4-nitro-1-phenyl-1H-pyrazole → 1-Phenyl-1H-pyrazol-4-amine

HRID 1665692Notes

Reaction equation

HRID 1665692 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][N:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:8]=1)([O-])=O>CO.CCOC(C)=O.[Pd]>[NH2:1][C:4]1[CH:5]=[N:6][N:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:8]=1

Participants

5

Reactant 1

HCID 27558944-nitro-1-phenyl-1H-pyrazole

Product 1

HCID 1210211-Phenyl-1H-pyrazol-4-amineYield 69,365%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

10% Pd/C (25 mg) was added to a stirred solution of 4-nitro-1-phenyl-1H-pyrazole (240 mg, 1.2 mmol) in a mixture of MeOH (2.5 mL) and EtOAc (2.5 mL) and stirred under H2 atmosphere overnight. The reaction mixture was filtered through celite and the filtrate so obtained was concentrated under reduced pressure to afford 140 mg (69365% Yield) of 4-amino-1-phenyl-1H-pyrazole.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. customthe filtrate so obtained
  3. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-345f202434ea4f7fbb743edc229a4c99
Source dataset
uspto-grants-2011_10
Patent number
US08039463B2

Reaction notes

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