1,1-Dichloroethane → 3,5-Dimethyl-1-phenyl-pyrazol-4-acetonitrile

HRID 2285984Notes

Reaction equation

[CH3:1][C:2]1[C:6]([CH2:7][C:8]([NH2:10])=O)=[C:5]([CH3:11])[N:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:3]=1.[P].O(Cl)Cl.ClC(Cl)C.[OH-].[Na+]>C(Cl)(Cl)Cl>[CH3:1][C:2]1[C:6]([CH2:7][C:8]#[N:10])=[C:5]([CH3:11])[N:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:3]=1

Participants

Conditions

Temperature: 100 °C

Procedure

6 grams 3,5-dimethyl-1-phenyl-pyrazol-4-acetamide, 2.5 grams phosphorus-oxychloride and 9 milliliters dichloroethane were mixed and stirred for 2 hours at 100° C.) The reaction mixture was poured on ice, diluted by the addition of chloroform and neutralized by the addition of aqueous sodium hydroxide. The organic phase was separated, washed with water, dried and the solvent evaporated. 3,5-Dimethyl-1-phenyl-pyrazol-4-acetonitrile, melting at 69°-70° C., was obtained in a yield of 82%.

Workup

additionwas poured on ice
customThe organic phase was separated
washwashed with water
customdried
customthe solvent evaporated

Sources & evidence

ORD record: ord-2423642f6a1045f884be72ae0373c7c3
Source dataset: uspto-grants-1982_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04325962

Reaction notes

Loading…