Synthesis of 5-substituted aminomethyluracils via the Mannich reaction.

An extension of the Mannich reaction, in which aminomethylation of the five position of uracil, is reported. Thus, primary and secondary alkylamines and primary aromatic amines containing ring-activating groups led to the title compounds 3-10. Compound 11 in which the aromatic ring contains the ring-deactivating nitro group was synthesized in an alternative way. All compounds were characterized by their elemental and spectral properties.