Collect. Czech. Chem. Commun. 1994, 59, 2741-2746

Synthesis of Some m-Substituted 1-Phenyl-6-azauracils

Jan Slouka, Vojtěch Bekárek and Jan Hlaváč

Department of Analytical and Organic Chemistry, Palacký University, 771 46 Olomouc, Czech Republic


Many 1-aryl-6-azauracils derivatives were prepared so far, among them the representation of m-substituted 1-phenyl derivatives is relatively poor. In this communication we report on the synthesis of the starting material - dicarbamate I, which was used for the preparation of some new 1-phenyl-6-azauracil derivatives II, containing simple nitrogeneous group in m-position. We focused also on the compounds III having two 6-azauracil rings mutually bonded in m-position to the benzene ring. These compounds can form hydrogen bonds simultaneously with two bonding centres of fitted substrate and so they can serve as model compounds for the interaction studies. From this type of compounds the dinitrile IIIa is known so far.