4-Ethoxy-2-nitroaniline → 1,2-Benzenediamine, 4-ethoxy-

HRID 1428392Notes

Reaction equation

HRID 1428392 reaction equation
[CH2:1]([O:3][C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[C:6]([N+:11]([O-])=O)[CH:5]=1)[CH3:2]>[Pd].C1COCC1.CCO>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([NH2:11])[C:7]([NH2:8])=[CH:9][CH:10]=1)[CH3:2]

Participants

4

Reactant 1

HCID 692294-Ethoxy-2-nitroaniline

Product 1

HCID 145321,2-Benzenediamine, 4-ethoxy-

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

To a mixture of 4-ethoxy-2-nitroaniline (963 mg) and THF/EtOH (1/1, 10 mL) was added 10% Pd/C (281 mg), followed by stirring at room temperature for 3 hours under a hydrogen atmosphere. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure to obtain 4-ethoxybenzene-1,2-diamine.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-faef092b683e47b69b1f7daea82df087
Source dataset
uspto-grants-2015_01
Patent number
US08937087B2

Reaction notes

Loading…