Benzoic Acid → Benzoic acid, 3-(chlorosulfonyl)-

HRID 2303436Notes

Reaction equation

HRID 2303436 reaction equation
[C:1]([OH:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:10][S:11](O)(=[O:13])=[O:12]>>[Cl:10][S:11]([C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[C:1]([OH:9])=[O:8])(=[O:13])=[O:12]

Participants

3

Reactant 2

HCID 243Benzoic AcidHCID 24638Chlorosulfonic acid

Product 1

HCID 77641Benzoic acid, 3-(chlorosulfonyl)-

Conditions

Temperature
120 °C

Procedure

Benzoic acid (30.5 g, 0.25 mol) is treated with chlorosulfonic acid (10 ml/1.05 mol). The reaction mixture is heated to 120° C. in the course of 20 min with stirring. To complete the reaction, it is stirred for 45 min at 125° C. until the absence of the evolution of gas. The reaction mixture is cooled to room temperature (RT) and added to 300 ml of ice with stirring. The cream-colored precipitate is filtered off, thoroughly washed with ice water and dried. Yield: 40.8 g (74%)

Workup

  1. customthe reaction, it
  2. stirringis stirred for 45 min at 125° C. until the absence of the evolution of gas
  3. temperatureThe reaction mixture is cooled to room temperature (RT)
  4. stirringwith stirring
  5. filtrationThe cream-colored precipitate is filtered off
  6. washthoroughly washed with ice water
  7. customdried

Sources & evidence

ORD record
ord-0f20ae598d60481cb1f4d97519de37a8
Source dataset
uspto-grants-2002_08
Patent number
US06432988B1

Reaction notes

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