Tetrahydrofuran → HCID 67371399, compound

Participants

Reaction Steps

A mixture of (Z)-5-((2-(methylthio)pyrimidin-4-yl)methylene)imidazolidine-2,4-dione (5) (3.5 g, 14.83 mmol) in THF (100 mL, 0.15 M) was treated with a solution of oxone (27.35 g, 44.5 mmol, 3.0 equiv.) in water (175 mL). The resulting mixture was stirred at room temperature for 48 h. The resulting precipitate was filtered and washed with water (20 mL) and diethyl ether (20 mL) to afford (Z)-5-((2-(methylsulfonyl)pyrimidin-4-yl)methylene)imidazolidine-2,4-dione (6) as a solid (2.48 g, 3.97 g theoretical, 62%). LC-MS m/z 269 (M+1). The same procedure can be used with the N-benzyl (6b) and N-methyl (6c) analogs in comparable yields.

Provenance & Evidence