Abstract
The reaction of 2(5H)-furanone with the Vilsmeier-Haak-Arnold reagent and subsequent addition of concentrated aqueous HClO4 to the reaction mixture give (3-dimethylaminomethylen-2-oxo-3H-5-furanyl)methylenimmonium perchlorate, whose hydrolysis under various conditions leads to 3-dimethylaminomethylene-5-formyl-2(3H)-furanone or to the potassium salt of 5-hydroxy-2,4-furandicarbaldehyde. The reaction of these products with CH-acids was studied. The structures of the key compounds of this work have been proved by the method of X-ray diffraction analysis.
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Additional information
Kuban State Technological University. 350072 Krasnodar, Russia; email:gemm18803@yahoo.com. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 24–34, January, 1999.
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Krapivin, G.D., Kozhina, N.D., Chernousenko, L.A. et al. 2(5H)-furanone in the vilsmeier—haak reaction. Synthesis of β-substituted furans. Molecular structures of 3-dimethylaminomethylene-5-formyl-2(3H)-furanone and dimethylammonium 3,5-di(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidenemethyl)-2-furanolate. Chem Heterocycl Compd 35, 23–32 (1999). https://doi.org/10.1007/BF02251656
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DOI: https://doi.org/10.1007/BF02251656