N-Ethylethylenediamine → N-[(1-ethyl 2-imidazolin-2-yl)methyl]2-hydroxy 4-acetamino 5-chlorobenzamide

Participants

Reaction Steps

143 g of N-(cyanomethyl) 2-acetoxy 4-acetamino 5-chlorobenzamide was introduced into a one liter balloon flask provided with sealed agitator, a reflux condenser on which there was disposed a bubble counter containing vaseline oil, a thermometer and a dropping funnel. Thereafter, 123 g of N-ethyl ethylene diamine were rapidly added dropwise. The reaction was exothermic. The temperature rose to 110° C. and the amount of gas evolved was substantial. A thick solution was obtained. The solution was heated to temperature of 120° and then, after 25 minutes of heating, drops of carbon disulphide were added and the temperature was then maintained at 120° for a further period of 20 minutes until the gas ceased to be evolved.

Provenance & Evidence