Efficient Synthesis of Tetraacetylglycoluril in the Presence of Phosphorus-Containing Catalysts
Bakibaev A.A. Panshina S.Y. Hoang N.F. Kurgachev D.A. Ukhov A.E. Malkov V.S. Zhumanov K.B.
January 2021Pleiades journals
Russian Journal of Organic Chemistry
2021#57Issue 158 - 63 pp.
Abstract: The effect of phosphorus-containing catalysts, namely phosphorous acid, phosphoric acid, diethyl hydrogen phosphite, and 1-hydroxyethane-1,1-diyldiphosphonic acid (HEDP), in the synthesis of tetraacetylglycoluril by acylation of glycoluril with acetic anhydride at 140°C has been studied. The use of 4 equiv of phosphorous or phosphoric acid with respect to glycoluril has been found to be the most appropriate for achieving the maximum yield (95–98%), and specific effect of HEDP leads to N-acetylation–deacetylation of substrates. The positive effect of phosphorus acids on the formation of tetraacetylglycoluril may be related to not only their catalytic action but also the ability to solubilize the substrate.
1-hydroxyethane-1,1-diyldiphosphonic acid , catalyst , deacetylation , glycoluril , phosphoric acid , phosphorous acid , tetraacetylglycoluryl
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Tomsk National Research State University, Tomsk, 634050, Russian Federation
Tomsk National Research Polytechnic University, Tomsk, 634050, Russian Federation
Dulati Taraz Regional University, Taraz, 080020, Kazakhstan
Tomsk National Research State University
Tomsk National Research Polytechnic University
Dulati Taraz Regional University
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