Water → 1-(Methanesulfonyl)-3-methoxy-5-nitrobenzene

HRID 1957965Notes

Reaction equation

HRID 1957965 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[C:7]([N+]([O-])=O)[CH:6]=1)(=[O:4])=[O:3].[CH3:17][O-:18].[Na+].O>CO>[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[C:7]([O:18][CH3:17])[CH:6]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 54402211HCID 54402211, compound

Product 1

HCID 578630801-(Methanesulfonyl)-3-methoxy-5-nitrobenzeneYield 70.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 1-methylsulfonyl-3,5-dinitro-benzene (2.0 g; 8 mmol) in methanol (15 ml) a solution of sodium methoxide (0.5 g; 10 mmol) in methanol (5 ml) was added. The mixture was refluxed for 2 hours. Water was added and the precipitate washed with a diisopropylether/ethanol mixture. 1.3 g (5.62 mmol; 70% yield) of 1-methylsulfonyl-3-methoxy-5-nitro-benzene were obtained as a yellow solid.

Workup

  1. temperatureThe mixture was refluxed for 2 hours
  2. washthe precipitate washed with a diisopropylether/ethanol mixture

Sources & evidence

ORD record
ord-1b0ba32a21fa4c3c90097b6cc6ab2868
Source dataset
uspto-grants-2013_04
Patent number
US08410100B2

Reaction notes

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