4-Nitrobenzenesulfonyl chloride → 4-Nitrobenzenesulfonamide

HRID 1591009Notes

Reaction equation

HRID 1591009 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].O.[NH3:15]>>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:15])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 12896473Azane;hydrate

Product 1

HCID 227844-Nitrobenzenesulfonamide

Procedure

To 4-nitrobenzenesulfonyl chloride (6.7 g) was added ammonia water (10 ml) while ice-cooling, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was extracted with ethyl acetate (100 ml), and the extract was washed with water and saturated aqueous sodium chloride and dried over anhydrous sodium sulfate, followed by evaporation of the solvent under a reduced pressure, to obtain 4-nitrobenzenesulfonamide (5.9 g).

Workup

  1. temperaturecooling
  2. extractionThe reaction mixture was extracted with ethyl acetate (100 ml)
  3. washthe extract was washed with water and saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. customfollowed by evaporation of the solvent under a reduced pressure

Sources & evidence

ORD record
ord-ad88f2e8f33641bb8324f77c554ff05b
Source dataset
uspto-grants-1993_04
Patent number
US05205855

Reaction notes

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