Sodium Iodide → HCID 70142577, compound

HRID 1600396Notes

Reaction equation

HRID 1600396 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 afforda 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

Sources & evidence

ORD record
ord-cf121eb3eb9d4d6086a921a9e3644451
Source dataset
uspto-grants-1998_04
Patent number
US05744627

Reaction notes

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