Abstract
The treatment of 1-benzyl-, or 1-methyl-6-chlorouracil (1a,b) with nucleophilic primary amines followed by nitrosation, reduction, formylation and dehydro-cyclisation lead to xanthines 5 and 7. While, the treatment of uracil 8 with aromatic aldehydes 9a–f leads to the formation of dipyrimidinopyridines 10a–f, reaction with formalin and primary amines gives pyrimidopyrimidines 11a–d via double Michael reactions.
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