Potassium Carbonate → HCID 178510076, compound

HRID 1586092Notes

Reaction equation

HRID 1586092 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]#[N:11])=[CH:9][C:4]=2[N:3]=[CH:2]1.[C:12](=[O:15])([O-])[O-].[K+].[K+].F[C:19]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][CH:20]=1>CN(C=O)C>[C:23]([C:22]1[CH:25]=[CH:26][C:19]([O:15][C:12]2[CH:8]=[CH:9][C:4]([C:2]3[NH:1][C:5]4[CH:6]=[CH:7][C:8]([C:10]#[N:11])=[CH:9][C:4]=4[N:3]=3)=[CH:5][CH:6]=2)=[CH:20][CH:21]=1)#[N:24]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 145174-FluorobenzonitrileHCID 178509527HCID 178509527, compound

Product 1

HCID 178510076HCID 178510076, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1H-Benzimidazole-5-nitrile, 2-(4-hydroxyphenyl)- (2.6 g, 0.011 mol), potassium carbonate (4.0 g, 0.029 mol), and 4-fluorobenzonitrile (1.2 g, 0.0099 mol) in DMF (100 mL) was refluxed for 18 h. The mixture was then filtered (to remove the potassium carbonate) into an ice/water bath. The precipitate was collected and recrystallized from ethyl acetate to afford 0.7 g (21%) of 2-[4-(4-cyanophenoxy)phenyl]-1H-benzimidazole-5-carbonitrile.

Workup

  1. temperaturewas refluxed for 18 h
  2. filtrationThe mixture was then filtered (
  3. customto remove the potassium carbonate) into an ice/water bath
  4. customThe precipitate was collected
  5. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-bb81fcc6027549d89b8939234440567b
Source dataset
uspto-grants-1999_08
Patent number
US05942532

Reaction notes

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