Water → 5-(4-methyl-1,3-thiazol-2-yl)-3-(phenylcarbonyl)-2,4(1H,3H)-pyrimidinedione

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Reaction Steps

5-(4-methyl-1,3-thiazol-2-yl)-2,4(1H,3H)-pyrimidinedione (Prep41, 300 mg, 0.760 mmol) suspended in dry Pyridine (3 ml) was slowly added to a stirring solution of BENZOYL CHLORIDE (0.265 ml, 2.280 mmol) in Pyridine (1 mL) under nitrogen atmosphere. The resulting yellow solution was stirred at rt for 7 hours. Water was added (3 mL) and the mixture was extracted with EtOAc (10 mL). The organic was washed with NH4Cl saturated aqueous solution (2×2 mL) then with NaHCO3 aqueous saturated solution (1×3 mL), dried (Na2SO4, vacuo) to afford a yellow solid that was diluted in EtOAc (20 mL) and washed again with NaHCO3 aqueous saturated solution (2×5 mL), dried (Na2SO4, vacuo) to afford the title compound as a yellow solid (274 mg, 0.411 mmol) used in the next reaction step without further purification.

Provenance & Evidence