3-Nitro-1,2-phenylenediamine → 1,2,3-Triaminobenzene

HRID 1528198Notes

Reaction equation

HRID 1528198 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[C:5]=1[NH2:11])([O-])=O>CO.[Pd]>[C:6]1([NH2:10])[CH:7]=[CH:8][CH:9]=[C:4]([NH2:1])[C:5]=1[NH2:11]

Participants

4

Reactant 1

HCID 43595253-Nitro-1,2-phenylenediamine

Product 1

HCID 690991,2,3-TriaminobenzeneYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 3-nitrobenzene-1,2-diamine at 0.05 mol/1 in methanol was passed through an H-Cube reactor on a cartridge of palladium on carbon with a flow rate of 1 ml/min. After one and a half hours, the product was completely hydrogenated. The solvent was concentrated. 450.7 g of benzene-1,2,3-triamine were obtained in the form of a green oil. Yield>100%.

Workup

  1. waitAfter one and a half hours
  2. concentrationThe solvent was concentrated

Sources & evidence

ORD record
ord-762e2e3a5c58492cbbea0717175f2ee4
Source dataset
uspto-grants-2015_07
Patent number
US09090596B2

Reaction notes

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