Acetonitrile → HCID 20513519, compound

HRID 1163973Notes

Reaction equation

HRID 1163973 reaction equation
[C:1]([C:4]1[NH:5][N:6]([CH2:10][CH2:11][C:12]#[N:13])[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]([CH2:10][CH2:11][C:12]#[N:13])[C:7](=[O:9])[CH:8]=1)#[N:2]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 24813Phosphorus oxychlorideHCID 20513520HCID 20513520, compound

Product 1

HCID 20513519HCID 20513519, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

13.5 g of 3-carbamoyl-1-(2-cyanoethyl)-5-pyrazolone and 120 ml of acetonitrile were put into a 200 ml 3-neck flask. A mixture solution of 27 ml of phosphorus oxychloride and 76 ml of N,N-dimethylformamide was added dropwise at a temperature below 15° C. After completion of the addition, the reaction mixture was poured into ice water and extracted with ethyl acetate. The extract was concentrated and the crystals (white color) formed were collected by filtration. Yield: 7.8 g (64.2%), Melting Point: 162° to 164° C.

Workup

  1. additionAfter completion of the addition
  2. extractionextracted with ethyl acetate
  3. concentrationThe extract was concentrated
  4. customthe crystals (white color) formed
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-b211f29a17bb460f97f11bdc5177dd15
Source dataset
uspto-grants-1983_01
Patent number
US04367278

Reaction notes

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