2-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionamide → 2-[3-Chloro-4-(4-chloropyrazol-1-yl) phenyl] propionitrile

HRID 1733024Notes

Reaction equation

HRID 1733024 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]([CH3:18])[C:15]([NH2:17])=O)[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[C:11]([Cl:13])[CH:10]=[N:9]1.O(Cl)Cl.[P]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]([CH3:18])[C:15]#[N:17])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[C:11]([Cl:13])[CH:10]=[N:9]1

Participants

3

Reactant 2

HCID 203034032-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionamideHCID 178479709HCID 178479709, compound

Product 1

HCID 203035052-[3-Chloro-4-(4-chloropyrazol-1-yl) phenyl] propionitrileYield 74,776.602%

Procedure

2.84 g (0.01 mmole) of 2-[3-chloro-4-(4-chloropyrazol-1-yl) phenyl] propionamide and 1 g (7 mmoles) of phosphorus oxy chloride are heated to 100° C. for one hour. The reaction mixture is cooled, washed with sodium carbonate solution and water, concentrated and distilled. 1.99 g (75%) of 2-[3-chloro-4-(4-chloropyrazol-1-yl) phenyl] propionitrile (b.p. 107°-109° C./10-2 mm Hg) are obtained.

Workup

  1. temperatureThe reaction mixture is cooled
  2. washwashed with sodium carbonate solution and water
  3. concentrationconcentrated
  4. distillationdistilled

Sources & evidence

ORD record
ord-76316ce0ccb74937b790cd0d210de4a6
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

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