Phosphate → Dihydro-1-[3,5-dimethylphenyl]-1,2,4-triazine-3,5(2H,4H)dione

Participants

Reaction Steps

Sodium methoxide (0.32 g, 5.96 mmol) was added to a stirred solution of the urea (Intermediate 37; 0.75 g, 2.98 mmol) in dimethoxyethane (30 ml) over 4A sieves under a nitrogen atmosphere. After stirring at room temperature for ca. 30 min the resultant slurry was added to pH 6.5 aqueous phosphate buffer (50 ml) and extracted with ethyl acetate (3×75 ml). The combined extracts were washed with saturated brine (50 ml), dried and evaporated to afford an orange solid. Trituration of this material with hexane/ether (1:1) (2×15 ml) gave the title compound as a light pink solid (0.52 g, 64%), m.p. ca 255° (dec.).

Provenance & Evidence