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Chemistry of Heterocyclic Compounds

, Volume 35, Issue 1, pp 23–32 | Cite as

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

  • G. D. Krapivin
  • N. D. Kozhina
  • L. A. Chernousenko
  • V. E. Zavodnik
Article

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.

Keywords

Potassium Hydrolysis Organic Chemistry Molecular Structure Diffraction Analysis 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Kluwer Academic/Plenum 1999

Authors and Affiliations

  • G. D. Krapivin
  • N. D. Kozhina
  • L. A. Chernousenko
  • V. E. Zavodnik

There are no affiliations available

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