Sodium Iodide → HCID 70142577, compound

HRID 1457399Notes

Reaction equation

HRID 1457399 reaction equation
Cl[CH2:2][C:3]([NH:5][CH2:6][C:7]1[CH:8]=[C:9]([OH:18])[C:10](=[CH:16][CH:17]=1)[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:4].[I-:19].[Na+]>CC(C)=O>[I:19][CH2:2][C:3]([NH:5][CH2:6][C:7]1[CH:8]=[C:9]([OH:18])[C:10](=[CH:16][CH:17]=1)[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:4]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 70143857HCID 70143857, compound

Product 1

HCID 70142577HCID 70142577, compoundYield 130.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Ethyl N-chloroacetyl-4-aminomethylsalicylate (0.11 g, 0.40 mmoles) was dissolved in acetone (5 mL) and sodium iodide (0.06 g, 0.40 mmoles) was added. The solution was refluxed for 2.5 hours, then cooled to room temperature and filtered. The filtrate was evaporated to dryness to afford a white solid of ethyl N-iodoacetyl-4-aminomethylsalicylate (0.19 g, 100% yield) (m.p. 105°-108° C.).

Workup

  1. temperatureThe solution was refluxed for 2.5 hours
  2. filtrationfiltered
  3. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-7bfd8b121fc6425dab8a9e75f2d93a4f
Source dataset
uspto-grants-1998_12
Patent number
US05847192

Reaction notes

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