Urea → 3H-Imidazo[4,5-c]pyridin-2-ol
Reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([NH2:7])=[C:3]([NH2:8])[CH:2]=1.N[C:10](N)=[O:11]>O>[NH:7]1[C:4]2[CH:5]=[CH:6][N:1]=[CH:2][C:3]=2[NH:8][C:10]1=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A combination of pyridine-3,4-diamine (1.0 g, 9.16 mmol) and urea (3.3 g, 54.9 mmol) were stirred as a melt at 165° C. for 4 h, then cooled and H2O (100 mL) was added. The aqueous mixture was heated at reflux until all solid dissolved and the solution was allowed to cool and aged for 18 h. The precipitate was isolated by filtration to give the title compound. MS: m/z=136 (M+1).
Workup
- temperaturecooled
- temperatureThe aqueous mixture was heated
- temperatureat reflux until all solid
- dissolutiondissolved
- temperatureto cool
- customThe precipitate was isolated by filtration
Sources & evidence
- ORD record
- ord-3bd7096ce4ca4521a1e4354ae1b13ff8
- Source dataset
- uspto-grants-2012_03
- Patent number
- US08133891B2
Reaction notes
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