Iodine → 2-Iodo-6-methylpyridin-3-ol
Reaction equation
C(=O)([O-])[O-].[Na+].[Na+].[OH:7][C:8]1[CH:9]=[CH:10][C:11]([CH3:14])=[N:12][CH:13]=1.[I:15]I.[I-].[K+]>O>[I:15][C:13]1[C:8]([OH:7])=[CH:9][CH:10]=[C:11]([CH3:14])[N:12]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
Sodium carbonate (68.0 g) and water (810 mL) were added to 5-hydroxy-2-methylpyridine (1-014-01) (36.11 g), and the reaction mixture was stirred at room temperature, dissolved. To the reaction mixture was added dropwise a solution of iodine (117 g) and potassium iodide (117 g) in water (810 mL) for 35 min. The resulting pink-yellow crystal was filtered and dried under reduced pressure to give 2-iodo-3-hydroxy-6-methylpyridine (2-014-01) (34.1 g, 43.9%, m.p. 187-190° C.)
Workup
- dissolutiondissolved
- filtrationThe resulting pink-yellow crystal was filtered
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-a2e97d959c4e4dd8b6b848baa7230577
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08088924B2
Reaction notes
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