Water → 2-Fluoro-1-(methylsulfonyl)-4-nitrobenzene

HRID 22907

Reaction equation

HRID 22907 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.[CH3:12][S:13]([O-:15])=[O:14].[Na+].O>CS(C)=O>[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[S:13]([CH3:12])(=[O:15])=[O:14]

Participants

5

Reactant 3

HCID 962WaterHCID 1230531,2-Difluoro-4-nitrobenzeneHCID 2733271Sodium methanesulfinate

Product 1

HCID 223167812-Fluoro-1-(methylsulfonyl)-4-nitrobenzeneYield 79%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
60 °C

Procedure

8 g of 3,4-difluoronitrobenzene and 1.01 eq of sodium methanesulfinate (95%) was dissolved in 10 ml of DMSO. The solution was stirred at 60° C. for 3 hours. When the reaction was completed, the solution was added to 100 ml of water to form pale yellow solid, followed by filtration and washing with 50 ml of cool water and 30 ml of n-hexane separately to give 8.8 g of the title compound as a pale yellow solid (yield 79%).

Workup

  1. customto form pale yellow solid
  2. filtrationfollowed by filtration
  3. washwashing with 50 ml of cool water and 30 ml of n-hexane separately

Sources & evidence

ORD record
ord-d65540f051e14807a858c381dcb08832
Source dataset
uspto-grants-2005_02
Patent number
US06849652B1

Linked notes

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