Synthesis of benzamides by microwave assisted ring opening of less reactive dimethylaminobenzylidene oxazolone

This paper presents the synthesis of some benzamide compounds (B1–B10) by microwave-assisted ring opening of 4-(4-dimethylaminobenzylidene)-2-phenyl-5-oxazolone (AZ4). By conventional synthesis involving heating, it was found difficult to obtain ring-opened products, probably due to poor tendency of...

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Main Authors: Saurabh C. Khadse, Vivekananda A. Chatpalliwar
Format: Article
Language:English
Published: Elsevier 2017-02-01
Series:Arabian Journal of Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1878535212003115
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spelling doaj-048e5a825c38436f932135494186312b2020-11-25T02:24:39ZengElsevierArabian Journal of Chemistry1878-53522017-02-0110S1S859S86310.1016/j.arabjc.2012.12.020Synthesis of benzamides by microwave assisted ring opening of less reactive dimethylaminobenzylidene oxazoloneSaurabh C. Khadse0Vivekananda A. Chatpalliwar1Department of Pharmaceutical Chemistry, R.C. Patel Institute of Pharmaceutical Education and Research, Karvand Naka Shirpur, Dist. Dhule, Maharashtra 425 405, IndiaShri Sureshdada Jain College of Pharmacy, Nemi Nagar, Chandwad, Mumbai-Agra Highway, Dist. Nashik, Maharashtra 423 101, IndiaThis paper presents the synthesis of some benzamide compounds (B1–B10) by microwave-assisted ring opening of 4-(4-dimethylaminobenzylidene)-2-phenyl-5-oxazolone (AZ4). By conventional synthesis involving heating, it was found difficult to obtain ring-opened products, probably due to poor tendency of the carbonyl carbon (C5) of AZ4 to undergo nucleophilic attack by mono/or disubstituted anilines. Microwave assisted reactions were easy to perform, have reduced the reaction time and produced good yields.http://www.sciencedirect.com/science/article/pii/S1878535212003115Benzamide4-(4-Dimethylaminobenzylidene)-2-phenyl-5-oxazoloneAnilines
collection DOAJ
language English
format Article
sources DOAJ
author Saurabh C. Khadse
Vivekananda A. Chatpalliwar
spellingShingle Saurabh C. Khadse
Vivekananda A. Chatpalliwar
Synthesis of benzamides by microwave assisted ring opening of less reactive dimethylaminobenzylidene oxazolone
Arabian Journal of Chemistry
Benzamide
4-(4-Dimethylaminobenzylidene)-2-phenyl-5-oxazolone
Anilines
author_facet Saurabh C. Khadse
Vivekananda A. Chatpalliwar
author_sort Saurabh C. Khadse
title Synthesis of benzamides by microwave assisted ring opening of less reactive dimethylaminobenzylidene oxazolone
title_short Synthesis of benzamides by microwave assisted ring opening of less reactive dimethylaminobenzylidene oxazolone
title_full Synthesis of benzamides by microwave assisted ring opening of less reactive dimethylaminobenzylidene oxazolone
title_fullStr Synthesis of benzamides by microwave assisted ring opening of less reactive dimethylaminobenzylidene oxazolone
title_full_unstemmed Synthesis of benzamides by microwave assisted ring opening of less reactive dimethylaminobenzylidene oxazolone
title_sort synthesis of benzamides by microwave assisted ring opening of less reactive dimethylaminobenzylidene oxazolone
publisher Elsevier
series Arabian Journal of Chemistry
issn 1878-5352
publishDate 2017-02-01
description This paper presents the synthesis of some benzamide compounds (B1–B10) by microwave-assisted ring opening of 4-(4-dimethylaminobenzylidene)-2-phenyl-5-oxazolone (AZ4). By conventional synthesis involving heating, it was found difficult to obtain ring-opened products, probably due to poor tendency of the carbonyl carbon (C5) of AZ4 to undergo nucleophilic attack by mono/or disubstituted anilines. Microwave assisted reactions were easy to perform, have reduced the reaction time and produced good yields.
topic Benzamide
4-(4-Dimethylaminobenzylidene)-2-phenyl-5-oxazolone
Anilines
url http://www.sciencedirect.com/science/article/pii/S1878535212003115
work_keys_str_mv AT saurabhckhadse synthesisofbenzamidesbymicrowaveassistedringopeningoflessreactivedimethylaminobenzylideneoxazolone
AT vivekanandaachatpalliwar synthesisofbenzamidesbymicrowaveassistedringopeningoflessreactivedimethylaminobenzylideneoxazolone
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