Pyridine → Octadecylamine

Participants

Reaction Steps

A mixture of 39.4 g of the solid obtained in Intermediate Preparation Example 12, 26.9 g of n-octadecylamine, 2.3 g of pyridine and 100 g of xylene was stirred at a temperature of 120° C. for 5 hours. After cooling, the reaction mixture was added in 1.0 L of methanol with stirring over 15 minutes, and the mixture was further stirred for one hour as it was. A precipitated solid was collected by filtration and dried in vacuo to obtain 57 g of a pale yellowish white solid. The resulting compound had a molecular weight measured by high-performance liquid chromatography of 19,000. As a result of neutralization titration, a proportion of the half-amide maleic acid component to the maleinimide component was found to be 4/6.

Provenance & Evidence