Chlorosulfonic acid → 4-(3-Methyl-2-oxo-1-imidazolidinyl)benzenesulfonyl chloride

HRID 1634825Notes

Reaction equation

HRID 1634825 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]1=[O:13].[Cl:14][S:15](O)(=[O:17])=[O:16]>>[CH3:1][N:2]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([S:15]([Cl:14])(=[O:17])=[O:16])=[CH:9][CH:8]=2)[C:3]1=[O:13]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 197983301,3-Dihydro-1-methyl-3-phenyl-2H-imidazol-2-one

Product 1

HCID 186784164-(3-Methyl-2-oxo-1-imidazolidinyl)benzenesulfonyl chloride

Procedure

A solution of 1-methyl-3-phenylimidazol-2-one (5.7 g, 32.3 mmol) in 10 mL of chlorosulfonic acid was stirred at ambient temperature for 30 minutes. The reaction mixture was poured into ice/water and extracted with ethyl acetate. The organic phase was separated, dried (Na2SO4) and concentrated in vacuo to a white solid (7.4 g). Used as is in the following prep.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe organic phase was separated
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo to a white solid (7.4 g)

Sources & evidence

ORD record
ord-f32be6f8ac794ae786cde1bc3dc3445f
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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