N,N-二甲基乙酰胺促进N-取代肉桂酰胺的合成

Dimethylacetamide-promoted Synthesis of N-substituted Cinnamamides

以肉桂酸为原料,N,N-二甲基乙酰胺(DMAc,4 m L)为促进剂,先与SOCl2于0℃反应20 min,再与芳胺于25℃反应3 h,合成了10个N-取代肉桂酰胺(3a^3j),产率85.8%~96.5%,其结构经~1H NMR,^(13)C NMR,IR和EI-MS确证。提出了DMAc促进反应的可能机理。

Ten N-substituted cinnamamides（ 3a ~ 3j） were synthesized by chlorination of cinnamic acid with thionyl chloride in DMAc（ 4 m L） at 0 ℃ for 20 min,followed by amidation with arylamines at 25 ℃ for 3 h. The yield of 3a ~ 3j were 85. 8% ~ 96. 5%. The structures were confirmed by^1 H NMR,^（13）C NMR,IR and EI-MS. The proposed mechanism for the promotion of DMAc for the reaction was suggested.