Sodium Hydroxide → HCID 15085975, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred suspension of 4.17 g of 5-chloroisatin in 40 ml of water was added a solution of 5.15 g of sodium hydroxide in 18 ml of water. The solution was heated to 85° C. and a solution of 9.8 g of 2-amino-1-(4-iodophenyl)ethanone hydrochloride in a mixture of 70 ml of ethanol and 30 ml of tetrahydrofuran and 130 ml of water was added dropwise over 2 hours. After the addition was complete, the solution was refluxed for an additional 30 minutes and then the ethanol and tetrahydrofuran were removed by distillation. The mixture was cooled to 20° C. and filtered through celite. The filtrate was acidified to pH 4 with acetic acid. The solid was filtered off, washed with water and dried, giving 6.5 g of the desired compound as a yellow solid, mp 243°-245° C.

Provenance & Evidence