Synthesis of α-arylcarboxylic acid amides from silyl enol ether via migratory amidation with 2-azido-1,3-dimethylimidazolinium hexafluorophosphate was written by Kitamura, Mitsuru;Murakami, Kento;Shiratake, Yuichiro;Okauchi, Tatsuo. And the article was included in Chemistry Letters in 2013.Formula: C8H8ClNO This article mentions the following:
α-Arylcarboxylic acid amides were synthesized by reacting silyl enol ethers of aryl ketones and 2-azido-1,3-dimethylimidazolinium hexafluorophosphate (ADMP). Silyl enol ethers react with ADMP to give N-(α-arylacyl)guanidines via the migration of aryl groups in enol ethers. The products were transformed to the corresponding α-aryl acetamides by treating with LiAlH4. In the experiment, the researchers used many compounds, for example, 2-(2-Chlorophenyl)acetamide (cas: 10268-06-1Formula: C8H8ClNO).
2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. 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: C8H8ClNO
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics