ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Reactions of substituted 2-(2-furyl)-1,1,2-ethylenetricarbonitriles with primary and secondary-amines

D. Berkeš and J. Kováč

Department of Organic Chemistry, Faculty of Chemical Technology, Slovak Technical University, CS-81237 Bratislava

Abstract: (5-Bromo-2-furyl)ethylenetricarbonitrile reacts with primary and secon­ dary amines selectively under formation of N-substituted (5-amino-2-furyl)ethylenetricarbonitriles. In an analogous nucleophilic substitution of (5-nitro-2-furyl)ethylenetricarbonitrile, furan ring and the exocyclic double bond compete for the nucleophile. Consequently, nitriles of the 3-(N-alkylamino)-2-cyano-3-(5-nitro-2-furyl)propenoic acid are also formed. Several spectral characteristics of the prepared compounds are discussed.

Full paper in Portable Document Format: 434a579.pdf

Chemical Papers 43 (4) 579–588 (1989)