Potassium Cyanide → HCID 21226456, compound

HRID 583053Notes

Reaction equation

HRID 583053 reaction equation
[C-:1]#[N:2].[K+].[Cl:4][C:5]1[C:6]([C:15]2[CH:20]=[CH:19][C:18](F)=[C:17]([N+:22]([O-:24])=[O:23])[CH:16]=2)=[N:7][N:8]([CH3:14])[C:9]=1[O:10][CH:11]([F:13])[F:12]>CS(C)=O>[Cl:4][C:5]1[C:6]([C:15]2[CH:20]=[CH:19][C:18]([C:1]#[N:2])=[C:17]([N+:22]([O-:24])=[O:23])[CH:16]=2)=[N:7][N:8]([CH3:14])[C:9]=1[O:10][CH:11]([F:13])[F:12]

Participants

4

Reactant 2

HCID 9032Potassium CyanideHCID 21226455HCID 21226455, compound

Product 1

HCID 21226456HCID 21226456, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
50 °C

Procedure

1.1 g (17 mmol) of potassium cyanide were added to a solution of 5.0 g (15.6 mmol) of 4-chloro-3-(4-fluoro-3-nitrophenyl)-5-difluoromethoxy-1-methyl-1H-pyrazole in 70 ml of dimethyl sulfoxide. The mixture was then stirred at 50° C. for 5 hours and at room temperature for 3 days. The reaction mixture was poured into ice-water and then the product was extracted with methyl tert-butyl ether. The ether phase was dried over magnesium sulfate and concentrated. The crude product was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=3:1). Yield: 2.7 g.

Workup

  1. extractionthe product was extracted with methyl tert-butyl ether
  2. dry with materialThe ether phase was dried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe crude product was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=3:1)

Sources & evidence

ORD record
ord-7aa975269bd64da985d3111e2a3263de
Source dataset
uspto-grants-1999_07
Patent number
US05928999

Reaction notes

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