2,3,4,5-Tetrafluoroaniline → HCID 18948775, compound
Reaction equation
[F:1][C:2]1[C:8]([F:9])=[C:7]([F:10])[C:6]([F:11])=[CH:5][C:3]=1[NH2:4].Cl[S:13]([OH:16])(=[O:15])=[O:14]>ClC(Cl)=C(Cl)Cl>[NH2:4][C:3]1[C:2]([F:1])=[C:8]([F:9])[C:7]([F:10])=[C:6]([F:11])[C:5]=1[S:13]([OH:16])(=[O:15])=[O:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2,3,4,5-Tetrafluoroaniline (16.5 g, 0.1 mol) was added dropwise over 20 minutes with stirring to a mixture of chlorosulfonic acid (14 g, 0.12 mol) in tetrachloroethylene (100 mL) with ice bath cooling. A yellow precipitate formed immediately.. When the addition was complete, the mixture was heated at reflux for three hours, during which a light tan granular solid formed. The solid was collected by filtration, washed with ether, and dried in vacuo to give the title compound (25 g); m.p. 272°-276° .