Reaction #696692

Reaction equation

carbon dioxide

oleic acid

aminoguanidine bicarbonate

toluene

→

Aminoguanidine Oleamide

Solvents

water

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was heated
2. 2
   Temperatureto reflux under a nitrogen blanket
3. 3
   OtherA total of about 57 ml of water was collected from the reaction by means of a Dean-Stark trap
4. 4
   Otherthe removal of toluene
5. 5
   Filtrationwas filtered

Procedure

A 5 liter, 3-neck flask was charged with 847.5 grams (3 moles) oleic acid, 3 moles of aminoguanidine bicarbonate, 300 mls of toluene and 15 drops of a silicone anti-foam agent. The reaction mixture was heated to reflux under a nitrogen blanket. Vigorous foaming was noted as carbon dioxide gas evolved. When the foaming subsided, water evolution began. A total of about 57 ml of water was collected from the reaction by means of a Dean-Stark trap. The temperature of the reaction mixture was raised to about 140° C. to facilitate the removal of toluene. The reaction product, believed to be primarily aminoguanidine oleamide, was filtered and placed under nitrogen for storage.

Source