2,5-Difluoroaniline → HCID 70256336, compound

HRID 366398Notes

Reaction equation

HRID 366398 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:3]=1[NH2:4].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:8]=[CH:7][C:6]([F:9])=[CH:5][C:3]=1[NH:4][C:11]1[CH2:15][CH2:14][CH2:13][C:12]=1[C:16]#[N:17]

Participants

4

Reactant 3

HCID 677752,5-DifluoroanilineHCID 98930Cyclopentanecarbonitrile, 2-oxo-HCID 5284359Calcium Chloride

Product 1

HCID 70256336HCID 70256336, compound

Procedure

2,5-Difluoro-aniline (2.6 g, 20.0 mmol) (Aldrich Chemicals) cyano-ketone (Example 11) (2.2 g, 20.2 mmol), calcium chloride (2.5 g, 22.5 mmol) and T.H.F. (30 ml) were heated under reflux for 22 hours. After cooling, the mixture was filtered and the solvent evaporated. Kugelrohr distillation (160° C., 0.9 mmHg) gave the produce as white crystals.

Workup

  1. temperature(30 ml) were heated
  2. temperatureunder reflux for 22 hours
  3. temperatureAfter cooling
  4. filtrationthe mixture was filtered
  5. customthe solvent evaporated
  6. distillationKugelrohr distillation (160° C., 0.9 mmHg)
  7. customgave the
  8. customproduce as white crystals

Sources & evidence

ORD record
ord-a6b24eeb605840c9abed777ad5ec7a40
Source dataset
uspto-grants-2000_10
Patent number
US06130228

Reaction notes

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