In the acetylation of aniline with acetic anhydride why dont we synthesize acetanilide by reflux (cont. below)

Question

In the procedure of acetylation of aniline with acetic anhydride why don't we synthesize acetanilide by refluxing a mixture of aniline and acetic anhydride.

Answer 1

Actually, you should. The NH2 of Ph-NH2 attacks a carbonyl of acetic anhydride, CH3-CO-O-CO-CH3, and displaces the anion (-)O-CO-CH3. The product is, therefore, Ph-NH-COCH3, which is the N-acyl product. This product is acetanilide...

From wikipedia...

Acetanilide can be produced by reacting acetic anhydride with either aniline or phenylammonium chloride.