Sodium Sulfite → 4-(4-Nitrobenzyl)-phenylmethanesulfonic acid sodium salt

HRID 634814Notes

Reaction equation

HRID 634814 reaction equation
[S:1]([O-:4])([O-:3])=[O:2].[Na+:5].[Na+].Br[CH2:8][C:9]1[CH:24]=[CH:23][C:12]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)=[CH:11][CH:10]=1>O.C(#N)C>[Na+:5].[N+:20]([C:17]1[CH:16]=[CH:15][C:14]([CH2:13][C:12]2[CH:23]=[CH:24][C:9]([CH2:8][S:1]([O-:4])(=[O:3])=[O:2])=[CH:10][CH:11]=2)=[CH:19][CH:18]=1)([O-:22])=[O:21]

Participants

5

Reactant 2

HCID 24437Sodium SulfiteHCID 218770124-(4-Bromomethylbenzyl)-nitrobenzene

Product 1

HCID 877141104-(4-Nitrobenzyl)-phenylmethanesulfonic acid sodium saltYield 124.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

A solution of sodium sulfite (0.73 g, 7 mmol) dissolved in water (10 mL) was added to a solution of 4-(4-bromomethylbenzyl)-nitrobenzene (1.41 g, 5.6 mmol) in acetonitrile (10 mL). The mixture was stirred and heated under reflux for 2 hours. Solvents were evaporated and dried to give the 4-(4-nitrobenzyl)-phenylmethanesulfonic acid sodium salt as a white powder (2.29 g).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. customSolvents were evaporated
  4. customdried

Sources & evidence

ORD record
ord-e66c88b2acac46ca911ba20ad9a700fe
Source dataset
uspto-grants-2001_02
Patent number
US06184242B2

Reaction notes

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