5-Fluoro-2-nitrophenol → HCID 11367981, compound

HRID 1071482Notes

Reaction equation

HRID 1071482 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([OH:8])[CH:7]=1.[CH3:12][C:13]1[NH:14][CH:15]=[CH:16][N:17]=1>CC#N>[CH3:12][C:13]1[N:14]([C:2]2[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([OH:8])[CH:7]=2)[CH:15]=[CH:16][N:17]=1

Participants

4

Reactant 2

HCID 99375-Fluoro-2-nitrophenolHCID 127492-Methylimidazole

Product 1

HCID 11367981HCID 11367981, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 5-fluoro-2-nitrophenol (2.03 g) and 2-methylimidazole (2.14 g) in CH3CN (50 mL) was stirred at reflux under N2 for 16 h. The solvent was removed and the residue was purified by chromatography on silica gel with 0-10% MeOH in CH2Cl2 to give 2.21 g of 5-(2′-methylimdazol-1-yl)-2-nitrophenol. ESI mass spectrum z (rel. intensity) 220.1 (M+H, 100).

Workup

  1. temperatureat reflux under N2 for 16 h
  2. customThe solvent was removed
  3. customthe residue was purified by chromatography on silica gel with 0-10% MeOH in CH2Cl2

Sources & evidence

ORD record
ord-aefc2105c143480d92214054afc0a9f5
Source dataset
uspto-grants-2005_06
Patent number
US06906070B2

Reaction notes

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