Ammonium Hydroxide → 5-bromo-2-methoxybenzenesulfonamide

HRID 1066360Notes

Reaction equation

HRID 1066360 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][CH3:13])=[C:6]([S:8](Cl)(=[O:10])=[O:9])[CH:7]=1.[NH4+:14].[OH-]>C1COCC1.CCOC(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][CH3:13])=[C:6]([S:8]([NH2:14])(=[O:10])=[O:9])[CH:7]=1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 5200205-Bromo-2-methoxybenzene-1-sulfonyl chloride

Product 1

HCID 83179675-bromo-2-methoxybenzenesulfonamide

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To 5-bromo-2-methoxybenzenesulfonyl chloride (45g; 157.6 mmol, from Lancaster Chemical) at 0° C. in THF, was added concentrated NH4OH (42.5 mL) and the reaction mixture was brought to r.t. for 2 h. The reaction mixture was diluted with EtOAc, extracted with NaHCO3 (2×), brine, and the organic phase was dried over MgSO4. The solvent was removed to give the title compound.

Workup

  1. extractionextracted with NaHCO3 (2×), brine
  2. dry with materialthe organic phase was dried over MgSO4
  3. customThe solvent was removed

Sources & evidence

ORD record
ord-d088f16016da428485a0eb1a1e3a4582
Source dataset
uspto-grants-2001_06
Patent number
US06242493B1

Reaction notes

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