Dinitrofluorobenzene → HCID 14882420, compound

HRID 247773Notes

Reaction equation

HRID 247773 reaction equation
C(N(CC)CC)C.[N+:8]([C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1F)([O-:10])=[O:9].[CH3:21][C:22]1[NH:23][CH:24]=[C:25]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[N:26]=1>C1(C)C=CC=CC=1>[N+:8]([C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1[N:23]1[CH:24]=[C:25]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[N:26]=[C:22]1[CH3:21])([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 6264DinitrofluorobenzeneHCID 8471TriethylamineHCID 178469895HCID 178469895, compound

Product 1

HCID 14882420HCID 14882420, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

16 ml of triethylamine was added to 14.5 g (0.078 mol) of 2,4-dinitrofluorobenzene, 12 g (0.078 mol) of ethyl 2-methylimidazole-4-carboxylate and 500 ml of toluene, and the mixture was refluxed for 18 hours. The solvent was then distilled off under reduced pressure and the residue was chromatographed using pentane/ethyl acetate as mobile phase.

Workup

  1. temperaturethe mixture was refluxed for 18 hours
  2. distillationThe solvent was then distilled off under reduced pressure
  3. customthe residue was chromatographed

Sources & evidence

ORD record
ord-8444665459d2468d8aab8aa8be7c80ba
Source dataset
uspto-grants-1993_05
Patent number
US05207820

Reaction notes

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