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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225925Generated: November 2, 2026

Dimethylformamide → Cyanamide, (1-amino-2,2-dicyanoethenyl)-

https://huagongshe.com/reaction/2225925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMalononitrileHCID 8010—
ReactantSodium dicyanamideHCID 4350929—
Solvent(+-)-2-ButanolHCID 6568—
ProductCyanamide, (1-amino-2,2-dicyanoethenyl)-HCID 1092074185.6%

Reaction Conditions

Temperature168 °C

Reaction Steps

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 dimethyl formamide. The stirred mixture is heated to reflux (168° C.) and held 15 minutes; then cooled to about room temperature. Then 150 ml 2-butanol is added and the stirred mixture is cooled in an ice bath. The solids are filtered, washed with 2-butanol and dried overnight in a vacuum oven. There is obtained 11.4 gm of 1-amino-1-cyanamido-2,2-dicyanoethylene, sodium salt, 81.2% pure, or a 59.7% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05344955
Source datasetuspto-grants-1994_09
ORD IDord-7bfd476473484a25b64bf82f07c24a81
Source noteuspto-grants-1994_09