2-Chloroethanol → N,N-Bis(2-hydroxyethyl)-4-methylbenzenesulfonamide

Participants

Reaction Conditions

Reaction Steps

6.84 g (40 mmol) 4-toluenesulfonamide A5, 7 ml (8.37 g, 104 mmol) 2-chloroethanol and 27.64 g (200 mmol) potassium carbonate were suspended in 100 ml dimethylformamide and stirred for 3 days at 110° C. Upon cooling, the reaction mixture was filtrated and the precipitate washed with chloroform. The filtrate was concentrated, the oily residue taken up in chloroform and finally washed with a 10% sodium hydroxide solution. On concentrating the organic solution, 8.4 g of pure product were obtained as light yellow crystals; yield: 81%.

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