Phenyl isocyanatoformate → 2,3-Dimethyl-3H-[1,2,4]triazolo[1,5-a][1,3,5]triazine-5,7-dione
Reaction equation
[CH3:1][N:2]1[C:6]([CH3:7])=[N:5][N:4]=[C:3]1[NH2:8].[N:9]([C:12](OC1C=CC=CC=1)=[O:13])=[C:10]=[O:11]>C(#N)C>[CH3:7][C:6]1[N:2]([CH3:1])[C:3]2=[N:8][C:10](=[O:11])[NH:9][C:12](=[O:13])[N:4]2[N:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
After suspending 4,5-dimethyl-4H-[1,2,4]triazol-3-ylamine (CAS 53132-83-5) (7.6 g) in acetonitrile (80 ml), a solution of phenyl isocyanatoformate (5.2 g) in acetonitrile (40 ml) was slowly added dropwise while heating to reflux. After heating to reflux for 6 hours, the reaction mixture was cooled on ice. The insoluble matter was collected by filtration to obtain the title compound (7.98 g).
Workup
- temperaturewhile heating to reflux
- temperatureAfter heating
- temperatureto reflux for 6 hours
- temperaturethe reaction mixture was cooled on ice
- filtrationThe insoluble matter was collected by filtration
Sources & evidence
- ORD record
- ord-0008d401c5e64445ad1628fcb5573867
- Source dataset
- uspto-grants-2012_08
- Patent number
- US08252810B2
Reaction notes
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