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Über die Synthese des 2,3,4,8-Tetrahydro [1] benzoxepino [5,4,3-ef]-1,4-benzodiazepin-3-ons

The synthesis of 2.3.4.8-tetrahydro [1] benzoxepino [5.4.3-ef]-[1.4]benzodiazepine-3-one

Ein neues heterocyclisches Ringsystem

  • Organische Chemie und Biochemie
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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

10-Nitro-6.11-dihydro-dibenz[b,e]oxepine-11-one (12) was obtained both from 2-nitro-6-phenoxymethyl-benzoic acid (8) by dehydration and from 2-nitro-6-phenoxymethyl-benzoyl chloride (10) by Friedel—Crafts-reaction.12 was reduced to the amino compound15 which yielded 10-aminoacetylamino-6.11-dihydro-dibenz[b, e]oxepine-11-one (19) on reaction with chloroacetyl chloride and subsequent treatment with ammonia.

The cyclization of19 yielded the title compound (21). The behaviour of the ketons12 and15 against NH2OH·HCl was investigated.

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Authors and Affiliations

  1. Institut für Organische Chemie der Technischen Hochschule Wien, Getreidemarkt 9, A-1060, Wien, Österreich

    O. Hromatka,  M. Knollmüller &  M. Foroutan-Rad

Authors
  1. O. Hromatka
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  2. M. Knollmüller
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  3. M. Foroutan-Rad
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Hromatka, O., Knollmüller, M. & Foroutan-Rad, M. Über die Synthese des 2,3,4,8-Tetrahydro [1] benzoxepino [5,4,3-ef]-1,4-benzodiazepin-3-ons. Monatshefte für Chemie 105, 1057–1066 (1974). https://doi.org/10.1007/BF00910273

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  • DOI: https://doi.org/10.1007/BF00910273

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