3-((4-Fluoro-2-nitrophenyl)amino)propanol → 3-((2-Amino-4-fluorophenyl)amino)propan-1-ol

HRID 1420151Notes

Reaction equation

HRID 1420151 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[NH:11][CH2:12][CH2:13][CH2:14][OH:15])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[NH:11][CH2:12][CH2:13][CH2:14][OH:15]

Participants

4

Reactant 1

HCID 30197323-((4-Fluoro-2-nitrophenyl)amino)propanol

Product 1

HCID 30197333-((2-Amino-4-fluorophenyl)amino)propan-1-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 9.12 gm of 3-(2-nitro-4-fluoro-phenylamino)-propan-1-ol and 4.0 gm of 10% Pd on carbon is suspended in 300 ml methanol and shaken at ambient temperature under hydrogen (40 psi) for 12 hours. Thereafter, insoluble materials are removed by filtration and the reaction mixture is concentrated to a dark brown oil (5.25 gm of crude 3-(2-amino4-fluoro-phenylamino)-propan-1-ol).

Workup

  1. customThereafter, insoluble materials are removed by filtration
  2. concentrationthe reaction mixture is concentrated to a dark brown oil (5.25 gm of crude 3-(2-amino4-fluoro-phenylamino)-propan-1-ol)

Sources & evidence

ORD record
ord-9d1f881c403946eea08985a85b848ef1
Source dataset
uspto-grants-1999_03
Patent number
US05889010

Reaction notes

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