4-(Methoxymethoxy)-2-nitroaniline → 4-(Methoxymethoxy)benzene-1,2-diamine

HRID 1679464Notes

Reaction equation

HRID 1679464 reaction equation
[N+:1]([C:4]1[CH:10]=[C:9]([O:11][CH2:12][O:13][CH3:14])[CH:8]=[CH:7][C:5]=1[NH2:6])([O-])=O.[H][H]>[Pd].CO>[NH2:6][C:5]1[CH:7]=[CH:8][C:9]([O:11][CH2:12][O:13][CH3:14])=[CH:10][C:4]=1[NH2:1]

Participants

5

Reactant 2

HCID 185092024-(Methoxymethoxy)-2-nitroanilineHCID 178418361HCID 178418361, compound

Product 1

HCID 203628224-(Methoxymethoxy)benzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3.5 g. of 2-nitro-4-methoxymethoxyaniline, 1 g. of 5% palladium-on-charcoal catalyst and 120 ml. of methanol is hydrogenated at ambient conditions. After the uptake of hydrogen is complete, the mixture is filtered and 1,2-diamino-4-methoxymethoxybenzene is obtained by evaporation of the solvent.

Workup

  1. additionA mixture of 3.5 g
  2. filtrationthe mixture is filtered

Sources & evidence

ORD record
ord-87bf21385b7541b5a1e57de83adcbadb
Source dataset
uspto-grants-1978_03
Patent number
US04080461

Reaction notes

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