【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。更多还原

【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.更多还原