Malonyl Dihalide를 이용한 새로운 α-Amidoketenes의 합성

Synthesis of New α-Amidoketenes Using Malonyl Dihalide

We synthesized new α-amidoketenes using dehydrochlorination from anilines, triethylamine and malonyl dichloride under 0oC. 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 0oC in methylene chloride for 0.5~4 h. Using malonyl dichloride was better than using diethyl malonate as a synthetic reagents for the ketenes.