Malononitrile → Cyanamide, (1-amino-2,2-dicyanoethenyl)-
Reaction equation
[C:1](#[N:5])[CH2:2][C:3]#[N:4].[N-:6]([C:9]#[N:10])[C:7]#[N:8].[Na+].CN1CCCC1=O>CC(O)CC>[NH2:8][C:7]([NH:6][C:9]#[N:10])=[C:2]([C:1]#[N:5])[C:3]#[N:4]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 145 °C
Procedure
To a 250 ml flask is charged 6.6 gm (0.1 mole) of malononitrile, 8.9 gm (0.1 mole) of sodium dicyanamide and 40 ml of N-methylpyrrolidone. The stirred mixture is heated to 145° C. and held for one hour, then cooled to about room temperature. Then 150 ml of 2-butanol is added and the stirred mixture is cooled in an ice bath. The solids are filtered, washed with 2-butanol and dried. There is obtained 10.7 gm of 1-amino-1-cyanamido-2,2-dicyanoethylene, sodium salt, 82.5% pure, or a 57.0% yield.
Workup
- temperaturecooled to about room temperature
- temperaturethe stirred mixture is cooled in an ice bath
- filtrationThe solids are filtered
- washwashed with 2-butanol
- customdried
Sources & evidence
- ORD record
- ord-66de3a378fc54929b20ed302c525531e
- Source dataset
- uspto-grants-1994_09
- Patent number
- US05344955
Reaction notes
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