Urea → 3H-Imidazo[4,5-c]pyridin-2-ol

HRID 1094139Notes

Reaction equation

HRID 1094139 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

HCID 1176UreaHCID 59183,4-Diaminopyridine

Product 1

HCID 116869163H-Imidazo[4,5-c]pyridin-2-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

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

  1. temperaturecooled
  2. temperatureThe aqueous mixture was heated
  3. temperatureat reflux until all solid
  4. dissolutiondissolved
  5. temperatureto cool
  6. 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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