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

HRID 1414786Notes

Reaction equation

HRID 1414786 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[C:9]([N+:14]([O-])=O)[CH:8]=1)[CH3:2].[H][H]>[Pd].CO>[NH2:11][C:10]1[CH:12]=[CH:13][C:7]([O:6][CH2:5][CH2:4][O:3][CH2:1][CH3:2])=[CH:8][C:9]=1[NH2:14]

Participants

5

Reactant 2

HCID 203628084-(2-Ethoxyethoxy)-2-nitroanilineHCID 178418361HCID 178418361, compound

Product 1

HCID 544925424-(2-Ethoxyethoxy)benzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1.8 g. of 4-(2-ethoxyethoxy)-2-nitroaniline and 0.3 g. of 5% palladium-on-charcoal catalyst in 200 ml. of methanol is hydrogenated under ambient conditions. After the uptake of hydrogen is complete, the mixture is filtered and 1,2-diamino-4-(2-ethoxyethoxy) benzene is isolated from the filtrate by evaporation.

Workup

  1. additionA mixture of 1.8 g
  2. filtrationthe mixture is filtered

Sources & evidence

ORD record
ord-1f3813fbe62f4fb687594032b46b5e82
Source dataset
uspto-grants-1977_01
Patent number
US04002640

Reaction notes

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