Benzenesulfinic acid → HCID 23312061, compound

HRID 745799Notes

Reaction equation

HRID 745799 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:9])[C:5]([OH:8])=[CH:6][CH:7]=1.[Na].[C:11]1([S:17]([OH:19])=[O:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[Br:1][C:2]1[CH:3]=[C:4]([OH:9])[C:5]([OH:8])=[CH:6][C:7]=1[S:17]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:19])=[O:18]

Participants

4

Reactant 3

HCID 12057Benzenesulfinic acidHCID 284874-BromocatecholHCID 5360545Sodium

Product 1

HCID 23312061HCID 23312061, compound

Procedure

48.0 g of 4-bromo-1,2-benzenediol [cf. W. Rosermund, Ber. 62, 1262 and so forth (1923)] are oxidatively condensed with 33.4 g of the sodium salt of benzenesulphinic acid in a manner analogous to that described in Example 5a). Crystallisation from 1,2-dichloroethane yields 4-bromo-5-(phenylsulphonyl)-1,2-benzenediol in the form of colourless crystals having a melting point of 166°-168°.

Workup

  1. customCrystallisation from 1,2-dichloroethane

Sources & evidence

ORD record
ord-c916f62dbc7a4f84b50237008acbce50
Source dataset
uspto-grants-1986_07
Patent number
US04600709

Reaction notes

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