Sodium Sulfite → 5-Iodo-2-(methoxymethyl)-1H-imidazole
Reaction equation
[I:1][C:2]1[N:3]=[C:4]([CH2:8][O:9][CH3:10])[NH:5][C:6]=1I.[O-]S([O-])=O.[Na+].[Na+]>C(O)C.O>[I:1][C:2]1[NH:3][C:4]([CH2:8][O:9][CH3:10])=[N:5][CH:6]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 90 °C
Procedure
Into a 250-mL round-bottom flask, was placed a solution of 4,5-diiodo-2-(methoxymethyl)-1H-imidazole (compound 230.3, 2 g, 5.50 mmol) in ethanol (40 mL). A solution of Na2SO3 (5.9 g, 46.83 mmol) in water (80 mL) was added to the reaction. The reaction mixture was stirred overnight at 90° C. The resulting mixture was concentrated under reduced pressure. The residue was extracted with 3×20 mL of dichloromethane and the organic layers combined and concentrated under reduced pressure. This resulted in 1 g (76%) of the title compounds as yellow oil.
Workup
- customInto a 250-mL round-bottom flask, was placed
- concentrationThe resulting mixture was concentrated under reduced pressure
- extractionThe residue was extracted with 3×20 mL of dichloromethane
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-53452cc1323d4941bc5379e87c6c8d1a
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09428502B2
Reaction notes
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