Methanol → 2-Iodo-6-methoxypyrazine
Reaction equation
[I:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4](I)[N:3]=1.[CH3:9][O-:10].[Na+].CO>O>[I:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([O:10][CH3:9])[N:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
2,6-Diiodopyrazine (5.0 g, 15 mmol) was added to a solution of sodium methoxide in methanol (prepared from sodium (0.35 g, 15 mmol) and methanol (40 ml)) and the mixture was heated at reflux temperature for 1 hour. After cooling, the solution was diluted with water (200 ml) and extracted with diethylether (3×100 ml). The combined extracts were washed with water, dried over magnesium sulphate and concentrated under reduced pressure to give the product as a white solid (3.5 g, 100%) m. pt. 35.7-37.2
Workup
- temperaturethe mixture was heated
- temperatureat reflux temperature for 1 hour
- temperatureAfter cooling
- extractionextracted with diethylether (3×100 ml)
- washThe combined extracts were washed with water
- dry with materialdried over magnesium sulphate
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-c1cca32c35194c228b6908ac057c6531
- Source dataset
- uspto-grants-1990_12
- Patent number
- US04975112
Reaction notes
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