63762-70-9Relevant academic research and scientific papers
Acid-catalysed N-alkyl heterolysis of tertiary pyridinecarboxamides and benzamides under mild conditions
Auzeil, Nicolas,Largeron, Martine,Fleury, Maurice-Bernard
, p. 1703 - 1709 (2007/10/03)
Tertiary pyridinecarboxamides 1-9 and related benzamides 10-18 bearing a tert-butyl substituent were found to undergo alkyl-nitrogen heterolysis under unusually mild conditions. Accordingly, the corresponding secondary amides 19-33 have been isolated in high yields as the sole reaction product. Through a kinetic study based on pH-rate profiles and activation parameters, we have shown that the alkyl-nitrogen fission involved an initial protonation of the amide group that would concern the oxygen atom.
