Thionyl Chloride → 3-(Tribromomethanesulfonyl)benzoyl chloride

HRID 1934298Notes

Reaction equation

HRID 1934298 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-07448194152749d2a650137d5297eaea
Source dataset
uspto-grants-2002_05
Patent number
US06383731B2

Reaction notes

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