N-Iodosuccinimide → HCID 178518152, compound

HRID 365357Notes

Reaction equation

HRID 365357 reaction equation
[CH2:1]([O:8][CH2:9][C:10]1[N:15]=[CH:14][N:13]=[C:12]([OH:16])[CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I:17]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[CH2:1]([O:8][CH2:9][C:10]1[N:15]=[CH:14][N:13]=[C:12]([OH:16])[C:11]=1[I:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 178516279HCID 178516279, compound

Product 1

HCID 178518152HCID 178518152, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 6-benzyloxymethyl-4-hydroxy-pyrimidine (4.55 g, 20.87 mmol) and N-iodosuccinimide (5.165 g, 23 mmol) in chloroform (250 ml) was kept at reflux under argon for 2 h. The solution was washed with water, 0.5 N sodium thiosulfate, and brine. After drying (MgSO4), filtration and concentration gave a white solid (6.56 g, 91%).

Workup

  1. temperatureat reflux under argon for 2 h
  2. washThe solution was washed with water, 0.5 N sodium thiosulfate, and brine
  3. customAfter drying
  4. filtration(MgSO4), filtration and concentration

Sources & evidence

ORD record
ord-e1c5141876c64f609b8a9dd4a4b80799
Source dataset
uspto-grants-2000_10
Patent number
US06127371

Reaction notes

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