Hydrogen Bromide → HCID 21482727, compound

HRID 1288308Notes

Reaction equation

HRID 1288308 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

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 21482732HCID 21482732, compound

Product 1

HCID 21482727HCID 21482727, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

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.

Workup

  1. additionA suspension of 0.69 g
  2. filtrationThe reaction mixture is filtered
  3. washthe solid material washed with 10% aqueous sodium bicarbonate, water
  4. customdried
  5. customThe dried solid is recrystallized from toluene affording 0.76 g

Sources & evidence

ORD record
ord-9c6e6cea41d44a87821ff7d163708aec
Source dataset
uspto-grants-1976_10
Patent number
US03987199

Reaction notes

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