N-Cyanoethanimidamide

To a flask containing 2.0 gm (0.0204 mole) of methyl iV-cyanoacetimidate is added 1.9 gm (0.0204 mole) of aniline dissolved in 5.4 ml of ethanol. The reaction mixture is refluxed for 12 hr, chilled, the white crystalline product filtered, washed with ether, and dried to afford 2.25 gm (70%), m.p. 189.5-192°C. Recrystallization from ethanol raised the melting point to 191.5-193.5°C.