Pivaloyl chloride → HCID 9859583, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1,3-dimethylbarbituric acid (5 g, 32.02 mmol), 4-dimethylaminopyridine (4.69 g, 38.42 mmol) in dry CH2Cl2 (75 ml) was cooled to 0° C. and pivaloyl chloride (4.24 g, 35.22 mmol) added dropwise in 15 min. The reaction mixture was stirred at room temperature overnight, diluted with CH2Cl2 (150 ml) and washed with 2 N HCl solution (40 ml). The organic phase was dried over MgSO4 and evaporated. The residue was purified by chromatography using hexane/EtOAc/AcOH 15:5:0.1 as the mobile phase to give 5-pivaloyl-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione 11 (5.46 g, 71%).

Provenance & Evidence