Hydrogen Bromide → 3,5-Dibromo-4-hydroxypyridin-2(1H)-one
Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1.[BrH:9].[Br:10]Br>O>[Br:9][C:3]1[C:4](=[O:8])[NH:5][CH:6]=[C:7]([Br:10])[C:2]=1[OH:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To 4-hydroxypyridin-2(1H)-one (5.55 g, 50 mmol) was added 48% aqueous hydrobromic acid (50 mL, 921 mmol) to produce a pale tan solution. Bromine (5.67 mL, 110 mmol) was added to produce an amber solution. After 3 days a yellow precipitate had formed. To the reaction was added 300 mL of water causing a thick white sly to form which was stirred for 1 hour. The reaction was filtered and washed with 4×50 mL of water. to yield product (13.506 g, 1.81 mmol, quantitative yield) as a white powder. MS (ESI) 190 (M+1).
Workup
- customto produce a pale tan solution
- customto produce an amber solution
- customAfter 3 days a yellow precipitate had formed
- customto form which
- filtrationThe reaction was filtered
- washwashed with 4×50 mL of water
Sources & evidence
- ORD record
- ord-352c20ee678f4580a9d2b7c06fb9bb13
- Source dataset
- uspto-grants-2011_08
- Patent number
- US08003796B2
Reaction notes
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