Chlorosulfonic acid → 5-(Chlorosulfonyl)-3-iodo-2-methylbenzoic acid

HRID 1845203Notes

Reaction equation

HRID 1845203 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[I:6][C:7]1[C:8]([CH3:16])=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10]([OH:12])=[O:11]>>[Cl:1][S:2]([C:14]1[CH:15]=[C:7]([I:6])[C:8]([CH3:16])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])(=[O:5])=[O:3]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 27348883-Iodo-2-methylbenzoic acid

Product 1

HCID 581880135-(Chlorosulfonyl)-3-iodo-2-methylbenzoic acid

Conditions

Temperature
95 °C

Procedure

A round bottom flask was charged with chlorosulfonic acid (3.80 mL, 57.2 mmol), and 3-iodo-2-methylbenzoic acid (5.00 g, 19.1 mmol) was added in portions at 0° C. The reaction was heated at 95° C. for two hours and then stirred at room temperature overnight. The reaction mixture was poured onto ice and the solids formed were collected and dried to afford the desired product as a white solid.

Workup

  1. additionwas added in portions at 0° C
  2. additionThe reaction mixture was poured onto ice
  3. customthe solids formed
  4. customwere collected
  5. customdried

Sources & evidence

ORD record
ord-7e4ff6ddcfeb45ef81acbef820676750
Source dataset
uspto-grants-2015_02
Patent number
US08946439B2

Reaction notes

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