Kliegel, Wolfgang et al. published their research in Canadian Journal of Chemistry in 1989 | CAS: 19311-91-2

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Formula: C11H15NO2

Structural studies of organoboron compounds. XXXIV. 4-(N-Methoxymethylimino)-2,2-diphenyl-1,3-dioxa-2-borata-1,2,3,4-tetrahydronaphthalene and 4-diethylimino-2,2-diphenyl-1,3-dioxa-2-borata-1,2,3,4-tetrahydronaphthalene was written by Kliegel, Wolfgang;Tajerbashi, Mahmood;Rettig, Steven J.;Trotter, James. And the article was included in Canadian Journal of Chemistry in 1989.Formula: C11H15NO2 This article mentions the following:

Cyclocondensation of 2-HOC6H4CONRR1 (R = Me, R1 = OMe; R = R1 = Et) with Ph2BOBPh2 in EtOH gave 88 and 86% title compounds I, resp. The crystal structures of both I were reported. In both structures the N,N-dialkylsalicylamidate ligands coordinate the Ph2B moieties via the phenolate O and amide O atoms, forming 6-membered O-B-O chelate rings. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Formula: C11H15NO2).

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Formula: C11H15NO2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics