Sodium Iodide → HCID 18924595, compound

HRID 1288672Notes

Reaction equation

HRID 1288672 reaction equation
[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[C:14]([OH:20])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.Cl[CH2:22][C:23](=[O:25])[CH3:24].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CC(C)=O>[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[C:14]([O:20][CH2:22][C:23](=[O:25])[CH3:24])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:7]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 15334439HCID 15334439, compound

Product 1

HCID 18924595HCID 18924595, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.5 g of 3-chloro-2-(4-cyano-3-hydroxyphenyl)-5-trifluoromethyl-pyridine, 1.0 g of chloroacetone, 1.5 g of potassium carbonate, 0.8 g of sodium iodide and 200 ml of acetone were refluxed for 8 hours. The reaction mixture was then concentrated, after which the residue was stirred in 20 ml of water. The insoluble portion was separated off and washed well with water. The crude product was then stirred in succession with n-hexane and with ether. After drying in a vacuum drying oven, 0.4 g of white crystals having a melting point of 146°-147° C. were finally obtained. Yield: 22%.

Workup

  1. concentrationThe reaction mixture was then concentrated
  2. customThe insoluble portion was separated off
  3. washwashed well with water
  4. stirringThe crude product was then stirred in succession with n-hexane and with ether
  5. customAfter drying in a vacuum
  6. customdrying oven
  7. customwere finally obtained

Sources & evidence

ORD record
ord-4b71c7929c6a4e00bcd61fe6a713893e
Source dataset
uspto-grants-1998_05
Patent number
US05747422

Reaction notes

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