A novel technique for the preparation of secondary fatty amides

Abstract

A low‐temperature synthesis of fatty alkanolamides, fatty diamides and fatty aralkylamides directly from triglycerides and primary amines provides essentially quantitative yields of the various products. The reactions run to completion in 3–12 h at temperatures of 50–60°C, approximately 100°C lower than employed in present conventional practice. The amines are used in excess and serve as solvent, reagent and, perhaps, as catalyst. The amides were characterized by melting point and spectroscopic (infrared and nuclear magnetic resonance) methods. If the mixed amides produced from the various natural triglyceride mixtures of fats and oils are acceptable products, this synthetic method provides these products in satisfactory quality while conserving energy and avoiding the intermediate production of free fatty acids or their esters.

The fatty acid profile of muscle and adipose tissue of lambs fed camelina or linseed as oil or seeds

“…After reaching ambient temperature the seeds were transferred to boxes for storage before preparation of the ration. Fatty acyl amides of CO were prepared by reacting CO and ethanolamine (1.38 g oil/g ethanolamine) at 708C for at least 48 h according to the method described by Feairheller et al (1994).…”

Simple Synthesis Hydrogenated Castor Oil Fatty Amide Wax and Its Coating Characterization

“…The amine was used in 1:4 molar ratios excess, the reagent was used as a solvent for HCO, and the formed fatty amide was used as the basic catalyst for the reaction. The excess amine prevented the reaction mixture from solidifying and permitted the completion of the reaction 17 . In this study, the molar ratio 1:4 was selected for further reaction.…”

“…In addition, the 3,500-3,300 cm 1 spectral region became a large board band because of the amide second overtone region. The ester peak can be used as an indicator of the extent of the completion of the reaction 17 . Figure 4 confirmed that the product was HCO fatty amide.…”

“…Kelley et al invented hydroxylated compounds containing saturated and esterified alkylolamines as hard wax substitute by using castor oil and ethanolamine as raw materials 16 . Feairheller et al reported that a direct low-temperature synthesis of fatty alkolamides, diamides, and alkylamides for triglycerides and primary amines provides an essentially quantitative yield of various products 17 . These works focused on fatty amide preparation, thus lacking the properties of products.…”

The Effect of Reaction Temperature on Retaining Oxirane Oxygen Contents in the Synthesis of Epoxidized Diethanolamides

“…Fatty alkanolamides, namely monoalkanolamide and dialkanolamide can be prepared by reacting fatty acids or fatty acid methyl esters with alkanolamine, such as monoalkanolamine or dialkanolamine at elevated temperature [1] . Lately, secondary fatty amides, such as alkanolamides have been reported to be synthesized by using triacylglycerides from tallow and tripalmitin to react with amine, such as ethanolamine, diethanolamine, ethylenediamine, diethylenediamine and others [2] . Besides, preparation of the ethanolamides by using laurel oil from black olive-sized fruits of Laurus nabilis L. has also been reported [3] .…”