Urea → HCID 178517242, compound
Reaction equation
[CH2:1]([NH:8][C:9]1[C:14]([NH2:15])=[CH:13][CH:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N[C:17](N)=[O:18]>C1(C)C(C)=CC=CC=1>[CH2:1]([N:8]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:14]2[N:15]=[C:17]1[OH:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Grams 10 2-benzylamino-3-amino pyridine and 3 g urea in 50 ml xylene are heated under reflux for 3 hours. The reaction mixture is then cooled to room temperature, the undissolved product filtered and washed with toluene; the solid dried in vacuo at 80° C. gives 5.1 g 3-benzyl-2-hydroxy-3H-imidazo[4,5-b]pyridine which, recrystallized from absolute ethyl alcohol, melts at 177°-179° C.
Workup
- temperatureunder reflux for 3 hours
- filtrationthe undissolved product filtered
- washwashed with toluene
- customthe solid dried in vacuo at 80° C.
Sources & evidence
- ORD record
- ord-d3d0b2aea0c5492d86de71710230feda
- Source dataset
- uspto-grants-1991_06
- Patent number
- US05023256
Reaction notes
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