Imidazole → 1-(4-Nitrophenyl)-1H-imidazole

HRID 1733868Notes

Reaction equation

HRID 1733868 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[NH:11]1[CH:15]=[CH:14][N:13]=[CH:12]1>CN(C)C=O>[N:11]1([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=2)[CH:15]=[CH:14][N:13]=[CH:12]1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 9590p-Fluoronitrobenzene

Product 1

HCID 1231551-(4-Nitrophenyl)-1H-imidazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

To a solution of 4-fluoronitrobenzene (25 g; ~0.18 mol) in 250 ml N,N-dimethylformamide was added imidazole (50 g; ~0.74 mol). The reaction mixture was stirred at 140° C. for 2 h, and then poured into ice-water to give the title compound as a precipitate. Yield: 32 g (~94%). M.p. 199°-202° C.

Sources & evidence

ORD record
ord-45443d89398649b59c696792a43a0d55
Source dataset
uspto-grants-1996_07
Patent number
US05532236

Reaction notes

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