Bromine → Benzenesulfonyl Bromide

Reaction equation

[C:1]1([S:7]([O-:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].[Br:11]Br>>[C:1]1([S:7]([Br:11])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 24408Bromine

HCID 2723840Benzenesulfinic acid, sodium salt

Product 1

HCID 11138664Benzenesulfonyl Bromide

Procedure

Benzenesulfonyl bromide was synthesized with 1316.0 g of the mother liquid containing sodium benzenesulfinate by procedures similar to those of the fourth step and the fifth step of Example 1 except that bromine was used instead of chlorine in the fifth step. Thus, 36.0 g of benzenesulfonyl bromide was yielded. Gas chromatographic analysis revealed that the concentration of benzenesulfonyl bromide in the organic layer was 81.3% (weight; 29.27 g, 0.133 mole), and the yield was 94.4%.

Workup

customBenzenesulfonyl bromide was synthesized with 1316.0 g of the mother liquid

Sources & evidence

ORD record: ord-18aca290182c4aa0a2257fc9e441bb3d
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07507812B2

Reaction notes

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