Phenethylamine → 4-((2-Phenylethyl)aminocarbonyl)benzenesulfonamide

Participants

Reaction Conditions

Reaction Steps

20.1 g (0.1 mol) of 4-carboxybenzenesulfonamide were suspended in 300 ml of anhydrous tetrahydrofuran and treated dropwise at 0° C. with stirring with 15.2 ml (0.11 mol) of triethylamine. After 30 min, 10.5 ml (0.11 mol) of ethyl chloroformate were added dropwise at 0° C., the mixture was stirred at this temperature for 1 h, cooled to -10° C. and 12.1 g (0.1 mol, 12.5 ml) of 2-phenylethylamine in 30 ml of anhydrous tetrahydrofuran were added dropwise. After 1 h at 0° C., the mixture was warmed to 20° C. and concentrated in vacuo, the solid residue was treated with water, filtered off with suction and recrystallized from ethanol, and 20.4 g of product were obtained, M.p. 243°-245° C.

Provenance & Evidence