Dear Members,

Reaction of Acetic acid with Compound-A in the presence of Sodium acetate at 110-120 °C resulted in the formation of in-situ intermediate, N-acetylated compound-I which on further maintenance at the same temperature resulted in the formation of Hydroxy-N-acetyl compound-II. The intermediate Compound-I and then Compound-II formation confirmed with the help of 1H-NMR & Mass. Can anyone please suggest a suitable mechanism how N-acetylation is taking place with Acetic acid without the use of acetyl chloride/ acetic anhydride and how Chloro group converting into hydroxy group with acetic acid without reacting with sodium acetate (which is confirmed by In-process NMR). Please explain.