Collect. Czech. Chem. Commun.
1984, 49, 2496-2501
https://doi.org/10.1135/cccc19842496
Preparation of 5-X-2-(2-nitrovinyl)furans and their reactions with nucleophiles
Rudolf Kada, Viera Knoppová, Jaroslav Kováč and Irena Maleňáková
Department of Organic Chemistry, Slovak Institute of Technology, 812 37 Bratislava
Abstract
The title compounds were prepared by condensation of 5-X-2-furaldehydes (X = H, Br, C6H5S, C6H5SO2, 4-CH3-C6H4SO2, 3-O2N-C6H4O) with nitromethane in methanol. 5-Trimethylammonium-2-(2-nitrovinyl)furan bromide (Ii) was obtained from 5-bromo-2-(2-nitrovinyl)furan (Ib) and trimethylamine in benzene; its thermal decomposition in methanol furnished 5-dimethylamino-2-(2-nitrovinyl)furan (Ih). Reactions of 5-X-2-(2-nitrovinyl)furans with nitrogen-containing nucleophiles were investigated.
