Urea → 3H-Imidazo[4,5-c]pyridin-2-ol

HRID 1696400Notes

Reaction equation

HRID 1696400 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-0b1f4da11bdb45f3a811d2c3fb205cbc
Source dataset
uspto-grants-2012_04
Patent number
US08163752B2

Reaction notes

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