Sodium Iodide → HCID 70142577, compound

HRID 342829Notes

Reaction equation

HRID 342829 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-iodoacetyl4-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-ca00115257fc479193238dd293e56ff6
Source dataset
uspto-grants-1999_01
Patent number
US05859210

Reaction notes

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