Potassium Iodide → HCID 83808211, compound

HRID 2386201Notes

Reaction equation

HRID 2386201 reaction equation
[Cu][C:2]#[N:3].[I-].[K+].[F:6][C:7]1[C:15]([F:16])=[CH:14][CH:13]=[CH:12][C:8]=1[C:9](Cl)=[O:10]>C1(C)C(C)=CC=CC=1>[F:6][C:7]1[C:15]([F:16])=[CH:14][CH:13]=[CH:12][C:8]=1[C:9]([C:2]#[N:3])=[O:10]

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 5195492,3-Difluorobenzoyl chlorideHCID 178418546HCID 178418546, compound

Product 1

HCID 83808211HCID 83808211, compoundYield 71.8%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Conditions

Temperature
165 °C

Procedure

Copper(1) cyanide (6.6 g, 0.07 mol), potassium iodide (12.2 g, 0.07 mol) and xylene (70 ml) were heated at reflux for 24 h using a Dean-stark apparatus. A solution of 2,3-difluorobenzoyl chloride (10.8 g, 0.06 mol) in xylene (40 ml) was added. The resulting suspension was refluxed under N2 at 165° C. for 3 days using a Dean-Stark apparatus. After cooling, inorganic salts were removed by filtration and the filtrate concentrated in vacuo. The residue was azeotroped with toluene (2×30 ml) to give the product (7.2 g) as a brown solid.

Workup

  1. temperatureat reflux for 24 h
  2. temperatureAfter cooling
  3. custominorganic salts were removed by filtration
  4. concentrationthe filtrate concentrated in vacuo
  5. customThe residue was azeotroped with toluene (2×30 ml)

Sources & evidence

ORD record
ord-baa033e2d76a457b813fb5a2eab1b276
Source dataset
uspto-grants-2012_09
Patent number
US08268823B2

Reaction notes

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