The author of 《Relative stabilities of glycolanilide and thioglycolanilide chelates》 were Apte, K. P.; Bhattacharya, A. K.. And the article was published in Journal of Inorganic and Nuclear Chemistry in 1973. Quality Control of 2-Hydroxy-N-phenylacetamide The author mentioned the following in the article:
Equilibrium constants were determined by pH titrations for complexation of H+ and M3+ (M = Al, Cr) with L (LH = glycolanilide, thioglycolanilide). In the part of experimental materials, we found many familiar compounds, such as 2-Hydroxy-N-phenylacetamide(cas: 4746-61-6Quality Control of 2-Hydroxy-N-phenylacetamide)
2-Hydroxy-N-phenylacetamide(cas: 4746-61-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors.Quality Control of 2-Hydroxy-N-phenylacetamide In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics