4-Ethyl-2-nitroaniline → 4-Ethylbenzene-1,2-diamine

HRID 1658053Notes

Reaction equation

HRID 1658053 reaction equation
[N+:1]([C:4]1[CH:10]=[C:9]([CH2:11][CH3:12])[CH:8]=[CH:7][C:5]=1[NH2:6])([O-])=O>[Pd].C(O)C>[CH2:11]([C:9]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([NH2:1])[CH:10]=1)[CH3:12]

Participants

4

Reactant 1

HCID 2516744-Ethyl-2-nitroaniline

Product 1

HCID 123732134-Ethylbenzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The crude 2-nitro-4-ethylaniline was hydrogenated in 100 ml. of ethanol over 500 mg. of 5 percent palladium on charcoal, until gas uptake ceased. The reaction mixture was filtered and evaporated, yielding 4-ethyl-o-phenylenediamine as a dark oil which solidified overnight. The identity of the product was confirmed by IR.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-6fdf5b16bcab4a59ae413857dc90c073
Source dataset
uspto-grants-1976_06
Patent number
US03962440

Reaction notes

Loading…