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2,6-Dimethylbenzoic acid → 3-(Chlorosulfonyl)-2,6-dimethylbenzoic acid

HRID 1107992
Notes
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Reaction equation

HRID 1107992 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[CH3:6][C:7]1[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[C:8]=1[C:9]([OH:11])=[O:10]>O>[CH3:6][C:7]1[C:15]([S:2]([Cl:1])(=[O:5])=[O:3])=[CH:14][CH:13]=[C:12]([CH3:16])[C:8]=1[C:9]([OH:11])=[O:10]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 124392,6-Dimethylbenzoic acidHCID 24638Chlorosulfonic acid

Product 1

HCID 187860403-(Chlorosulfonyl)-2,6-dimethylbenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
55 °C

Procedure

4 ml of chlorosulfonic acid are added slowly to 1 g (0.067 mol) of 2,6-dimethylbenzoic acid and the reaction mixture is stirred for 1 hour at 55° C. After cooling, the mixture is poured into 100 ml of iced water. The precipitate formed is filtered off, washed with cold water and then dried in a desiccator under vacuum to give 1.22 g of the expected product in the form of a white solid (yield=73%).

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Workup

  1. temperatureAfter cooling
  2. customThe precipitate formed
  3. filtrationis filtered off
  4. washwashed with cold water
  5. customdried in a desiccator under vacuum

Sources & evidence

ORD record
ord-c916df01ab0a4736a6e5e0b5b8525a9b
Source dataset
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06063791

Reaction notes

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