Synthesis of 4-Pyridyl-2,3-dihydro-1H-1,5-benzodiazepin-2-ones |
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Authors: | V. I. Bozhanov S. P. Ivonin |
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Affiliation: | (1) Dnepropetrovsk National University, Dnepropetrovsk, 49625, Ukraine |
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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. |
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Keywords: | 1,5-benzodiazepin-2-ones alkylation bromination synthesis |
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