Water → 3-Fluoro-1-nitro-4-(1H-1,2,4-triazol-1-yl)benzene

HRID 1415894Notes

Reaction equation

HRID 1415894 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].[F:14][C:15]1[CH:16]=[C:17]([N+:22]([O-:24])=[O:23])[CH:18]=[CH:19][C:20]=1F.O>CS(C)=O>[F:14][C:15]1[CH:16]=[C:17]([N+:22]([O-:24])=[O:23])[CH:18]=[CH:19][C:20]=1[N:1]1[CH:5]=[N:4][CH:3]=[N:2]1

Participants

6

Reactant 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 62657Potassium Phosphate, TribasicHCID 1230531,2-Difluoro-4-nitrobenzene

Product 1

HCID 53061543-Fluoro-1-nitro-4-(1H-1,2,4-triazol-1-yl)benzeneYield 72%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
90 °C

Procedure

A solution of 5.0 g (72.4 mmol) of 1H-1,2,4-triazole and 25.22 g (144.8 mmol) of dibasic potassium phosphate in 150 mL DMSO was treated with 11.52 g (72.4 mmol) of 3,4-difluoronitrobenzene followed by warming at 90° C. for 3 h. The solution was cooled and added to 500 mL water, and the resulting white solid was collected by filtration and washed with water. The white solid obtained was dried in vacuo (60° C./10 mmHg) to afford 10.79 g (72%) of the title compound as a white solid. High Resolution Mass Spectrum: Calculated for C8H5FN4O2 : 208.0396. Found: 208.0408.

Workup

  1. temperatureThe solution was cooled
  2. filtrationthe resulting white solid was collected by filtration
  3. washwashed with water
  4. customThe white solid obtained
  5. customwas dried in vacuo (60° C./10 mmHg)

Sources & evidence

ORD record
ord-94ad029b3ac144b3bf22fb83c0e5d0ba
Source dataset
uspto-grants-1999_06
Patent number
US05910504

Reaction notes

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