Water → 5-nitro-2-(1H-1,2,4-triazol-1-yl)pyridine

HRID 1039061Notes

Reaction equation

HRID 1039061 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[NH:11]1[CH:15]=[N:14][CH:13]=[N:12]1.C(=O)([O-])[O-].[Cs+].[Cs+].O>CN(C=O)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH:15]=[N:14][CH:13]=[N:12]2)=[N:3][CH:4]=1)([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 10796Cesium carbonateHCID 952642-Fluoro-5-nitropyridine

Product 1

HCID 27667645-nitro-2-(1H-1,2,4-triazol-1-yl)pyridine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-fluoro-5-nitropyridine (0.5 g, 3.38 mmol), 1,2,4-triazole (0.22 g, 3.22 mmol) were added in DMF (6.4 mL), then cesium carbonate (3.14 g, 9.65 mmol) was added. The reaction was run at room temperature for 30 minutes. Water (50 mL) was added and product fell out of the solution. The solution was filtered and the solid was rinsed with ethyl acetate/water (1:1, 20 mL×2), hot hexane (20 mL) to give the title compound as a white solid.

Workup

  1. filtrationThe solution was filtered
  2. washthe solid was rinsed with ethyl acetate/water (1:1, 20 mL×2), hot hexane (20 mL)

Sources & evidence

ORD record
ord-f57ebb80bb79433bb24a6b091ca610d5
Source dataset
uspto-grants-2013_10
Patent number
US08552022B2

Reaction notes

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