Resorcinol → 4-(4-Methoxy-2-nitrophenylazo)benzene-1,3-diol

Participants

Reaction Steps

A solution of diazonium salt, obtained beforehand by diazotization of 67.2 g (equivalent to 0.4 mol) of 4-methoxy-2-nitroaniline contained in 150 ml of concentrated HCl with a sodium nitrite solution containing 28 g (equivalent to 0.4 mol) in 100 ml of water at 0°-5° C., was added at a temperature of between 5° and 10° C. and over one hour into a reactor containing 44 g (equivalent to 0.4 mol) of resorcinol dissolved in a mixture of 400 ml of ethanol and 400 ml of water. The mixture was maintained under stirring for 2 hours. The red precipitate was filtered off and then rinsed copiously with water. 86 g (yield: 74%) of the desired compound was thereby obtained.

Provenance & Evidence