Pierce, Arleen C. published the artcileAction of primary and secondary amines on trihalogenated esters, Application of N,N-Diethyl-2,2,2-trifluoroacetamide, the publication is Journal of Organic Chemistry (1963), 658-62, database is CAplus.
The reactions of a series of trichloro- and trifluoroacetates with primary and secondary amines were investigated at room temperature When the trichlorinated esters were treated with primary amines, acyl-oxygen cleavage occurred predominantly. A haloform-type cleavage took place when the same esters were treated with secondary amines. Trifluorinated esters were found to yield exclusively amides regardless of the amine used. In the trichloroacetate series the order of decreasing acyl-oxygen cleavage with BuNH2 was found to be: PhO > CH2:CHO > MeO equal or nearly equal to EtO > Me3CO > PhCH2O. When the same esters were treated with piperidine, the order of decreasing acyl-oxgyen cleavage was found to be: PhO > CH2:CHO > CH2:CHCH2O equal or nearly equal to PhCH2O > Me3CO > MeO equal or nearly equal to EtO. Steric hindrance in both the ester and the amine influenced the type of cleavage that occurred. Solvents such as MeCN or dioxane increased the percent of haloform-type cleavage while CCl4 induced exclusive acyl-oxygen cleavage. The infrared carbonyl stretching frequencies of all esters, amides, and carbamates prepared in this study were measured with a precision of ±2 cm-1.
Journal of Organic Chemistry published new progress about 360-92-9. 360-92-9 belongs to amides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain,Amide, name is N,N-Diethyl-2,2,2-trifluoroacetamide, and the molecular formula is C6H10F3NO, Application of N,N-Diethyl-2,2,2-trifluoroacetamide.
Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics