Sodium Iodide → HCID 11306064, compound

HRID 982666Notes

Reaction equation

HRID 982666 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]1[C:8](=[O:26])[N:9]([C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[C:16]([C:22]([F:25])([F:24])[F:23])[CH:15]=2)[C:10](=[O:13])[C:11]=1[CH3:12].[I-:27].[Na+]>C(C(C)=O)C.C(OCC)(=O)C>[I:27][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]1[C:8](=[O:26])[N:9]([C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[C:16]([C:22]([F:25])([F:24])[F:23])[CH:15]=2)[C:10](=[O:13])[C:11]=1[CH3:12]

Participants

5

Reactant 2

HCID 5238Sodium IodideHCID 11246104HCID 11246104, compound

Product 1

HCID 11306064HCID 11306064, compoundYield 77.9%

Reagents, catalysts & solvents 2

HCID 6569Methyl Ethyl KetoneSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 11.68 g of 4-[3-(5-chloropentyl)-2,5-dihydro-4-methyl-2,5-dioxo-1H-pyrrol-1-yl]-2-(trifluoromethyl)benzonitrile and 18.2 g of sodium iodide in 180 ml of ethylmethylketone was stirred under a nitrogen atmosphere for 19 hours at 80° C. After cooling, it was diluted with ethyl acetate and washed with water as well as saturated sodium chloride solution. After drying on sodium sulfate and concentration by evaporation, 11.26 g of the title compound was obtained as a white solid.

Workup

  1. temperatureAfter cooling
  2. washwashed with water as well as saturated sodium chloride solution
  3. customAfter drying on sodium sulfate and concentration by evaporation

Sources & evidence

ORD record
ord-ce4a89e174e244f3a3a3c12bc3f5c91b
Source dataset
uspto-grants-2005_03
Patent number
US06861432B2

Reaction notes

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