Microwave assisted facile one pot synthesis of novel 5-carboxamido substituted analogues of 1,4-benzodiazepin-2-one of medicinal interest

Abstract

A novel synthetic approach developed by the use of a microwave (MW) assisted one pot protocol to the synthesis of methyl-1,4-benzodiazepin-2-one-5-carboxylate (2) derivatives for which N-chloroacetylisatin was employed with an elegant success to afford the formation of 5-methyl carboxylate derivatives of 1,4-benzodiazepines from its reaction with methanolic hexamine. We have utilized MW technique in the present work in conducting the reaction of carboxylate ester derivative (2) with several selected primary and secondary amines 3, 4, 5, 6, 7, and 8 which had the previous history of being biologically active in the literature, to generate the corresponding carboxamide derivatives (9-14).

KEY WORDS: Morpholine, Piperidine, Piperazine, Pyridine, Pyrimidine

Bull. Chem. Soc. Ethiop. 2013, 27(2), 301-307.

DOI: http://dx.doi.org/10.4314/bcse.v27i2.16