4-Amino-3-methyl-5-nitrophenol → 3,4-Diamino-5-methylphenol

HRID 1846455Notes

Reaction equation

HRID 1846455 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([OH:11])=[CH:4][C:3]=1[CH3:12]>CO.[Pd]>[NH2:8][C:7]1[CH:6]=[C:5]([OH:11])[CH:4]=[C:3]([CH3:12])[C:2]=1[NH2:1]

Participants

4

Reactant 1

HCID 669782964-Amino-3-methyl-5-nitrophenol

Product 1

HCID 199076443,4-Diamino-5-methylphenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

6.00 g (35.7 mmol) 4-amino-3-methyl-5-nitro-phenol in 200 mL MeOH was combined with 0.600 g palladium on charcoal (Pd/C 10%) and hydrogenated for 4 h under a hydrogen atmosphere of 60 psi at 50° C. The catalyst was removed by suction filtering, the filtrate was evaporated down and the residue was dried under HV.

Workup

  1. customThe catalyst was removed by suction
  2. filtrationfiltering
  3. customthe filtrate was evaporated down
  4. customthe residue was dried under HV

Sources & evidence

ORD record
ord-b19c3f1f72114a598c1e9f7765e14387
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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