1-(3-Methyl-4-nitrophenyl)-1,2,4-triazole → 2-Methyl-4-[1,2,4]triazol-1-yl-phenylamine

HRID 2392652Notes

Reaction equation

HRID 2392652 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N:11]2[CH:15]=[N:14][CH:13]=[N:12]2)[CH:5]=[CH:6][C:7]=1[N+:8]([O-])=O>C(O)C.[Pd]>[N:11]1([C:4]2[CH:5]=[CH:6][C:7]([NH2:8])=[C:2]([CH3:1])[CH:3]=2)[CH:15]=[N:14][CH:13]=[N:12]1

Participants

4

Reactant 1

HCID 144502481-(3-Methyl-4-nitrophenyl)-1,2,4-triazole

Product 1

HCID 144502622-Methyl-4-[1,2,4]triazol-1-yl-phenylamineYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-(3-methyl-4-nitrophenyl)-1,2,4-triazole (D61, 1.0 g), 10% Pd/C (200 mg) in ethanol (50 ml) was hydrogenated at ambient temperature and pressure for 5 hours. The reaction mixture was filtered through kieselguhr and the filtrate evaporated to leave the title compound (0.85 g, 98%) which was used directly in the next stage.

Workup

  1. customwas hydrogenated at ambient temperature
  2. filtrationThe reaction mixture was filtered through kieselguhr
  3. customthe filtrate evaporated

Sources & evidence

ORD record
ord-2e8970bf19a04719be032a263866d768
Source dataset
uspto-grants-1998_09
Patent number
US05801170

Reaction notes

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