The Open Organic Chemistry Journal

2008, 2 : 83-87
Published online 2008 August 8. DOI: 10.2174/1874095200801020083
Publisher ID: TOOCJ-2-83

A Convenient Method for the Synthesis of 1,5-benzodiazepin-2-one

M. Rida , H. El Meslouhi , N.H. Ahabchane , B. Garrigues , N. Es-Safi and E.M. Essassi
Laboratoire de Chimie Organique Hétérocyclique. Pôle de Compétences Pharmacochimie, Université Mohammed V, Faculté des Sciences, Rabat, Morocco.

ABSTRACT

New 3-hydroxy-1,5-benzodiazepin-2-ones were synthesized through condensation between ophenylenediamines with glycidic ester. Alkylation and oxidation of some of the obtained compounds were also explored in different conditions yielding various oxidized and alkylated benzodiazepines. The structural elucidation of the synthesized compounds was achieved by MS, NMR spectroscopy and also through X-ray diffraction analysis. The glycidic ester was thus shown to be an interesting synthon in the synthesis of new 1,5-benzodiazepines used in alkylation and oxidation reactions.

Keywords:

1,5-benzodiazepines, condensation, alkylation.