2012Arabian Journal of ChemistryOpen access

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

Saurabh C. Khadse, Vivekananda A. Chatpalliwar

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Abstract

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.

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What this paper is about

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.

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Available abstract

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.

Key concepts: Chemistry, Oxazolone, Benzamide, Ring (chemistry), Nucleophile, Microwave, Microwave irradiation, Combinatorial chemistry

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