokyo

• Urakawa Chikahiro

  Department of Chemistry, Faculty of Science, Science University of Tokyo

• Kano Akio

  Department of Chemistry, Faculty of Science, Science University of Tokyo

• Fushimi Yukio

  Department of Chemistry, Faculty of Science, Science University of Tokyo

• Murata Katsumi

  Department of Chemistry, Faculty of Science, Science University of Tokyo

• Hirano Toru

  Department of Chemistry, Faculty of Science, Science University of Tokyo

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