Potassium Carbonate → HCID 15005385, compound

HRID 1460313Notes

Reaction equation

HRID 1460313 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-dimethylimidazolium 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-86f1b87aea964dc6bbf07cf4fee4f0dd
Source dataset
uspto-grants-1991_12
Patent number
US05070205

Reaction notes

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