2-(1,2,4-Triazol-4-yl)cyanobenzene → 2-(1,2,4-Triazol-4-yl)benzylamine

HRID 857724Notes

Reaction equation

HRID 857724 reaction equation
[N:1]1[N:2]=[CH:3][N:4]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:12]#[N:13])[CH:5]=1>[Pd].C(O)C>[N:1]1[N:2]=[CH:3][N:4]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[CH2:12][NH2:13])[CH:5]=1

Participants

4

Reactant 1

HCID 171749282-(1,2,4-Triazol-4-yl)cyanobenzene

Product 1

HCID 113442862-(1,2,4-Triazol-4-yl)benzylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-(1,2,4-Triazol-4-yl)cyanobenzene (0.3 g; 1.76 mmol) from step A of example 5 was combined with 30% by weight of palladium on carbon, 10% catalyst (100 mg) in ethanol (75 ml) and placed on a PARR Hydrogenation apparatus under a hydrogen atmosphere at 55 psi. for 48 hours. The mixture was filtered through celite and concentrated to give 2-(1,2,4-triazol4-yl)benzylamine; 1H NMR (CD3OD) δ 8.77 (s, 2H), 7.69–7.59 (m, 4H), 3.61 (s, 2H).

Workup

  1. filtrationThe mixture was filtered through celite and
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-56dfa883ba32454a88a77364c508ee19
Source dataset
uspto-grants-2006_12
Patent number
US07144899B2

Reaction notes

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