2-Methoxy-6-nitrobenzonitrile → 2-Amino-6-methoxybenzonitrile

HRID 463066Notes

Reaction equation

HRID 463066 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-])=O)[C:4]=1[C:5]#[N:6]>CO.[Pd]>[C:5]([C:4]1[C:3]([O:2][CH3:1])=[CH:10][CH:9]=[CH:8][C:7]=1[NH2:11])#[N:6]

Participants

4

Reactant 1

HCID 380482-Methoxy-6-nitrobenzonitrile

Product 1

HCID 127157142-Amino-6-methoxybenzonitrile

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

One hundred ten grams (0.617 mol) of 2-methoxy-6-nitro-benzonitrile are dissolved in 1 liter of methanol and hydrogenated in the presence of 10% palladium on charcoal at ambient temperature and under a hydrogen pressure of 5 bar over a period of one hour. The catalyst is removed by filtration, the solvent is distilled off, and the residue is recrystallized from ethanol/diisopropyl ether.

Workup

  1. customThe catalyst is removed by filtration
  2. distillationthe solvent is distilled off
  3. customthe residue is recrystallized from ethanol/diisopropyl ether

Sources & evidence

ORD record
ord-8102dfbe5a724b8083a5d7ef88773661
Source dataset
uspto-grants-1985_05
Patent number
US04518597

Reaction notes

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