Reaction of N‐(2‐pyridylmethyl)‐3,5‐dimethylbenzamide and N‐(3‐pyridylmethyl)‐3,5‐dimethylbenzamide N‐oxides with acetic anhydride

As a continuation of our work on the reaction of N-pyridylmethyl-3,5-dimethylbenzamide N-oxides with acetic anhydride, we now report a study of the reaction of N-(2-pyridylmethyl)-3,5-dimethylbenzam.de N-oxide (5) and N-(3-pyridylmethyl)-3,5-dimethylbenzamide N-oxide (6) with acetic anhydride. Compound 5 gave N,N′-di(3,5.dimethylbenzoyl)-1,2-di(2.pyridyl)ethenediamine (7) and 3,5-dimethylbenzamtde (8). Compound 6 afforded three products formulated as 2-acetoxy-3-(3,5-dimethylbenzoylaminomethyl)pyridine (12), 3-(3,5-dimethylbenzoylaminomethyl)-2-pyridone (13) and 5-(3,5-dimethylbenzoylaminomethyl)-2-pyridone (14). Analytical and spectral data are presented which support the structures proposed.