Benzene, 1-(bromomethyl)-3-nitro- → 1-(Methanesulfonylmethyl)-3-nitrobenzene

HRID 2381698Notes

Reaction equation

HRID 2381698 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH2:7]Br)([O-:3])=[O:2].[O:12]([S:14]([CH3:16])=[O:15])[Na]>CCO>[CH3:16][S:14]([CH2:7][C:6]1[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)(=[O:15])=[O:12]

Participants

4

Reactant 2

HCID 77568Benzene, 1-(bromomethyl)-3-nitro-HCID 178504973HCID 178504973, compound

Product 1

HCID 179084331-(Methanesulfonylmethyl)-3-nitrobenzeneYield 77.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 3-nitrobenzyl bromide (1 g, 4.63 mmol) in EtOH (12 mL) was added NaOSOCH3 (0.61 g, 5.09 mmol). After heating at reflux for 2 h, the mixture was cooled to room temperature, and the precipitates were collected by filtration to give 1-(methylsulfonylmethyl)-3-nitrobenzene (0.77 g).

Workup

  1. temperatureAfter heating
  2. temperatureat reflux for 2 h
  3. filtrationthe precipitates were collected by filtration

Sources & evidence

ORD record
ord-0cf4096cebbd4d13a24e3984b3a64ad3
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

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