Synthesis of benzamides by microwave assisted ring opening of less reactive dimethylaminobenzylidene oxazolone
Saurabh C. Khadse, Vivekananda A. Chatpalliwar
Abstract
Saurabh C. Khadse, Vivekananda A. Chatpalliwar
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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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