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KMID : 0370220110550020127
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Yakhak Hoeji
2011 Volume.55 No. 2 p.127 ~ p.130
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Synthesis of New α-Amidoketenes Using Malonyl Dihalide
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Oh Mi-Jung
Park Myung-Sook
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Abstract
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We synthesized new α-amidoketenes using dehydrochlorination from anilines, triethylamine and malonyl dichloride under 0℃. The utility of ketenes in both laboratory and industrial practice was quickly recognized, and these species have been extensively utilized, including as pharmaceutical intermediates and anti-cancer agents. All synthetic process from anilines to α-amidoketenes could be carried out by one-pot reaction. Synthetic ketenes 2a~f were identified using NMR and IR spectrum. Formation of ketenes was undertaken with dropping of malonyl dichloride at 0℃ in methylene chloride for 0.5~4 h. Using malonyl dichloride was better than using diethyl malonate as a synthetic reagents for the ketenes.
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KEYWORD
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α-amidoketenes, acylketenes, acylhalides, synthesis, dehydrochlorination, 3-oxo-acrylamide
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