1-Methanesulfonyl-3-nitro-5-trifluoromethylbenzene → 3-Methanesulfonyl-5-(trifluoromethyl)aniline

HRID 1957953Notes

Reaction equation

HRID 1957953 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[C:7]([N+:15]([O-])=O)[CH:6]=1)(=[O:4])=[O:3]>CO.[Pd]>[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([NH2:15])[CH:8]=[C:9]([C:11]([F:12])([F:14])[F:13])[CH:10]=1)(=[O:3])=[O:4]

Participants

4

Reactant 1

HCID 684231001-Methanesulfonyl-3-nitro-5-trifluoromethylbenzene

Product 1

HCID 592861463-Methanesulfonyl-5-(trifluoromethyl)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-methanesulfonyl-3-nitro-5-trifluoromethylbenzene (500 mg; 1.9 mmol) was dissolved in 100 mL methanol, 70 mg of Pd/C (10%) was added and the mixture was hydrogenated at 3 bar. The reaction mixture was filtrated and solvent removed under reduced pressure. 250 mg (1.04 mmol; 55% yield) of a colorless solid were obtained.

Workup

  1. filtrationThe reaction mixture was filtrated
  2. customsolvent removed under reduced pressure
  3. custom250 mg (1.04 mmol; 55% yield) of a colorless solid were obtained

Sources & evidence

ORD record
ord-60e9a96934eb4903941ccf52a1d46f91
Source dataset
uspto-grants-2013_04
Patent number
US08410100B2

Reaction notes

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