Hydrogen Bromide → HCID 21482727, compound

Reaction equation

[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([S:10]([NH2:13])(=[O:12])=[O:11])[CH:6]=[CH:7][C:8]=1[NH2:9].[BrH:16].BrBr>O>[NH2:9][C:8]1[C:3]([C:2]([F:1])([F:14])[F:15])=[CH:4][C:5]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][C:7]=1[Br:16]

Participants

Procedure

A suspension of 0.69 g. (0.029 moles) of 3-trifluoromethyl-4-aminobenzenesulfonamide in 7 ml. of water and 7 ml. of 48% hydrobromic acid is treated dropwise with 0.16 ml. of liquid bromine and stirred for 3 hours at room temperature. The reaction mixture is filtered, the solid material washed with 10% aqueous sodium bicarbonate, water and dried. The dried solid is recrystallized from toluene affording 0.76 g. of 4-amino-3-bromo-5-trifluoromethylbenzenesulfonamide, m.p. 248°-252° C.