2-(2-噻吩)乙胺合成工艺研究 |
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引用本文: | 戴匡初,帅晓艳,魏运洋.2-(2-噻吩)乙胺合成工艺研究[J].化工中间体,2007(5):6-9. |
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作者姓名: | 戴匡初 帅晓艳 魏运洋 |
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作者单位: | 1. 南京理工大学化工学院,南京,210094 2. 九江学院土木与城建学院,九江,332005 |
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摘 要: | 研究了2-(2-噻吩)乙胺的合成工艺.噻吩甲醛与丙二酸经Knoevenagel-Doebner缩合生成3-(2-噻吩)丙烯酸,收率87%.3-(2-噻吩)丙烯酸与氯化亚砜和氨作用生成3-(2-噻吩)丙烯酰胺,收率91%;铜盐催化下用水合肼还原3-(2-噻吩)丙烯酰胺生成3-(2-噻吩)丙酰胺,收率99%;3-(2-噻吩)丙酰胺经Hoffman降解得2-(2-噻吩)乙胺,收率64%.由核磁共振氢谱、质谱和液谱对产物及中间体的结构和纯度进行了表征.
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关 键 词: | 2-(2-噻吩)乙胺 Knoevenagel-Doebner缩合 烯烃还原 Hoffman降解 |
文章编号: | 1006-253x(2007)05-006-4 |
修稿时间: | 2007-02-05 |
Study on the Synthesis of 2-(thiophen-2-yl)Ethanamine |
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Authors: | DAI Kuang-cu SHAI Xiao-yan WEI Yun-yang |
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Affiliation: | 1. Institute of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094,Jiangsu,China; 2. Institute of Civil Engineering and Urban Construction,Jiujiang University,Jiujiang 332005,Jiangxi, China |
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Abstract: | A synthetic route of 2-(thiophen-2-yl)ethanamine was reported.Knoevenagel-Doebner condensation of thipphen-2-carbaldehyde with malonic acid give the intermediate(E)-3-(thiophen-2-yl)acrylic acid in 87% yield.Amination of(E)-3-(thiophen-2-yl)acrylic acid with thionyl chloride and ammonia gave(E)-3-(thiophen-2-yl)acrylamide in 91% yield.3-(Thiophen-2-yl)propanamide was then obtained in 99% yield by copper catalyzed reduction of the amide with hydrazine Hoffman rearrangement of 3-(thiophen-2-yl)propanamide gave the final product 2-(thiophen-2-yl)ethanamine in 64% yield.The structures and purities of the product and intermediates were determined by 1H NMR,MS and LC analysis. |
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Keywords: | 2-(thiophen-2-yl)ethanamine Knoevenagel-Doebner condensation alkene reduction Hoffman rearrangement |
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