Hydrogen Peroxide → HCID 58046328, compound

HRID 2359319Notes

Reaction equation

HRID 2359319 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=2[O:18][CH3:19])[C:7]([F:20])=[CH:6][C:3]=1[C:4]#[N:5].C(=O)([O-])[O-:22].[K+].[K+].OO>CS(C)=O>[F:1][C:2]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=2[O:18][CH3:19])[C:7]([F:20])=[CH:6][C:3]=1[C:4]([NH2:5])=[O:22]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 58046352HCID 58046352, compound

Product 1

HCID 58046328HCID 58046328, compoundYield 105.6%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 2,5-difluoro-4-(2-methoxy-5-fluorophenoxy)benzonitrile (Preparation 52, 444 mg, 1.59 mmol) in dimethylsulfoxide (10 mL) was added potassium carbonate (440 mg, 3.18 mmol), and hydrogen peroxide (commercial 30% solution, 0.95 mL, 9.49 mmol) This suspension was stirred for 3 hours at room temperature. The reaction mixture was then quenched with saturated aqueous potassium bisulphate solution (20 mL), and the precipitated solid filtered off to afford the title compound (499 mg, 100%). This was used in the next step with no further purification.

Workup

  1. customThe reaction mixture was then quenched with saturated aqueous potassium bisulphate solution (20 mL)
  2. filtrationthe precipitated solid filtered off

Sources & evidence

ORD record
ord-cc576cb8664c4ac99c4a1cae5d88c54b
Source dataset
uspto-grants-2014_04
Patent number
US08685977B2

Reaction notes

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