Collect. Czech. Chem. Commun. 1982, 47, 961-966

5-Substituted 2-furancarbaldehydes and water-soluble furan derivatives

Daniel Végh, Jaroslav Kováč and Miloslava Dandárová

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


5-Halo-2-furaldehydes Ia, Ib react with trimethylamine in aprotic solvents to furnish 5-trimethyl-ammonium salts of 2-furaldehyde IIa, IIb. The reactivity of this salt was utilized for a simple preparation of 5-substituted 2-furaldehydes IV in water at room temperature. The possibility to synthesize azomethines V and ethylenes VI, having the trimethylammonium group in position 5 of the furan ring maintained, is discussed.