Acetonitrile → 3-Cyano-1-(2-methylphenyl)-5-pyrazolone

HRID 4250Notes

Reaction equation

HRID 4250 reaction equation
[C:1]([C:4]1[NH:5][N:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:16])[C:7](=[O:9])[CH:8]=1)(=O)[NH2:2].C(#N)C.P(Cl)(Cl)(Cl)=O>CN(C)C=O>[C:1]([C:4]1[NH:5][N:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:16])[C:7](=[O:9])[CH:8]=1)#[N:2]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 24813Phosphorus oxychlorideHCID 201521083-Carbamoyl-1-(2-methylphenyl)-5-pyrazolone

Product 1

HCID 201521093-Cyano-1-(2-methylphenyl)-5-pyrazolone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

22.5 g of 3-carbamoyl-1-(2-methylphenyl)-5-pyrazolone and 150 ml of acetonitrile were put into a 300 ml three-necked flask. A mixture solution of 35 ml of phosphorus oxychloride and 100 ml of N,N-dimethylformamide was added dropwise thereto at a temperature of 15° C. or below. After completion of the dropwise addition, the reaction mixture was poured into ice water and the crystals thus deposited were collected by filtration.

Workup

  1. customat a temperature of 15° C. or below
  2. additionAfter completion of the dropwise addition
  3. filtrationthe crystals thus deposited were collected by filtration

Sources & evidence

ORD record
ord-fc92f46fd2df4e82ac255cb55bc6c991
Source dataset
uspto-grants-1988_02
Patent number
US04725531

Reaction notes

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