4-Toluenesulfonyl chloride → p-Toluenesulfonyl azide

Participants

Reaction Steps

Dissolve 4-toluenesulphonyl chloride (481.3 g; 2.52 mol) in hot ethanol (2900 ml) and allow the resulting clear solution to cool to room temperature. Dissolve sodium azide (198.31 g; 3.05 mol) in water (360 ml) and mix the two solutions with stirring. Allow the mixture to stand for one and a half hours at room temperature, pour onto water (7250 ml) and separate the resulting two phase mixture, wash the clear oil with water, dry over magnesium sulphate and filter to leave the desired 4-toluene sulphonyl azide (weight=470.57 g).

Provenance & Evidence