Water → N-Methyl-4-nitrobenzenesulfonamide

HRID 216397Notes

Reaction equation

HRID 216397 reaction equation
[CH3:1][NH2:2].[N+:3]([C:6]1[CH:11]=[CH:10][C:9]([S:12](Cl)(=[O:14])=[O:13])=[CH:8][CH:7]=1)([O-:5])=[O:4].O>O1CCCC1>[CH3:1][NH:2][S:12]([C:9]1[CH:10]=[CH:11][C:6]([N+:3]([O-:5])=[O:4])=[CH:7][CH:8]=1)(=[O:14])=[O:13]

Participants

5

Reactant 3

HCID 962WaterHCID 6329MethylamineHCID 74044-Nitrobenzenesulfonyl chloride

Product 1

HCID 232993N-Methyl-4-nitrobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methylamine (2 M in tetrahydrofuran) (24 mL, 47.5 mmol) was added to an ambient temperature solution of p-nitrobenzenesulfonyl chloride (3.5 g, 15.8 mmol) in tetrahydrofuran (30 mL). After stirring at ambient temperature for 30 min, the reaction mixture was poured into water and extracted with ethyl aceate. The organic phase was dried (magnesium sulfate) and concentrated to afford N-methyl-4-nitrobenzenesulfonamide which was used without further purification.

Workup

  1. extractionextracted with ethyl aceate
  2. dry with materialThe organic phase was dried (magnesium sulfate)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-6594074eb51c4fc093bfa9f3e4fc49f6
Source dataset
uspto-grants-2012_06
Patent number
US08193228B2

Reaction notes

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