Sodium Iodide → HCID 178418721, compound

HRID 11493Notes

Reaction equation

HRID 11493 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][CH:13]=[C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[NH:16][C:15]2=[O:23])=[CH:8][CH:7]=1.[Na+].[I-:25]>CC(C)=O>[I:25][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][CH:13]=[C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[NH:16][C:15]2=[O:23])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 178418704HCID 178418704, compound

Product 1

HCID 178418721HCID 178418721, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 3-{[4-(3-Chloro-propoxy)-phenylamino]-methylene}-1,3-dihydro-indol-2-one (45 mg, 0.137 mmol) and NaI (103 mg, 5 equiv.) in 1 mL acetone is heated at 80° C. overnight. The reaction mixture is cooled to room temperature and evaporated to dryness. The residue is dissolved in EtOAc and H2O. The organic layer is collected and dried over anhydrous Na2SO4, filtered, and concentrated to give the named compound as yellow solid (100%).

Workup

  1. customevaporated to dryness
  2. dissolutionThe residue is dissolved in EtOAc
  3. customThe organic layer is collected
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-376a8b6d4bac47d5b8381fcf27c41b3d
Source dataset
uspto-grants-2006_08
Patent number
US07098236B2

Reaction notes

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