Treatment of 2-R-4,6-dichloropyrimidines with hydroxylamine gives 2-R-4-chloro-6-hydroxyaminopyrimidines, which are converted to mono- and diacyl derivatives upon acylation. Oxidation of 4-chloro-6-hydroxyaminopyrimidines with manganese dioxide or ozone gives the first reported synthesis of 4-chlorine-containing 6-nitroso- or 6-nitropyrimidines, respectively.

This study demonstrates the synthesis of 4-chloro-6-nitro(nitroso)pyrimidines by treating 2-R-4,6-dichloropyrimidines with hydroxylamine and oxidizing them with manganese dioxide or ozone.

Paper

Acylation and oxidation of 4-chloro-6-hydroxyaminopyrimidines. Synthesis of 4-chloro-6-nitro(nitroso)pyrimidines

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