N-Iodosuccinimide → HCID 178470396, compound

HRID 900233Notes

Reaction equation

HRID 900233 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[NH:7][CH:8]=[N:9][C:10]=1[CH3:11])=[O:5])[CH3:2].C1C(=O)N([I:19])C(=O)C1>C1COCC1>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]([I:19])=[N:9][C:10]=1[CH3:11])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 178470400HCID 178470400, compound

Product 1

HCID 178470396HCID 178470396, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5 g 5-Methyl-3H-imidazole-4-carboxylic acid ethyl ester and 7.2 g NIS in 50 ml THF were refluxed for 10 h. After cooling, the solvent was removed under reduced pressure and the residue taken-up in ethyl acetate, washed with sat. NaS2O3 solution and dried over MgSO4. After removal of the solvent under reduced pressure the product was purified by recrystallisation from ethyl acetate. Yield: 7 g

Workup

  1. temperatureAfter cooling
  2. customthe solvent was removed under reduced pressure
  3. washthe residue taken-up in ethyl acetate, washed with sat. NaS2O3 solution
  4. dry with materialdried over MgSO4
  5. customAfter removal of the solvent under reduced pressure the product
  6. customwas purified by recrystallisation from ethyl acetate

Sources & evidence

ORD record
ord-cc9326ec9b034b019e7134ef7508ca68
Source dataset
uspto-grants-2008_04
Patent number
US07358268B2

Reaction notes

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