p-Toluenesulfinic acid → 4-Chloro-(4-methylphenylsulphonyl)-1,2-benzenediol

HRID 745798Notes

Reaction equation

HRID 745798 reaction equation
[C:1]1([CH3:10])[CH:6]=[CH:5][C:4]([S:7]([OH:9])=[O:8])=[CH:3][CH:2]=1.[Cl:11][C:12]1[CH:13]=[C:14]([OH:19])[C:15]([OH:18])=[CH:16][CH:17]=1>>[Cl:11][C:12]1[C:13]([S:7]([C:4]2[CH:5]=[CH:6][C:1]([CH3:10])=[CH:2][CH:3]=2)(=[O:9])=[O:8])=[C:14]([OH:19])[C:15]([OH:18])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 10818p-Toluenesulfinic acidHCID 164964-Chlorocatechol

Product 1

HCID 233120474-Chloro-(4-methylphenylsulphonyl)-1,2-benzenediol

Procedure

In a manner analogous to that described in Example 5a), p-toluenesulphinic acid is oxidatively condensed with 4-chloro-1,2-benzenediol. On recrystallisation from 1,2-dichloroethane, 4-chloro-(4-methylphenylsulphonyl)-1,2-benzenediol is obtained in the form of colourless crystals having a melting point of 162°-164°.

Workup

  1. customOn recrystallisation from 1,2-dichloroethane

Sources & evidence

ORD record
ord-1fbd513745804ab7be5feb4cea83f736
Source dataset
uspto-grants-1986_07
Patent number
US04600709

Reaction notes

Loading…