4-Methoxybenzenesulfonyl chloride → 4-Methoxybenzenesulfonamide

HRID 326709

Reaction equation

HRID 326709 reaction equation
[NH4+:1].[OH-].[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][CH:6]=1>O1CCCC1>[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH2:1])(=[O:13])=[O:12])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 14923Ammonium Hydroxide

Product 1

HCID 707894-Methoxybenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

25 ml of 25% NH4OH were added dropwise while cooling in an ice bath to a solution of 7.3 g of p-methoxybenzenesulfonyl chloride in 50 ml of tetrahydrofuran. Subsequently, the reaction mixture was stirred vigorously for 30 minutes at 70° C. (bath temperature). Thereafter, the tetrahydrofuran was distilled. The residue was extracted with ethyl acetate. There was obtained p-methoxybenzenesulfonamide which was converted into the potassium salt as described in Example 50.

Workup

  1. distillationThereafter, the tetrahydrofuran was distilled
  2. extractionThe residue was extracted with ethyl acetate

Sources & evidence

ORD record
ord-951efbaa19c74b62ab9164d05a2e3923
Source dataset
uspto-grants-1993_12
Patent number
US05270313

Linked notes

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