Acetonitrile → (2,3-Dichlorophenyl)oxoacetonitrile

HRID 1873058Notes

Reaction equation

HRID 1873058 reaction equation
[Cu]([C:4]#[N:5])C#N.C(#N)C.[Cl:9][C:10]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13]>C1(C)C=CC=CC=1>[Cl:19][C:18]1[C:10]([Cl:9])=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([C:4]#[N:5])=[O:13]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 179442,3-Dichlorobenzoyl chlorideHCID 178418260HCID 178418260, compound

Product 1

HCID 2735968(2,3-Dichlorophenyl)oxoacetonitrile

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

In a mixture of 128 gm. of copper cyanide, 120 ml. of acetonitrile and 200 ml. of toluene, the solution of 200 gm. of 2,3-dichlorobenzoylchloride (II) in 250 ml of toluene was added. The reaction mixture was refluxed for 16 hour. After filtration, the solvent was removed under reduced pressure to give 200 ml of oily 2,3-dichlorobenzoyl cyanide (III).

Workup

  1. additionIn a mixture of 128 gm
  2. temperatureThe reaction mixture was refluxed for 16 hour
  3. filtrationAfter filtration
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-eb095ba3eead4a9f8d3860a8dd5e9174
Source dataset
uspto-grants-2000_08
Patent number
US06111101

Reaction notes

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