SYNTHESIS OF 4-PYRIDYL-2,3-DIHYDRO-1H-1,5-BENZODIAZEPIN-2-ONES

Abstract

4-Pyridyl-2,3-dihydro-1H-1,5-benzodiazepin-2-ones were obtained by the condensation of ethyl nicotinoyl- or isonicotinoylacetates with o-phenylenediamine. Alkylation of the pyridylbenzodiazepinones with ethyl iodide under phase-transfer catalysis conditions occurred at the amide nitrogen of the heterocycle, whereas in nitromethane it occurred at the nitrogen of the pyridine substituent. Bromination with N-bromosuccinimide occurred at position 3 of the heterocycle. Pyridyldibenzodiazepinones underwent thermal rearrangement to derivatives of vinylbenzimidazole.

How to Cite
Bozhanov, V. I; Ivonin, S. P. Chem. Heterocycl. Compd. 2002, 38, 1098. [Khim. Geterotsikl. Soedin. 2002, 1255.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1021213517045