3,5-Difluoroaniline → HCID 54212570, compound

HRID 366404Notes

Reaction equation

HRID 366404 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([F:9])[CH:8]=1)[NH2:5].O=[C:11]1[CH2:15][CH2:14][CH2:13][CH:12]1[C:16]#[N:17].[Cl-].[Ca+2].[Cl-]>>[F:1][C:2]1[CH:3]=[C:4]([NH:5][C:11]2[CH2:15][CH2:14][CH2:13][C:12]=2[C:16]#[N:17])[CH:6]=[C:7]([F:9])[CH:8]=1

Participants

4

Reactant 3

HCID 965953,5-DifluoroanilineHCID 98930Cyclopentanecarbonitrile, 2-oxo-HCID 5284359Calcium Chloride

Product 1

HCID 54212570HCID 54212570, compound

Procedure

3,5-Difluoro-aniline (Aldrich Chemicals) (2.6 g, 20.0 mmol), 2-oxocyclopentane carbonitrile (Example 11) (2.2 g, 20.2 mmol), calcium chloride (2.5 g, 22.5 mmol) and T.H.F. were heated under reflux for 24 hours. After cooling the mixture was filtered and the solvent evaporated. Kugelrohr distillation (140° C., 0.3 mmHg) gave the product as pale yellow crystals.

Workup

  1. temperaturewere heated
  2. temperatureunder reflux for 24 hours
  3. temperatureAfter cooling the mixture
  4. filtrationwas filtered
  5. customthe solvent evaporated
  6. distillationKugelrohr distillation (140° C., 0.3 mmHg)

Sources & evidence

ORD record
ord-5b845be068f24a1ea0ab8594dd44398d
Source dataset
uspto-grants-2000_10
Patent number
US06130228

Reaction notes

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