4-Fluoroaniline → 3-[(4-Fluorophenylimino)methyl]benzonitrile

HRID 2243601Notes

Reaction equation

HRID 2243601 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[C:9]([C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[CH:14]=O)#[N:10]>C(O)(C)C>[F:1][C:2]1[CH:8]=[CH:7][C:5]([N:6]=[CH:14][C:13]2[CH:12]=[C:11]([CH:18]=[CH:17][CH:16]=2)[C:9]#[N:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 97314-FluoroanilineHCID 90670m-Formylbenzonitrile

Product 1

HCID 222520513-[(4-Fluorophenylimino)methyl]benzonitrile

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

88 ml of para-fluoroaniline are added dropwise to 12 g of meta-cyanobenzaldehyde in 60 ml of isopropanol. After 1 h at 60° C., the product precipitates out. The mixture is allowed to warm to room temperature and filtered off, and the residue is washed with isopropanol. Drying gives 11 of m.p. 101° C.

Workup

  1. customthe product precipitates out
  2. filtrationfiltered off
  3. washthe residue is washed with isopropanol
  4. customDrying

Sources & evidence

ORD record
ord-fd5d9a5a514f407e9acbfac8a3cbc4f6
Source dataset
uspto-grants-2010_03
Patent number
US07674773B2

Reaction notes

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