Solvent-Free Synthesis of Novel Benzodiazepine Derivatives by a Three-Component Base-Catalysed Reaction of Isatoic Anhydride, a Primary Amine and Chloroacetyl Chloride-Reference-Cited by-同舟云学术

Solvent-Free Synthesis of Novel Benzodiazepine Derivatives by a Three-Component Base-Catalysed Reaction of Isatoic Anhydride, a Primary Amine and Chloroacetyl Chloride

Published:2015-05 Issue:5 Volume:39 Page:286-288
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Seydey Mohsen Khalilpour¹,Rezaei Zahra²,Homami Seyed Saied¹

Affiliation:

1. Department of Applied Chemistry, Faculty of Science, Islamic Azad University, South Tehran Branch, Tehran, Iran

2. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran 14176, Iran

Abstract

Heating isatoic anhydride with a series of primary amines at 150 °C under solvent-free conditions yielded 2-amino-N-alkylbenzamides which, in the same pot, reacted readily with chloroacetyl chloride in the presence of poly(dimethylaminoethyl acrylamide)-modified magnetic nanoparticles ( MNP@PDMA ), a base catalyst, to give 4-alkyl-1,4-benzodiazepine-2,5-diones in good yields without formation of by-products.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/174751915X14304939994023

Reference22 articles.

1. Privileged Structures as Leads in Medicinal Chemistry

2. GABA-based therapeutic approaches: GABAA receptor subtype functions

3. Benzodiazepinedione inhibitors of the Hdm2:p53 complex suppress human tumor cell proliferation in vitro and sensitize tumors to doxorubicin in vivo

4. Enhanced pharmacokinetic properties of 1,4-benzodiazepine-2,5-dione antagonists of the HDM2-p53 protein–protein interaction through structure-based drug design

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