2,4-Dimethoxybenzoic acid → 5-Chlorosulfonyl-2,4-dimethoxybenzoic acid

HRID 2293546Notes

Reaction equation

HRID 2293546 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].[Cl:14][S:15](O)(=[O:17])=[O:16]>>[Cl:14][S:15]([C:9]1[C:10]([O:12][CH3:13])=[CH:11][C:3]([O:2][CH3:1])=[C:4]([CH:8]=1)[C:5]([OH:7])=[O:6])(=[O:17])=[O:16]

Participants

3

Reactant 2

HCID 70522,4-Dimethoxybenzoic acidHCID 24638Chlorosulfonic acid

Product 1

HCID 167713625-Chlorosulfonyl-2,4-dimethoxybenzoic acid

Procedure

Under ice-cooling, 1.00 g of 2,4-dimethoxybenzoic acid was gradually added to 2 ml of chlorosulfonic acid, followed by stirring at room temperature for 12 hours. The reaction solution was poured on crushed ice, and the thus precipitated product of interest was collected by filtration, washed with water and then dried under a reduced pressure to give 1.03 g of 5-chlorosulfonyl-2,4-dimethoxybenzoic acid.

Workup

  1. temperatureUnder ice-cooling
  2. additionThe reaction solution was poured
  3. customon crushed ice
  4. filtrationthe thus precipitated product of interest was collected by filtration
  5. washwashed with water
  6. customdried under a reduced pressure

Sources & evidence

ORD record
ord-98fe7b2af20a496fb64fffab27bb8958
Source dataset
uspto-grants-1997_11
Patent number
US05686482

Reaction notes

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