Dimethyl Sulfoxide → 4-t-Butylamino-3-fluoro-2-(2-hydroxyethyl)nitrobenzene

Participants

Reaction Steps

30.5 g (150 mmol) of 3,4-difluoro-2-(2-hydroxyethyl)nitrobenzene and 90 ml (900 mmol) of t-butylamine were added to 150 ml of dimethylsulfoxide and 25 ml of toluene, and the solution was heated at reflux for 8.5 hours. After air-cooling, the solution was poured into 1500 ml of water, and the deposited crystals were filtered. They were dissolved in 500 ml of chloroform, and after drying over magnesium sulfate, the solvent was removed by distillation. The residue was crystallized with n-hexane, and the crystals were filtered off to obtain 35.5 g of the subject compound (123) in a 93% yield.

Provenance & Evidence