Wei Yun-yang
2007
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Journal
Chemical Intermediates
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.