Acetone → HCID 15227706, compound

Participants

Reaction Steps

To a stirred solution of 3-(2-propynyl)-5,5-dimethylhydantoin (1 g, 60 mmole) in CCl4 (20 mL) at room temperature was added N-iodosuccinimide (1.6 g, 7.1 mmole). Dry acetone was added until all materials were dissolved. To the above clear solution was added silver nitrate (0.1 g, 0.58 mmole) and the reaction mixture was stirred at room temperature for 2 hr. The mixture was diluted with water (60 mL) and was extracted with ethyl acetate (3×50 mL). The organic layer was washed with saturated sodium chloride solution (75 mL) and dried with sodium sulfate. After filtering off drying agent and evaporating the solvents, a light yellow solid of 3-(3-iodo-2-propynyl)-5,5-dimethylhydantoin was obtained, 1.6 g (91%), mp=118°-126° C. An NMR spectrum also showed the desired product.

Provenance & Evidence