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A series of thio-5-nitropyrimidine (thio-5-NP) derivatives was synthesized using the reactions of chlorine-substituted 5-NPs with various aromatic and boron-containing thiols. Reactions of 4,6-dithio-5-NP derivatives with nucleophiles were studied. Stable 2-σ-adducts were obtained using a boron-containing 4,6-dithio-5-NP derivative. The interaction of an aromatic sulfide of 5-NP with 1-phenyl-3-methylpyrazol-5-one...