N,N-Diethylsalicylamide (cas: 19311-91-2) 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. 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.Synthetic Route of C11H15NO2
Regioselective synthesis of C3 alkylated and arylated benzothiophenes was written by Shrives, Harry J.;Fernandez-Salas, Jose A.;Hedtke, Christin;Pulis, Alexander P.;Procter, David J.. And the article was included in Nature Communications in 2017.Synthetic Route of C11H15NO2 This article mentions the following:
The method for completely regioselective, metal-free C3 C-H functionalization of benzothiophenes e.g., I that utilizes synthetically unexplored benzothiophene S-oxides II (R1 = H, 5-NO2, 6-Br, etc.; R2 = H, CO2CH3, CN, etc.), readily available from straightforward oxidation of benzothiophenes such as 5-bromobenzo[b]thiophene, 2-phenylbenzo[b]thiophene, 2-methylbenzo[b]thiophene, etc. and phenols such as p-cresol, 4-iodophenol, 4-nitrophenol, etc./propargyl silanes such as trimethyl(allyl)silane, trimethyl(2-bromoallyl)silane, 2-((trimethylsilyl)methyl)allyl acetate, etc. and allyl silanes such as propargyl silane, hex-1-yne-1,3-diylbis(trimethylsilane), hept-2-yn-1-yltrimethylsilane, etc. was described. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Synthetic Route of C11H15NO2).
N,N-Diethylsalicylamide (cas: 19311-91-2) 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. 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.Synthetic Route of C11H15NO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics