Collect. Czech. Chem. Commun. 1979, 44, 2417-2420

Kinetics of nucleophilic displacement of 2,5-disubstituted furans

Viera Knoppová, Rudolf Kada and Jaroslav Kováč

Department of Organic Chemistry, Slovak Institute of Technology, 880 37 Bratislava


5-Nitro- and 5-bromo-2-furfurylidenemalonitriles react with secondary saturated amines in an SN reaction to replace bromo or nitro groups. The effects of nucleophilic reagent, solvent and temperature on the reaction rate were investigated. The results were contrasted with kinetic data of the SN reaction of 5-(4-X-phenylsulfonyl- or phenylthio)-2-furfurylidenemalonitriles.