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

HRID 1846488Notes

Reaction equation

HRID 1846488 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].[H][H]>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

5

Reactant 2

HCID 669782964-Amino-3-methyl-5-nitrophenolHCID 178418361HCID 178418361, compound2×

Product 1

HCID 199076443,4-Diamino-5-methylphenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2.00 g (11.06 mmol) 4-amino-3-methyl-5-nitrophenol were placed in 50 mL methanol and hydrogenated under a hydrogen atmosphere and with the addition of 1.00 g Pd/C (10%) at 50° C. and a hydrogen pressure of 5 bar until all the hydrogen had been taken up. The catalyst was filtered off and the filtrate was evaporated down i.vac.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated down i.vac

Sources & evidence

ORD record
ord-df0ec7a994e64585a5891541074e1775
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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