1-[4-(4-Nitro-phenyl)-butyl]-1H-[1,2,3]triazole → 4-(4-[1,2,3]Triazol-1-yl-butyl)-phenylamine

HRID 1271410Notes

Reaction equation

HRID 1271410 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][CH2:13][N:14]2[CH:18]=[CH:17][N:16]=[N:15]2)=[CH:6][CH:5]=1)([O-])=O>CO.C1COCC1.[Pd]>[N:14]1([CH2:13][CH2:12][CH2:11][CH2:10][C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=2)[CH:18]=[CH:17][N:16]=[N:15]1

Participants

4

Reactant 1

HCID 184535201-[4-(4-Nitro-phenyl)-butyl]-1H-[1,2,3]triazole

Product 1

HCID 184535324-(4-[1,2,3]Triazol-1-yl-butyl)-phenylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

1-[4-(4-Nitro-phenyl)-butyl]-1H-[1,2,3]triazole (2.89 g, 11.74 mmol) is hydrogenated in a mixture of methanol/THF (1:1, 50 ml) in the presence of palladium on charcoal (10%, 0.5 g) for 5 h. After filtration solvents are removed in vacuo yielding 4-(4-[1,2,3]triazol-1-yl-butyl)-phenylamine as a yellow gum. Yield 2.03 g (80%)

Workup

  1. filtrationAfter filtration solvents
  2. customare removed in vacuo

Sources & evidence

ORD record
ord-92e6493ca8994f428afaa03c5f3e30cb
Source dataset
uspto-grants-2007_04
Patent number
US07205326B2

Reaction notes

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