Thionyl Chloride → 3-(Tribromomethanesulfonyl)benzoyl chloride

HRID 429599Notes

Reaction equation

HRID 429599 reaction equation
[Br:1][C:2]([Br:16])([Br:15])[S:3]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9](O)=[O:10])(=[O:5])=[O:4].S(Cl)([Cl:19])=O>CN(C)C=O>[Br:1][C:2]([Br:16])([Br:15])[S:3]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9]([Cl:19])=[O:10])(=[O:5])=[O:4]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 224660403-(Tribromomethanesulfonyl)benzoic acid

Product 1

HCID 224660413-(Tribromomethanesulfonyl)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 3-tribromomethanesulfonylbenzoic acid (B) obtained in the above-described (Step 1) are added dimethylformamide and thionyl chloride and the mixture is refluxed for one hour. The reaction mixture is filtered, and hexane is added to the filtrate to deposit crystals. The crystals are recovered by filtration and dried to obtain 3-tribromomethanesulfonyl benzoylchloride (C) as white crystals.

Workup

  1. temperaturethe mixture is refluxed for one hour
  2. filtrationThe reaction mixture is filtered
  3. additionhexane is added to the filtrate to deposit crystals
  4. filtrationThe crystals are recovered by filtration
  5. customdried

Sources & evidence

ORD record
ord-36ed2f9674c14e5ab5417fa3dbeec0b7
Source dataset
uspto-grants-2001_11
Patent number
US06316670B1

Reaction notes

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