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Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin-3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides
Authors:Leandro D. Sasiambarrena  Ivan A. Barri  Guido G. Fraga  Rodolfo D. Bravo  Agustín Ponzinibbio
Affiliation:Centro de Estudio de Compuestos Orgánicos CEDECOR UNLP-CIC, Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 y 115, La Plata 1900, Argentina
Abstract:
A facile and efficient method was developed for the synthesis of 1,2,4,5-tetrahydro-1,4-benzodiazepine-3-ones from 2-chloro-N-(2-nitrobenzyl)acetamides through a reductive cyclization using iron-ammonium chloride in ethanol–water in good yields. This method provides a simple approach to these benzodiazepine-3-ones which are of high value in the field of medicinal chemistry research.
Keywords:1,4-Benzodiazepines  2-Chloro-N-(2-nitrobenzyl)acetamides  Iron-ammonium chloride reduction  2-Nitrobenzylamines
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