Dichloromethane → (4-bromo-2-methyl-1H-imidazol-5-yl)methanol
Reaction equation
[Br:1][C:2]1[N:3]=[C:4]([CH3:9])[NH:5][C:6]=1[CH2:7][OH:8].C(Cl)Cl>[O-2].[O-2].[Mn+4].O1CCOCC1>[Br:1][C:2]1[N:3]=[C:4]([CH3:9])[NH:5][C:6]=1[CH2:7][OH:8].[Br:1][C:2]1[N:3]=[C:4]([CH3:9])[NH:5][C:6]=1[CH:7]=[O:8]Participants
6
Procedure
4-Bromo-5-hydroxymethyl-2-methylimidazole was prepared according to the procedure described by S. P. Watson, Synthetic Communications, 22, 2971-2977 (1992). A solution of 4-bromo-5-hydroxymethyl-2-methylimidazole (4.18 g, 21.9 mmol) was refluxed with manganese dioxide (16.1 g) in 1:1 methylene chloride:dioxane (200 mL) for 16 h. The cooled reaction was filtered through celite and concentrated to yield the title compound as a pale yellow solid.
Workup
- customThe cooled reaction
- filtrationwas filtered through celite and
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-a69c3b93bb5448ffb7e22f443cf70030
- Source dataset
- uspto-grants-2002_03
- Patent number
- US06358956B1
Reaction notes
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