N-Methylacetanilide → 4-(N-methylacetamido)benzene-1-sulfonyl chloride

HRID 1715695Notes

Reaction equation

HRID 1715695 reaction equation
[CH3:1][N:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3](=[O:5])[CH3:4].[Cl:12][S:13](O)(=[O:15])=[O:14]>>[C:3]([N:2]([CH3:1])[C:6]1[CH:11]=[CH:10][C:9]([S:13]([Cl:12])(=[O:15])=[O:14])=[CH:8][CH:7]=1)(=[O:5])[CH3:4]

Participants

3

Reactant 2

HCID 11364N-MethylacetanilideHCID 24638Chlorosulfonic acid

Product 1

HCID 2931464-(N-methylacetamido)benzene-1-sulfonyl chloride

Procedure

(Based on the procedure of O. K. Stojanovic et al. Chem. Abstr. 1973, 78, 3902s.) N-Methyl-N-phenyl-acetamide (10.0 g, 67 mmol) is heated with 50 ml of ClSO3H at 70° C. for 90 min. The mixture is poured into 200 ml of ice, and the resulting product is filtered and washed with 2×25 ml of H2O to the give the title compound as an off-white solid.

Workup

  1. filtrationthe resulting product is filtered
  2. washwashed with 2×25 ml of H2O to the

Sources & evidence

ORD record
ord-1d2aa7a897c840139a4bd7e75f0b06e0
Source dataset
uspto-grants-2010_09
Patent number
US07799915B2

Reaction notes

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