Hydrogen Peroxide → 6-Amino-1,3-dimethyl-5-trifluoromethyluracil

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Reaction Conditions

Reaction Steps

0.16 g (1.0 mmol) of 6-amino-1,3-dimethyluracil was weighed and placed in a 50 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: 2.0 ml of a 1N dimethyl sulfoxide solution of sulfuric acid, 1.0 ml of a 2.1 mol/l dimethyl sulfoxide solution of trifluoromethyl iodide, 0.2 ml of a 30% hydrogen peroxide aqueous solution and 0.3 ml of a 1.0 mol/l aqueous solution of iron (II) sulfate. The mixture was stirred at 40 to 50° C. for 20 minutes and then the resulting solution was cooled to room temperature. Formation of 6-amino-1,3-dimethyl-5-trifluoromethyluracil (19F-NMR yield: 95%) was confirmed by 19F-NMR with 2,2,2-trifluoroethanol as an internal standard. 6-Amino-1,3-dimethyl-5-trifluoromethyluracil was obtained as a white solid (0.20 g, yield: 95%) by column chromatography.

Provenance & Evidence