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The synthesis of 14 C‐diethylamine and lysergic acid diethylamide
Author(s) -
Barnes R. D.
Publication year - 1974
Publication title -
journal of labelled compounds
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0022-2135
DOI - 10.1002/jlcr.2590100204
Subject(s) - diethylamine , chemistry , ethylamine , lysergic acid diethylamide , lysergic acid , aluminum hydride , lithium aluminium hydride , triethylamine , amide , organic chemistry , medicinal chemistry , catalysis , receptor , biochemistry , serotonin , methoxide
The preparation of lysergic acid [ 14 C 1 ]‐diethylamide is described. [ 14 C 1 ]‐Diethylamine was synthesised in three steps; sodium [ 14 C 1 ]‐acetate was treated with thionyl chloride giving [ 14 C 1 ]‐acetyl chloride which was reacted with ethylamine to give N‐ethyl‐[ 14 C 1 ]‐acetamide. Reduction of this amide with lithium aluminium hydride gave [ 14 C 1 ]‐diethylamine which on treatment with a lysergic acid‐imidazole complex gave the required product.