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

HRID 968357Notes

Reaction equation

HRID 968357 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-d4516274a70342708c187a76d7cf95d9
Source dataset
uspto-grants-2005_10
Patent number
US06958356B2

Reaction notes

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