3-Methylsulfonyl-4-trifluoromethoxynitrobenzene → 3-Methylsulfonyl-4-trifluoromethoxyaniline

HRID 412450Notes

Reaction equation

HRID 412450 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([N+:16]([O-])=O)[CH:8]=[CH:9][C:10]=1[O:11][C:12]([F:15])([F:14])[F:13])(=[O:4])=[O:3].[H][H]>CO.[Pd]>[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:8]=[CH:9][C:10]=1[O:11][C:12]([F:13])([F:14])[F:15])[NH2:16])(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 223111663-Methylsulfonyl-4-trifluoromethoxynitrobenzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 223111603-Methylsulfonyl-4-trifluoromethoxyanilineYield 91.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-Methylsulfonyl-4-trifluoromethoxynitrobenzene (17.5 g) was dissolved in methanol (400 mL) followed by addition of palladium on carbon (10%, 50% water, 3.2 g). The reaction mixture was hydrogenated for 17 hours at 1 atm of hydrogen, filtered and concentrated in vacuo to give 14.3 g of 3-methylsulfonyl-4-trifluoromethoxyaniline.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-08c771c6aca24ddc92c08e7737ede41c
Source dataset
uspto-grants-2003_05
Patent number
US06562807B2

Reaction notes

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