Carbon Dioxide → HCID 178442911, compound

Participants

Reaction Conditions

Reaction Steps

The reaction product of oleic acid and aminoguanidine bicarbonate useful as a silver protective agent in the lubricating composition of the present invention is prepared as follows: to a 5-liter, 3-neck flask was added oleic acid (847.5 g, 3 mols), aminoguanidine bicarbonate (408.33 g, 3 mols), 300 ml of toluene, and 15 drops of a silicon anti-foamant. 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 57 ml of water was collected from the reaction by means of a Dean-Stark trap. The temperature of the reaction mixture was then raised to approximately 138° C. to facilitate the removal of toluene. To 1,040 g of the product, believed primarily to be oleyl amide of aminoguanidine, was added 1,040 g of process oil. The yellow oil solution was then filtered. Upon standing in air, this solution became red in color and had the following analysis: 3.83% nitrogen; activity, 50%; and Infra-red absorption (cm-1) as follows: 3380-3040 (broad peak); 2920; 2850; 1665; 1530; 1465; and 1400.

Provenance & Evidence