Phenol → Phenyl 2-chloro-5-nitrobenzene-1-sulfonate

HRID 1681382Notes

Reaction equation

HRID 1681382 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:8][C:9]1[C:14]([S:15](Cl)(=[O:17])=[O:16])=[CH:13][C:12]([N+:19]([O-:21])=[O:20])=[CH:11][CH:10]=1>O>[C:1]1([O:7][S:15]([C:14]2[C:9]([Cl:8])=[CH:10][CH:11]=[C:12]([N+:19]([O-:21])=[O:20])[CH:13]=2)(=[O:16])=[O:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 996PhenolHCID 206302-Chloro-5-nitrobenzenesulfonyl chloride

Product 1

HCID 19806597Phenyl 2-chloro-5-nitrobenzene-1-sulfonate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 37.6 parts of phenol stirring in 780 parts water at pH 9.0 and at 5°-10° C. was added 100 parts 6-chloro-3-nitrobenzenesulphonyl chloride. A few drops of Calsolene oil wetting agent were added and the mixture was stirred at pH 9.5°-10° and 5°-10° C. for 3.5 hours, cooled and filtered. The solid was washed with cold water, and dried to give 116 parts of the desired product.

Workup

  1. additionA few drops of Calsolene oil wetting agent were added
  2. temperaturecooled
  3. filtrationfiltered
  4. washThe solid was washed with cold water
  5. customdried

Sources & evidence

ORD record
ord-c10f9e39f42f4d48ba1bdae20e290bbf
Source dataset
uspto-grants-1992_12
Patent number
US05171852

Reaction notes

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