1-Bromo-3-(methanesulfonyl)-5-nitrobenzene → 3-Bromo-5-(methanesulfonyl)aniline

HRID 1957963Notes

Reaction equation

HRID 1957963 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:3]=1>C1COCC1.[Ni]>[Br:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:3]=1)[NH2:8]

Participants

4

Reactant 1

HCID 541231001-Bromo-3-(methanesulfonyl)-5-nitrobenzene

Product 1

HCID 684241843-Bromo-5-(methanesulfonyl)aniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

1-Bromo-3-methylsulfonyl-5-nitro-benzene (100 mg; 0.4 mmol) was dissolved in THF (10 ml). Raney-Nickel was added and the mixture hydrogenated at 1 bar. The reaction mixture was filtrated and concentrated. 30 mg (0.16 mmol; 40%) of target compound were obtained as a yellow solid.

Workup

  1. filtrationThe reaction mixture was filtrated
  2. concentrationconcentrated
  3. custom30 mg (0.16 mmol; 40%) of target compound were obtained as a yellow solid

Sources & evidence

ORD record
ord-e0ab53c54971493d9876a5b29cb72920
Source dataset
uspto-grants-2013_04
Patent number
US08410100B2

Reaction notes

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