Tetrahedron

Reactions of N-1 (2, 2-dichloroalkylidene) amines with potassium cyanide: synthesis of β-chloro-α-cyanoenamines, α-chloroimidates and 2-amino-5-cyan

R Verhé, N De Kimpe, L De Buyck, M Tilley, N Schamp

Index: Verhe, Roland; Kimpe, Norbert De; Buyck, Laurent De; Tilley, Marc; Schamp, Niceas Tetrahedron, 1980 , vol. 36, # 1 p. 131 - 142

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Citation Number: 19

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 Nt-Bu compounds). Reaction of the α- chloroaldimines with potassium cyanide in dimethylsulphoxide at 70° gave 1, 2- ...