Synlett 2017; 28(10): 1183-1186
DOI: 10.1055/s-0036-1588954
letter
© Georg Thieme Verlag Stuttgart · New York

Efficient Synthesis of 3-Amino-1,5-benzodiazepine-2-one Derivatives

Autor*innen

  • Nobuhiro Obara*

    a   Zeria Pharmaceutical Co., Ltd, 2512-1, Numagami, Oshikiri, Kumagaya-city, Saitama 360-0111, Japan
  • Takeshi Watanabe

    a   Zeria Pharmaceutical Co., Ltd, 2512-1, Numagami, Oshikiri, Kumagaya-city, Saitama 360-0111, Japan
  • Tomohiro Asakawa

    b   School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka-city, Shizuoka 422-8526, Japan
    c   Tokai University Institute of Innovative Science and Technology, 4-1-1, Kitakaname, Hiratsuka-city, Kanagawa 259-1292, Japan
  • Toshiyuki Kan

    b   School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka-city, Shizuoka 422-8526, Japan
  • Takao Tanaka

    a   Zeria Pharmaceutical Co., Ltd, 2512-1, Numagami, Oshikiri, Kumagaya-city, Saitama 360-0111, Japan
Weitere Informationen

Publikationsverlauf

Received: 22. Dezember 2016

Accepted after revision: 26. Januar 2017

Publikationsdatum:
23. Februar 2017 (online)


Graphical Abstract

Abstract

A convenient method for synthesizing 3-amino-1,5-benzodiazepine-2-one via the Michael addition reaction of o-phenylenediamine with dehydroalanine ester derivatives, followed by cyclization, was developed. This simple method was used to obtain a variety of N-substituted 3-amino-1,5-benzodiazepine-2-ones in one pot with good yields.

Supporting Information