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■ A Novel Ring Closure Reaction for the Preparation of 6-Aminouracils with an α-Branched 1-Substituent

Friederike Fülle and Christa E. Müller*

*Pharmazeutishes Institut, Pharmazeutische Chemie Poppelsdorf, Universität Bonn, Kreuzbergweg 26, D-53115 Bonn, Germany

Abstract

The preparation of 6-aminouracil derivatives is described involving a novel, silicon-promoted ring closure reaction. Condensation of N-substituted urea with cyanoacetic acid yields cyanoacetylureas, which are heated in hexamethyldisilazane/trimethylchlorosilane to afford N-substituted 6-aminouracils. Previously unaccessible derivatives bearing an α-branched 1-substituent, including 6-amino-1-(1-phenylethyl)uracil were obtained.