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Communication | Regular issue | Vol 9, No. 3, 1978, pp.275-279
Published online, 1st January, 1970
DOI: 10.3987/R-1978-03-0275
Reaction of 4-Azido-5-(1-cyanoethylidine)-1,3-dimethyl-2-pyrrolinone with Amines. A Convenient Synthesis of 3-Aminomethyl-4-amino-5-(1-cyanoethylidine)-1-methyl-2-pyrrolinones

Annlie Sing and Harold W. Moore*

*Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616-5295, U.S.A.


The reaction of 4-azido-5-(1-cyanoethy1idine)-1,3-dimethyl-2-pyrrolinone with amines (piperidine, morpholine, pyrrolidine, and aniline) is described. This reaction results in the incorporation of an aminomethyl group at position -3 with concomitant reduction of the azide group to a primary amine, i. e., the formation of 3-aminomethyl-4-amino-5-(1-cyanoethylidine)-2-pyrrolinones, 6a-d.