• Title/Summary/Keyword: ${\alpha}$-amidoketenes

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Synthesis of New ${\alpha}$-Amidoketenes Using Malonyl Dihalide (Malonyl Dihalide를 이용한 새로운 ${\alpha}$-Amidoketenes의 합성)

  • Oh, Mi-Jung;Park, Myung-Sook
    • YAKHAK HOEJI
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    • v.55 no.2
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    • pp.127-130
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    • 2011
  • We synthesized new ${\alpha}$-amidoketenes using dehydrochlorination from anilines, triethylamine and malonyl dichloride under $0^{\circ}C$. 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 ${\alpha}$-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 $0^{\circ}C$ in methylene chloride for 0.5~4 h. Using malonyl dichloride was better than using diethyl malonate as a synthetic reagents for the ketenes.