Cesium carbonate → 4-(1H-1,2,3-Triazol-1-yl)benzonitrile

HRID 1958294Notes

Reaction equation

HRID 1958294 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[NH:10]1[CH:14]=[CH:13][N:12]=[N:11]1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[N:10]1([C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=2)[CH:14]=[CH:13][N:12]=[N:11]1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 145174-FluorobenzonitrileHCID 178418936HCID 178418936, compound

Product 1

HCID 97939604-(1H-1,2,3-Triazol-1-yl)benzonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

4-Fluorobenzonitrile (0.847 g, 7 mmol), 1H-[1,2,3]triazole (0.483 g, 7 mmol), Cs2CO3 (2.27 g, 7 mmol) and DMF (8 ml) and a magnetic stirrer were placed in a vial. The mixture was heated with stirring for 3 h at 80° C. Extractive work-up (EtOAc/H2O) and subsequent drying (Na2SO4) gave a crude product which was purified on silica giving 0.55 g (46%) of the title intermediate.

Workup

  1. temperatureThe mixture was heated
  2. dry with materialExtractive work-up (EtOAc/H2O) and subsequent drying (Na2SO4)

Sources & evidence

ORD record
ord-37431d5a47f949b2814fa739cf866585
Source dataset
uspto-grants-2013_04
Patent number
US08410114B2

Reaction notes

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