Toluene → 4'-Bromo-biphenyl sulfonyl chloride

HRID 2425128Notes

Reaction equation

HRID 2425128 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([S:14]([OH:17])(=O)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.CN(C=O)C.C1(C)C=CC=CC=1.S(Cl)([Cl:32])=O>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([S:14]([Cl:32])(=[O:17])=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 1140TolueneHCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 866202954'-Bromo-biphenyl sulfonic acid

Product 1

HCID 123715334'-Bromo-biphenyl sulfonyl chloride

Procedure

4′-Bromo-biphenyl sulfonic acid (5 g) was refluxed in thionyl chloride (30 mL) with a catalytic quantity of DMF (0.5 mL) for 4 hours. Toluene was added and the solvents evaporated under vacuum. The residue collected was recrystallised from petrol/ethyl acetate to give the title compound as large colourless crystals.

Workup

  1. customthe solvents evaporated under vacuum
  2. customThe residue collected
  3. customwas recrystallised from petrol/ethyl acetate

Sources & evidence

ORD record
ord-ec6aa64d501540b68935c6cd13268384
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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