Acetic Acid → p-Chlorophenyl p-nitrophenyl sulfone

HRID 1361466Notes

Reaction equation

HRID 1361466 reaction equation
OO.[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([S:10][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)=[CH:6][CH:5]=1.C(O)(=[O:22])C.[OH2:24]>>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([S:10]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)(=[O:22])=[O:24])=[CH:8][CH:9]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 1408694-Chloro-4'-nitrodiphenyl sulfide

Product 1

HCID 458974p-Chlorophenyl p-nitrophenyl sulfone

Conditions

Temperature
75 °C

Procedure

A 35% aqueous hydrogen peroxide solution (13.6 g) was added dropwise to a mixture composed of 14.0 g of 1-(4-chlorophenylthio)-4-nitrobenzene and 47 mL of acetic acid. The mixed solution was stirred with heating at 70 to 80° C. for 1.5 hr. Thereafter, this reaction solution was cooled and was poured into water, and the precipitated crystals were collected by filtration to give 22.0 g of 1-(4-chlorobenzene sulfonyl)-4-nitrobenzene.

Workup

  1. temperatureThereafter, this reaction solution was cooled
  2. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-98e7e05a26034edd898201a0fd9ac508
Source dataset
uspto-grants-2011_02
Patent number
US07880006B2

Reaction notes

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