Tetrahedron letters

The dealkylation of tertiary aliphatic amines with phenyl chlorothionoformate

DS Millan, RH Prager

文献索引：Millan, David S.; Prager, Rolf H. Tetrahedron Letters, 1998 , vol. 39, # 24 p. 4387 - 4390

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被引用次数: 20

摘要

Phenyl chlorothionoformate reacts rapidly with aliphatic amines at 20° C to give a thiourethane and an alkyl chloride. The urethanes are readily converted to the secondary amine salt by reaction with dimethyl sulfate, followed by hydrolysis with water. Rates of reaction, and alkyl group cleavage selectivity, are comparable to those reported for 1- chloroethyl chloroformate.