Efficient Synthesis of Methyl6-(6-Aryl-1,2,4-triazin3-yl)pyridine-2-carboxylates

Methyl 6-(6-aryl-1,2,4-triazin-3-yl)pyridine-2-carboxylates were synthesized in up to 70% yield by one-step condensation of substituted ω-bromoacetophenones with methyl 6-(hydrazinecarbonyl)pyridine-2-carboxylate in DMF. The reaction of methyl 6-(hydrazinecarbonyl)pyridine-2-carboxylate with 2-bromo-1-[4-(methylsulfanyl)phenyl]ethan-1-one afforded exclusively the corresponding arylglyoxal bishydrazone, dimethyl 6,6′-(2,2′-{1-[4-(methylsulfanyl)phenyl]ethane-1,2-diylidene}bis(hydrazine-1-carbonyl))bis(pyridine-2-carboxylate).