Hydrogen Peroxide → Trifluoromethyluracil

Participants

Reaction Conditions

Reaction Steps

11.2 g (100 mmol) of uracil was weighed and placed in a 300 ml two-neck flask equipped with a magnetic rotor and the atmosphere in the flask was replaced with argon. The following materials were added thereinto: 80 ml of dimethyl sulfoxide, 0.55 ml of concentrated sulfuric acid, 245 mmol of trifluoromethyl iodide, 20 ml of a 30% hydrogen peroxide aqueous solution and 10 ml of a 1.5 mol/l aqueous solution of iron (II) sulfate. The mixture was stirred at 60 to 70° C. for 100 minutes and then the resulting solution was cooled to room temperature. Formation of 5-trifluoromethyluracil (19F-NMR yield: 97%) was confirmed in the same manner as in Example 1.

Provenance & Evidence