N-Iodosuccinimide → HCID 15230228, compound

Participants

Reaction Steps

To a solution of 3-benzyl-1-propargyl-5,5-dimethylhydantoin (2 g, 7.81 mmole) in acetone (35 mL) at room temperature was added N-iodosuccinimide (2.1 g, 9.2 mmole), followed by silver nitrate (0.265 g, 1.56 mmole). The reaction mixture was stirred at room temperature for 5 hr. The reaction mixture was then passed through Celite by suction-filtration and washed with acetone. The filtrate was concentrated on a rotary evaporator and diluted with ethyl acetate. The solution was washed with water and brine and dried over sodium sulfate. The solvent was evaporated on a rotary evaporator to give 1.9 g of 3-benzyl-1-(3-iodo-2-propynyl)-5,5-dimethylhydantoin as a light brown oil which slowly solidified, mp=83°-85° C. An NMR spectrum also showed the desired structure.

Provenance & Evidence