Potassium Carbonate → HCID 15005385, compound

HRID 892773Notes

Reaction equation

HRID 892773 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-702c91d3e4994c958492c376194b139e
Source dataset
uspto-grants-1992_06
Patent number
US05120747

Reaction notes

Loading…