Acetonitrile → HCID 15753030, compound

HRID 1086621Notes

Reaction equation

HRID 1086621 reaction equation
[C:1]1([C:7]2[C:11](=O)O[CH:9]([C:13]([F:16])([F:15])[F:14])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClC(=C)[C:19]#[N:20].[C:22](#N)C>>[C:1]1([C:7]2[NH:8][C:9]([C:13]([F:16])([F:15])[F:14])=[CH:22][C:11]=2[C:19]#[N:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 701982-ChloroacrylonitrileHCID 27409315(2H)-Oxazolone, 4-phenyl-2-(trifluoromethyl)-

Product 1

HCID 15753030HCID 15753030, compoundYield 73%

Procedure

4-Phenyl-2-(trifluoromethyl)-5(2H)-oxazolone (13.5 g, 0.059 mol), 2-chloroacrylonitrile (26 mL, 0.295 mol) and acetonitrile (250 mL) are heated at reflux temperature for 52 hours. The reaction mixture is then cooled to room temperature and concentrated in vacuo to give a solid. Recrystallization of the solid from toluene gives the title product as a yellow solid 10.1 g, 73%). Identified by NMR spectral analyses.

Workup

  1. temperatureat reflux temperature for 52 hours
  2. concentrationconcentrated in vacuo
  3. customto give a solid
  4. customRecrystallization of the solid from toluene

Sources & evidence

ORD record
ord-c941420de4bc4c46a042f9e9dfc0d1db
Source dataset
uspto-grants-1991_07
Patent number
US05030735

Reaction notes

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