Synthesis of Some New Benzimidazole Derivatives of Pharmaceutical Interest

Reaction of 2-(aminomethyl)benzimidazole dihydrochloride (1) with ethyl acetoacetate was studied to give diazepinone-benzimidazole derivative (2), while, treatment of 1 with phenylhydrazono ethylacetoacetate afforded phenylhydrazino diazepinone derivative (3). On the other hand, reaction of 1 with a...

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Main Author: Fawzia Zakaria El-Ablack
Format: Article
Language:English
Published: Wiley 2011-01-01
Series:E-Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2011/723421
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author Fawzia Zakaria El-Ablack
author_facet Fawzia Zakaria El-Ablack
author_sort Fawzia Zakaria El-Ablack
collection DOAJ
description Reaction of 2-(aminomethyl)benzimidazole dihydrochloride (1) with ethyl acetoacetate was studied to give diazepinone-benzimidazole derivative (2), while, treatment of 1 with phenylhydrazono ethylacetoacetate afforded phenylhydrazino diazepinone derivative (3). On the other hand, reaction of 1 with acetyl acetone resulted in the formation of diazepine derivative (4). The reaction of 1 with ethyl cyanoacetate was studied to give 3-aminodiazepinone derivative (5). Also the reaction of 1 with acetophenone and/or benzophenone has been investigated to give the fused imidazolines 6 and 7 respectively, while the reaction of 1 with cyclopentanone gave benzimidazolyl derivative (8). Treatment of 1 with chloroacetyl chloride gave the fused pyrazinone (9). The treatment of 1 with benzoin gave the derivative (10). The structures of the hitherto unknown compounds have been confirmed from analytical and spectral data. The newly synthesized compounds were screened for antibacterial and antifungal activity.
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spelling doaj-art-577f82813a0447238af0b1a9619728cc2025-02-03T06:42:19ZengWileyE-Journal of Chemistry0973-49452090-98102011-01-018274875210.1155/2011/723421Synthesis of Some New Benzimidazole Derivatives of Pharmaceutical InterestFawzia Zakaria El-Ablack0Chemistry Department, Damietta Faculty of Science , Mansoura University, EgyptReaction of 2-(aminomethyl)benzimidazole dihydrochloride (1) with ethyl acetoacetate was studied to give diazepinone-benzimidazole derivative (2), while, treatment of 1 with phenylhydrazono ethylacetoacetate afforded phenylhydrazino diazepinone derivative (3). On the other hand, reaction of 1 with acetyl acetone resulted in the formation of diazepine derivative (4). The reaction of 1 with ethyl cyanoacetate was studied to give 3-aminodiazepinone derivative (5). Also the reaction of 1 with acetophenone and/or benzophenone has been investigated to give the fused imidazolines 6 and 7 respectively, while the reaction of 1 with cyclopentanone gave benzimidazolyl derivative (8). Treatment of 1 with chloroacetyl chloride gave the fused pyrazinone (9). The treatment of 1 with benzoin gave the derivative (10). The structures of the hitherto unknown compounds have been confirmed from analytical and spectral data. The newly synthesized compounds were screened for antibacterial and antifungal activity.http://dx.doi.org/10.1155/2011/723421
spellingShingle Fawzia Zakaria El-Ablack
Synthesis of Some New Benzimidazole Derivatives of Pharmaceutical Interest
E-Journal of Chemistry
title Synthesis of Some New Benzimidazole Derivatives of Pharmaceutical Interest
title_full Synthesis of Some New Benzimidazole Derivatives of Pharmaceutical Interest
title_fullStr Synthesis of Some New Benzimidazole Derivatives of Pharmaceutical Interest
title_full_unstemmed Synthesis of Some New Benzimidazole Derivatives of Pharmaceutical Interest
title_short Synthesis of Some New Benzimidazole Derivatives of Pharmaceutical Interest
title_sort synthesis of some new benzimidazole derivatives of pharmaceutical interest
url http://dx.doi.org/10.1155/2011/723421
work_keys_str_mv AT fawziazakariaelablack synthesisofsomenewbenzimidazolederivativesofpharmaceuticalinterest