Abstract
Reaction of N-1(2,2-dichloroalkylidene)amines, prepared by chlorination of aliphatic aldimines with N-chlorosuccinimide, with excess of potassium cyanide in methanol gave β-chloro-α-cyanoenamines. When the reaction was carried out for a longer period, α-chloroimidates were isolated (except for N-t-Bu compounds). Reaction of the α-chloroaldimines with potassium cyanide in dimethylsulphoxide at 70° gave 1,2-dicyanoenamines while at 120° 2-amino-5-cyanopyrrols were produced via 1,3-dicyanoenamines. The reaction mechanisms are discused.
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