p-Toluenesulfonic acid → 4-Toluenesulfonyl chloride

HRID 1290325Notes

Reaction equation

HRID 1290325 reaction equation
[Cl-].[Cl:2]C1N(C)CC[NH+]1C.[C:10]1([CH3:20])[CH:15]=[CH:14][C:13]([S:16](O)(=[O:18])=[O:17])=[CH:12][CH:11]=1>C1(C)C=CC=CC=1>[C:10]1([CH3:20])[CH:15]=[CH:14][C:13]([S:16]([Cl:2])(=[O:18])=[O:17])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 109867151H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chloride

Product 1

HCID 73974-Toluenesulfonyl chlorideYield 93.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 9.72 g (0.0575 mole) of 2-chloro-1,3-dimethylimidazolinium chloride, 83 g of toluene was added and successively 8.61 g (0.05 mole) of p-toluenesulfonic acid was added. The mixture was reacted at 110° C. for 4 hours. The reaction mass was analyzed by gas chromatography. p-Toluenesulfonyl chloride was obtained in the yield of 93.2%.

Workup

  1. customThe mixture was reacted at 110° C. for 4 hours

Sources & evidence

ORD record
ord-da7517451e82485f849090f1d3f6cd2c
Source dataset
uspto-grants-1998_05
Patent number
US05750779

Reaction notes

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