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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225929Generated: November 1, 2026

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

https://huagongshe.com/reaction/2225929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
ReactantTetramethylureaHCID 12437—
ReactantSodium dicyanamideHCID 4350929—
Solvent(+-)-2-ButanolHCID 6568—
ProductCyanamide, (1-amino-2,2-dicyanoethenyl)-HCID 1092074193.9%

Reaction Conditions

Temperature145 °C

Reaction Steps

To a 500 ml flask is charged 13.2 gm (0.2 mole) of malononitrile, 18.2 gm (0.2 mole) of sodium dicyanamide and 80 ml of tetramethylurea. The stirred mixture is heated at 145° C. for 2.5 hours; then cooled to about room temperature. The slurry is diluted with 300 ml 2-butanol and stirred in an ice bath for one hour. The solids are filtered, washed with 50 ml of 2-butanol. The product is dried overnight at 70° C. in a vacuum oven to yield 25.0 gm of 1-amino-1-cyanamido-2,2-dicyanoethylene, sodium salt, 80.7% pure or a 65.0% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05344955
Source datasetuspto-grants-1994_09
ORD IDord-d5f9fe9dc8464c3daef4b31524dc6276
Source noteuspto-grants-1994_09