REACTIONS OF URACILS, 18¹: REACTION OF 5-FORMYL-1,3-DIMETHYL-BARBITURIC ACID AND 5-FORMYL-1,3,6- TRIMETHYLURACIL WITH ETHOXYCARBONYL- METHYLENETRIPHENYLPHOSPHORANE

Péter Mátyus Institut für Arzneimittelforschung, Postfach 82, H-1325, Budapest, Republik Ungarn

Martin Nieger Institut für Anorganische Chemie und Institut für Organische Chemie und Biochemie, Gerhard-Domagk-Strasse 1, D-5300, Bonn 1

Heinrich Wamhoff der Universität Bonn, Gerhard-Domagk-Strasse 1, D-5300, Bonn 1

Abstract

Ethoxycarbonylmethylenetriphenylphosphorane (2) reacts with 5-formyl-1,3,6-trimethyluracil (1c) in the expected way to afford the acrylate 3c, while with 5-formyl-1,3-dimethylbarbituric acid (1b) a novel phosphorus ylide/phosphorane 4 is obtained (X-ray analysis). The temperature dependent NMR spectra and the mechanism of formation are discussed.

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REACTIONS OF URACILS, 18¹: REACTION OF 5-FORMYL-1,3-DIMETHYL-BARBITURIC ACID AND 5-FORMYL-1,3,6- TRIMETHYLURACIL WITH ETHOXYCARBONYL- METHYLENETRIPHENYLPHOSPHORANE

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REACTIONS OF URACILS, 181: REACTION OF 5-FORMYL-1,3-DIMETHYL-BARBITURIC ACID AND 5-FORMYL-1,3,6- TRIMETHYLURACIL WITH ETHOXYCARBONYL- METHYLENETRIPHENYLPHOSPHORANE

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REACTIONS OF URACILS, 18¹: REACTION OF 5-FORMYL-1,3-DIMETHYL-BARBITURIC ACID AND 5-FORMYL-1,3,6- TRIMETHYLURACIL WITH ETHOXYCARBONYL- METHYLENETRIPHENYLPHOSPHORANE