2-Methyl-4,6-dinitrophenol → 4,6-Diamino-o-cresol

HRID 1846442Notes

Reaction equation

HRID 1846442 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH3:14])[C:7]([OH:13])=[C:8]([N+:10]([O-])=O)[CH:9]=1)([O-])=O.[H][H]>[Ni].CO>[NH2:10][C:8]1[CH:9]=[C:4]([NH2:1])[CH:5]=[C:6]([CH3:14])[C:7]=1[OH:13]

Participants

5

Reactant 2

HCID 108002-Methyl-4,6-dinitrophenolHCID 178418361HCID 178418361, compound

Product 1

HCID 275204,6-Diamino-o-cresol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

11.0 g (50.0 mmol) 4,6-dinitro-o-cresol were hydrogenated with 2.0 g Raney nickel in 100 mL MeOH under a 5 bar hydrogen atmosphere for 4 h at RT. Then the catalyst was suction filtered and the filtrate was concentrated by rotary evaporation.

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate was concentrated by rotary evaporation

Sources & evidence

ORD record
ord-5bf0471307164afaa7fad54b9211d700
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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