Phenacyl bromide → HCID 19101522, compound

Participants

Reaction Conditions

Reaction Steps

4-Methanesulfonamidoaniline (150 g, 0.8 mol) and triethylamine (81.4 g, 0.8 mol) were combined with 2.4 liters of 1:1 methanol/ethanol in a five liter round bottom flask, and stirred mechanically until all solids dissolved. 2-Bromoacetophenone (240 g, 1.2 mol) was added as a solid in several portions over a twenty minute period. The reaction was stirred at 25° C. for 14 h, during which an off-white precipitate formed. The mixture was chilled to 5° C., then the product was collected by filtration, washed with cold ethanol and dried under vacuum to yield 152 g (62%) of 2-(4-methanesulfonamidoanilino)acetophenone as an off-white solid, m.p. 165°-167° C. NMR and mass spectral data were consistent with the assigned structure.

Provenance & Evidence