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Vinylogous Guanidines of the Pyrroline Series from 'Dimeric' Chloroacetonitrile
Teuber, Hans-Joachim,Schuetz, Guenther,Erkenbrecher, Eberhard
, p. 851 - 858 (1980)
The substituted crotonitrile 1a formed by dimerization of chloroacetonitrile is reacted with primary, secondary and tertiary amines.With primary amines the pyrrolines 3a-c result which contain the partial structure of a vinylogous guanidine.Compound 3a is hydrolized by hydrochloric acid to yield the lactam 4 of β,γ-diaminocrotonic acid.
