Nitric Acid → 2-Methyl-4,6-pyrimidinedione
Reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][C:5](=O)[C:6](=[O:8])[N:7]=1.[N+]([O-])(O)=[O:11].O.NC(N)=C([N+]([O-])=O)[N+]([O-])=O>S(=O)(=O)(O)O>[CH3:1][C:2]1[NH:7][C:6](=[O:8])[CH2:5][C:4](=[O:11])[N:3]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
Finely ground 2-methyl-4,5pyrimidindione (5.1 g, 0.05 mole) was dissolved in concentrated sulphuric acid (40 ml, 1.84 g/cm3) at 15-20° C. during vigorous stirring. At the same temperature nitric acid (8.0 ml, 1.52 g/cm3) was added over a 30-min period. After 3 h, the reaction mixture was poured into water. Within a few seconds, bright yellow crystals settled out (1,1-diamino-2,2-dinitroethylene). The precipitate were washed with water and dried at 50° C. 2.6 g 1,1-diamino-2,2-dinitroethylene was recovered (35% yield).
Workup
- waitWithin a few seconds
- washThe precipitate were washed with water
- customdried at 50° C
- custom2.6 g 1,1-diamino-2,2-dinitroethylene was recovered (35% yield)
Sources & evidence
- ORD record
- ord-2ddbeaa9cf7b4e8da7dd44bf9c41cde8
- Source dataset
- uspto-grants-2001_11
- Patent number
- US06312538B1
Reaction notes
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