1,3-Dichloro-5,5-dimethylhydantoin → HCID 71279168, compound

Participants

Reaction Conditions

Reaction Steps

To a colorless solution of dimethyl 1-methyl-1H-imidazole-4,5-dicarboxylate (500 mg, 2.42 mmol, Eq: 1.00) in DMF (5.00 mL) was added under a nitrogen atmosphere 1,3-dichloro-5,5-dimethylhydantoin (487 mg, 2.42 mmol, Eq: 1.00). The reaction mixture was heated to 80° C. and stirred for 2 h, cooled down to ambient temperature, poured into saturated sodium bicarbonate solution (5 mL) and extracted with ethyl acetate (2×10 mL). The organic layers were washed with brine (5 mL), dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (using silica gel and an ethyl acetate/heptane gradient) to give the product as colorless oil (415 mg, 1.78 mmol, 73.7%). MS: M=233.0 (M+H)+

Provenance & Evidence