2-Aminopyridine → 1-(2-Pyridinyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) urea
Reaction equation
[CH3:1][N:2]1[CH2:6][C:5](=[O:7])[NH:4][C:3]1=[N:8][C:9](=[O:11])O.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1>>[N:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[NH:12][C:9]([N:8]=[C:3]1[NH:4][C:5](=[O:7])[CH2:6][N:2]1[CH3:1])=[O:11]Participants
3
Conditions
- Temperature
- 90 °C
Procedure
A mixture of 2.7 g (11.6 mM) of the phenyl ester of tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene carbamic acid 8 and 10.0 g (106 mM) of 2-aminopyridine was heated at 90° C. for 1 hr. The excess amine was removed by vacuum distillation and the residue triturated with 35 ml. ethanol, filtered and the collected solid recrystallized from ethyl acetate to give 1.1 g of the above urea as a cream colored solid, m.p. 218° C. (dec.).
Workup
- customThe excess amine was removed by vacuum distillation
- customthe residue triturated with 35 ml
- filtrationethanol, filtered
- customthe collected solid recrystallized from ethyl acetate
Sources & evidence
- ORD record
- ord-446dde72bb214521a24ea85f94d5e48a
- Source dataset
- uspto-grants-1980_10
- Patent number
- US04230713
Reaction notes
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