1-(3-fluoro-4-nitrophenyl)-1H-1,2,4-triazole → 2-Fluoro-4-(1,2,4-triazol-1-yl)phenylamine

HRID 722198

Reaction equation

HRID 722198 reaction equation
[H][H].[F:3][C:4]1[CH:5]=[C:6]([N:13]2[CH:17]=[N:16][CH:15]=[N:14]2)[CH:7]=[CH:8][C:9]=1[N+:10]([O-])=O>[Pd].O1CCCC1>[NH2:10][C:9]1[CH:8]=[CH:7][C:6]([N:13]2[CH:17]=[N:16][CH:15]=[N:14]2)=[CH:5][C:4]=1[F:3]

Participants

5

Reactant 2

HCID 218839191-(3-fluoro-4-nitrophenyl)-1H-1,2,4-triazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 218838662-Fluoro-4-(1,2,4-triazol-1-yl)phenylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Hydrogen was introduced under atmospheric pressure into the mixture consisting of 260 mg of 1-(3-fluoro-4-nitrophenyl)-1H-[1,2,4]triazole, 30 mg of Pd/C and 30 ml of tetrahydrofuran until the theoretical amount had been taken up. After filtering off the catalyst with suction and concentrating the mixture under reduced pressure, the remaining oily residue was purified by column chromatography (solvent: 98:2 dichloromethane:methanol; silica gel).

Workup

  1. filtrationAfter filtering off the catalyst with suction
  2. concentrationconcentrating the mixture under reduced pressure
  3. customthe remaining oily residue was purified by column chromatography (solvent: 98:2 dichloromethane:methanol; silica gel)

Sources & evidence

ORD record
ord-762ba5ff5a6e4357a88537fe8142c26b
Source dataset
uspto-grants-2006_11
Patent number
US07138414B2

Linked notes

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