The activating effect of –NH2 group can be controlled by protecting the -NH2 group by acetylation with acetic anhydride, and then carrying out the desired substitution followed by hydrolysis of the substituted amide to the substituted amine.
The acetylation of —NH2 group of aniline reduce its activating effect because the lone pair of electrons on nitrogen of acetanilide interacts with oxygen atom due to resonance.
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