P-Toluenesulfonamide → HCID 53642132, compound

Participants

Reaction Conditions

Reaction Steps

3.97 g of about 60% sodium hydride was suspended in 70 ml of DMF, and 50 ml of DMF solution of 8.49 g of p-toluene sulfonamide in was added thereto, and the resulting mixture was stirred at 60° C. for 1 hour, and 50 ml of DMF solution of 17.70 g of 1-bromo-4-(1-bromoethyl)-3-bromomethylbenzene (3-7) was dropped thereto, which was stirred at the same temperature for 2 hours. The reaction solution was poured into ice water and extracted with chloroform and the resulting organic layer was dried over anhydrous magnesium sulfate, and thereafter, the solvent was distilled off under reduced pressure and the resulting residue was purified by chromatopraphy (eluent; hexane:chloroform=1:1) to obtain 14.13 g of 5-bromo-1-methyl-2-(p-toluene sulfonyl)isoindoline (3-8).

Provenance & Evidence