Ethyl benzoylacetate → 2-Amino-6-phenylpyrimidin-4-ol

Participants

Reaction Conditions

Reaction Steps

Following the method of Jaeger (Liebigs. Ann. Chem. 1891, 262, 365), a mixture of 12.4 ml (72 mmol) ethyl benzoylacetate and 7.79 g (43.2 mmol) guanidine carbonate in 25 ml ethanol was heated at 80° C. for 4 h. The reaction mixture was then cooled to room temperature and the resulting crystals collected by filtration and washed sequentially with ice-cold water and ethanol to afford 7.2 g (53%) 2-amino-6-phenyl-3H-pyrimidin-4-one as a white crystalline solid. EI-MS m/e (%): 187 (M+, 100).

Provenance & Evidence