Pyrazole → 1-(4-Nitrophenyl)-1H-pyrazole

HRID 1751923Notes

Reaction equation

HRID 1751923 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.Br[C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1>>[N+:13]([C:10]1[CH:11]=[CH:12][C:7]([N:1]2[CH:5]=[CH:4][CH:3]=[N:2]2)=[CH:8][CH:9]=1)([O-:15])=[O:14]

Participants

3

Reactant 2

HCID 1048PyrazoleHCID 114661-Bromo-4-nitrobenzene

Product 1

HCID 6050591-(4-Nitrophenyl)-1H-pyrazole

Procedure

Following General Procedure A (90° C., 30 hours), 1H-pyrazole (205 mg, 3.0 mmol) is coupled with 1-bromo-4-nitrobenzene (404 mg, 2.0 mmol). The crude brown oil is purified by flash chromatography on silica gel (eluent: dichloromethane/hexanes=50/50) to provide 340 mg (90% isolated yield) of the desired product as a yellow solid.

Workup

  1. customThe crude brown oil is purified by flash chromatography on silica gel (eluent: dichloromethane/hexanes=50/50)
  2. customto provide

Sources & evidence

ORD record
ord-6124112008c74a8fb115af3026266f36
Source dataset
uspto-grants-2015_10
Patent number
US09162953B2

Reaction notes

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