Ammonia → HCID 178437178, compound

HRID 2356702Notes

Reaction equation

HRID 2356702 reaction equation
Cl[C:2](Cl)([CH2:5][CH3:6])[CH:3]=O.[F:8][C:9]1[CH:16]=[CH:15]C(C=O)=[CH:11][CH:10]=1.[NH3:17].O.[C:19](#[N:21])[CH3:20]>>[CH2:5]([C:2]1[N:21]=[C:19]([C:20]2[CH:15]=[CH:16][C:9]([F:8])=[CH:10][CH:11]=2)[NH:17][CH:3]=1)[CH3:6]

Participants

6

Reactant 5

HCID 222AmmoniaHCID 962WaterHCID 6342AcetonitrileHCID 680234-FluorobenzaldehydeHCID 112750512,2-Dichlorobutanal

Product 1

HCID 178437178HCID 178437178, compound

Procedure

In acetonitrile (80 ml) were dissolved 2,2-dichlorobutanal (16.2 g) and 4-fluorobenzaldehyde (14.9 g). To the solution was added dropwise 28% aqueous ammonia (135 ml) under ice-cooling, and the resulting mixture was stirred at room temperature for 4 days. Water was added to the reaction mixture and the mixture was extracted with chloroform. The organic layer was washed with brine, dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. The resulting residue was crystallized from methanol-diethyl ether to obtain 4-ethyl-2-(4-fluorophenyl)imidazole (9.36 g).

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with chloroform
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was removed under reduced pressure
  6. customThe resulting residue was crystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-9cb5271fa1ac406183434e1e58a7299f
Source dataset
uspto-grants-2010_07
Patent number
US07759373B2

Reaction notes

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