Sodium Iodide → HCID 11748163, compound

HRID 2186902Notes

Reaction equation

HRID 2186902 reaction equation
[C:1](=[O:12])([O:9][CH2:10]Cl)[O:2][CH2:3][CH2:4][NH:5][C:6](=[O:8])[CH3:7].[I-:13].[Na+]>C(#N)C>[C:1](=[O:12])([O:9][CH2:10][I:13])[O:2][CH2:3][CH2:4][NH:5][C:6](=[O:8])[CH3:7]

Participants

4

Conditions

Temperature
60 °C

Procedure

[2-(acetylamino)ethyl] chloromethyl carbonate (5.0 g) was dissolved in acetonitrile (15 ml), and sodium iodide (15.0 g) was added. The mixture was stirred at 60° C. for 2 hours under an argon atmosphere. The reaction mixture was poured into ice water (200 ml) and extracted with ethyl acetate (200 ml). The extract was washed with an aqueous 5% sodium thiosulfate solution (100 ml×2), water (100 ml×2) and a saturated sodium chloride aqueous solution (50 ml) successively. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to obtain [2-(acetylamino)ethyl] iodomethyl carbonate (3.5 g) as a yellow oil.

Workup

  1. extractionextracted with ethyl acetate (200 ml)
  2. washThe extract was washed with an aqueous 5% sodium thiosulfate solution (100 ml×2), water (100 ml×2)
  3. dry with materialAfter drying over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-3cefd11499154d3d8be5a1fb4fbebcf1
Source dataset
uspto-grants-2002_06
Patent number
US06407129B1

Reaction notes

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