Chlorosulfonic acid → 4-Amino-3-bromo-5-nitrobenzenesulfonyl chloride

HRID 723268Notes

Reaction equation

HRID 723268 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([S:11](N)(=[O:13])=[O:12])=[CH:4][C:3]=1[Br:15].[Cl:16]S(O)(=O)=O>>[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([S:11]([Cl:16])(=[O:13])=[O:12])=[CH:4][C:3]=1[Br:15]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 218864374-Amino-3-bromo-5-nitrobenzenesulfonamide

Product 1

HCID 218861144-Amino-3-bromo-5-nitrobenzenesulfonyl chloride

Procedure

4-Amino-3-bromo-5-nitrobenzenesulfonamide ((U.S. Pat. No. 3,987,199) 1 g, 3.17 mmol) was heated at 95° C. for 3 h in chlorosulfonic acid (10 mL). The solution was cooled then poured onto ice and then filtered. The solid was redissolved in DCM and dried over sodium sulfate. Removal of the solvent yielded the product (960 mg) which was used without further purification.

Workup

  1. temperatureThe solution was cooled
  2. additionthen poured onto ice
  3. filtrationfiltered
  4. dissolutionThe solid was redissolved in DCM
  5. dry with materialdried over sodium sulfate
  6. customRemoval of the solvent

Sources & evidence

ORD record
ord-d7643db29aef469cab93861f74cd4494
Source dataset
uspto-grants-2006_11
Patent number
US07138530B2

Reaction notes

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