N,N-二甲基乙酰胺促进N-取代肉桂酰胺的合成 |
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引用本文: | 罗年华,郑大贵,祝显虹,周安西,王勇.N,N-二甲基乙酰胺促进N-取代肉桂酰胺的合成[J].合成化学,2016(5). |
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作者姓名: | 罗年华 郑大贵 祝显虹 周安西 王勇 |
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作者单位: | 上饶师范学院江西省普通高校应用有机化学重点实验室,江西上饶,334001 |
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基金项目: | 江西省教育厅科技计划项目( GJJ151052);“信江英才866工程”领军人才培养计划项目(2013-37);江西省大学生创新创业训练计划项目(201510416006) |
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摘 要: | 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。
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关 键 词: | DMAc 肉桂酸 N-取代肉桂酰胺 合成 促进机理 |
Dimethylacetamide-promoted Synthesis of N-substituted Cinnamamides |
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Abstract: | Ten N-substituted cinnamamides ( 3 a ~3 j ) were synthesized by chlorination of cinnamic acid with thionyl chloride in DMAc (4 mL) 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 . |
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Keywords: | dimethylacetamide cinnamic acid N-substituted cinnamamide synthesis promotion mechanism |
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