Potassium Carbonate → HCID 15005385, compound

HRID 1886184Notes

Reaction equation

HRID 1886184 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[Cl-].[CH3:11][C:12]1[NH:16][C:15]([CH3:17])=[CH:14][NH+:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:11][C:12]1[N:13]([C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=2)[CH:14]=[C:15]([CH3:17])[N:16]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 145174-FluorobenzonitrileHCID 67915381HCID 67915381, compound

Product 1

HCID 15005385HCID 15005385, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
145 °C

Procedure

A mixture of 4-fluorobenzonitrile (3 g, 25 mmol), 2,4-dimethylimidazoiium chloride (3 g, 25 mmol) and potassium carbonate (7.2 g, 52 mmol) in dimethylformamide (50 ml) was heated at 145° C. for 16 hours. Most of the solvent was evaporated in vacuo and the residue was partitioned between ethyl acetate and brine. The organic layer was dried (magnesium sulphate) and evaporated a yellow solid. Crystallization from hexane/ether afforded a pale-yellow solid (2.6 g, 57%).

Workup

  1. customMost of the solvent was evaporated in vacuo
  2. customthe residue was partitioned between ethyl acetate and brine
  3. dry with materialThe organic layer was dried (magnesium sulphate)
  4. customevaporated a yellow solid
  5. customCrystallization from hexane/ether

Sources & evidence

ORD record
ord-eb1f64b818404e168a3919fad0e207ae
Source dataset
uspto-grants-1992_09
Patent number
US05149814

Reaction notes

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