Bromine → 4-Amino-3-bromo-5-nitrobenzenesulfonamide

HRID 1288315Notes

Reaction equation

HRID 1288315 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[Br:15]Br>CO>[NH2:1][C:2]1[C:3]([N+:12]([O-:14])=[O:13])=[CH:4][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:6][C:7]=1[Br:15]

Participants

4

Reactant 2

HCID 24408BromineHCID 27743884-Amino-3-nitrobenzene-1-sulfonamide

Product 1

HCID 218864374-Amino-3-bromo-5-nitrobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7.0 G. of 4-amino-3-nitrobenzenesulfonamide is suspended in 150 ml. of methanol at room temperature and brominated with 5.2 g. of liquid bromine added dropwise over 15 minutes. The reaction mixture is filtered and the solid material recrystallized from isopropanol affording 4-amino-3-bromo-5-nitrobenzenesulfonamide, m.p. 216°-218° C.

Workup

  1. customat room temperature
  2. filtrationThe reaction mixture is filtered
  3. customthe solid material recrystallized from isopropanol

Sources & evidence

ORD record
ord-1b64dce6cdc0486ba3f366677b06db41
Source dataset
uspto-grants-1976_10
Patent number
US03987199

Reaction notes

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