4-(2-Phenoxyethoxy)-2-nitroaniline → HCID 21450209, compound

HRID 596584Notes

Reaction equation

HRID 596584 reaction equation
[O:1]([CH2:8][CH2:9][O:10][C:11]1[CH:17]=[CH:16][C:14]([NH2:15])=[C:13]([N+:18]([O-])=O)[CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[Pd].CO>[NH2:15][C:14]1[CH:16]=[CH:17][C:11]([O:10][CH2:9][CH2:8][O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:12][C:13]=1[NH2:18]

Participants

5

Reactant 2

HCID 205454564-(2-Phenoxyethoxy)-2-nitroanilineHCID 178418361HCID 178418361, compound

Product 1

HCID 21450209HCID 21450209, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1.8 g. of 4-(2-phenoxyethoxy)-2-nitroaniline and 0.3 g. of 5% of 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-(2phenoxyethoxy)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-016772973b01437cba4c35dbc361dba4
Source dataset
uspto-grants-1977_03
Patent number
US04011320

Reaction notes

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