Hydrochloric Acid → 4-Bromo-3-sulfamoylbenzoyl chloride

HRID 461150Notes

Reaction equation

HRID 461150 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[S:11](=[O:14])(=[O:13])[NH2:12].[ClH:15]>S(Cl)(Cl)=O.O1CCOCC1>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:15])=[O:7])=[CH:4][C:3]=1[S:11](=[O:14])(=[O:13])[NH2:12]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 5542164-Bromo-3-sulfamoylbenzoic acid

Product 1

HCID 213166124-Bromo-3-sulfamoylbenzoyl chloride

Reagents, catalysts & solvents 2

HCID 24386Thionyl ChlorideSolventHCID 312751,4-DioxaneSolvent

Procedure

10 g of 4-bromo-3-sulfamoylbenzoic acid were heated under reflux in a mixture of 80 ml of thionyl chloride and 50 ml of dioxane until HCl had completely developped. Then, the reaction mixture was concentrated under reduced pressure to 40 ml, 200 ml of petroleum ether were added and the crystals were filtered off. Melting point: 138° C (decomposition).

Workup

  1. concentrationThen, the reaction mixture was concentrated under reduced pressure to 40 ml, 200 ml of petroleum ether
  2. additionwere added
  3. filtrationthe crystals were filtered off

Sources & evidence

ORD record
ord-22347022073d468bbc2ecf5c668e254f
Source dataset
uspto-grants-1977_12
Patent number
US04061761

Reaction notes

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