5-bromo-N-methyl-2-nitroaniline → 5-BROMO-N1-METHYLBENZENE-1,2-DIAMINE

HRID 80950Notes

Reaction equation

HRID 80950 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-])=O)=[C:6]([NH:8][CH3:9])[CH:7]=1>[Ni].O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:10])=[C:6]([NH:8][CH3:9])[CH:7]=1

Participants

4

Reactant 1

HCID 106095305-bromo-N-methyl-2-nitroaniline

Product 1

HCID 121982705-BROMO-N1-METHYLBENZENE-1,2-DIAMINE

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of (5-bromo-2-nitro-phenyl)-methyl-amine (2.60 g) and Raney nickel (0.25 g) in tetrahydrofuran (100 mL) was shaken under hydrogen atmosphere (50 psi) at room temperature overnight. Then, the catalyst was separated by filtration and the filtrate was concentrated under reduced pressure to give the crude title compound as a brown oil that was used without further purification.

Workup

  1. customThen, the catalyst was separated by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e88785d6ecbe40d89be1a3d13a4fa1ec
Source dataset
uspto-grants-2014_09
Patent number
US08846668B2

Reaction notes

Loading…