Name: 2-Hydroxy-N-phenylacetamideOn September 23, 2015 ,《Vilsmeier reagent initialed sequential one-pot multicomponent synthesis of N,O-disubstituted glycolamides as dipeptidyl peptidase 4 inhibitors》 was published in Tetrahedron. The article was written by Lu, Shi-Han; Yen, Wan-Ping; Tsai, Henry J.; Chen, Chien-Shu; Wong, Fung Fuh. The article contains the following contents:
A series of N,O-disubstituted glycolamide derivatives have been successfully synthesized through Vilsmeier reagent initialed sequential one-pot multicomponent procedure from α-chloro N-arylacetamides with formamide/PBr3 and acid chloride. The three-step synthesis involved Vilsmeier formyloxylation reaction, decarbonylation, and esterification. The strategy was also applicable to α-chloro N-(naphthalenyl)acetamide to prepare the corresponding N,O-disubstituted glycolamide products. All of N,O-disubstituted glycolamides were evaluated against dipeptidyl peptidase 4 inhibitory activity. Based on the inhibitory results, several of O-furan-2-carbonyl and O-quinoline-8-sulfonyl N-aryl glycolamide compounds possessed the better effective inhibition of dipeptidyl peptidase 4. The experimental part of the paper was very detailed, including the reaction process of 2-Hydroxy-N-phenylacetamide(cas: 4746-61-6Name: 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.“,” In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Name: 2-Hydroxy-N-phenylacetamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics