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

Furan derivatives. CC. Study of the reactions of 2-X-3-(5-Y-2-furyl- and -2-thienyl)acrylonitriles with 4-aminopyridine

V. Knoppová, M. Kríž, and J. Kováč

Department of Organic Chemistry, Slovak Technical University, CS-812 37Bratislava

Abstract:  Kinetics of the reaction of 2-X-3-(5-bromo-2-furyl- and -2-thienyl)acrylonitriles (where X = CN, COOCH₃) with 4-aminopyridine and pyridine has been studied in methyl ethyl ketone at 40 °C, 50 °C, and 70 °C. The reactivity is compared with respect to nucleophility of the reagent, nature of the elec­tron-withdrawing group in the position 2 of the heterocyclic ring, and to the nature of the 5-membered heterocycle. When running these reactions in DMFA, DMSO, and HMPT, a donor-acceptor complex was formed due to interaction of the substrate with the solvent. The time dependence of formation of these complexes is discussed.

Full paper in Portable Document Format: 383a425.pdf

Chemical Papers 38 (3) 425–430 (1984)