(+-)-2-Butanol → Cyanamide, (1-amino-2,2-dicyanoethenyl)-

Temperature

147 °C

To a 1 liter flask is charged 89 gm(1.0 mole) of sodium dicyanamide and 282 ml of N,N-dimethylacetamide. The stirred mixture is heated to 147° C. and 72.6 gm (1.1 mole) of malononitrile in 72.6 gm of N,N-dimethylacetamide is added dropwise over 2 hours and 25 minutes. The mixture is stirred at 147° C. for an additional 3 hours and 15 minutes; then cooled to 60° C. Next the reaction mixture is charged to a 2 liter flask containing 1276 gm of 2-butanol and stirred overnight at room temperature. The slurry is then filtered, and the wet cake slurried in 319 gm 2-butanol and again filtered. The solids are dried overnight at 70° C. in a vacuum oven. There is obtained 144.9 gm of 1-amino-1-cyanamido-2,2-dicyanoethylene, sodium salt, 84.5% pure, or a 78.9% yield.

1. temperaturethen cooled to 60° C
2. additionNext the reaction mixture is charged to a 2 liter flask
3. stirringstirred overnight at room temperature
4. filtrationThe slurry is then filtered
5. filtrationagain filtered
6. customThe solids are dried overnight at 70° C. in a vacuum oven

ORD record

ord-9d4836b65c35478788960027c9ddcc88

Source dataset

uspto-grants-1994_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05344955