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`because of aromatic ring nitrogen lone pair will participate in resonance which make the acidic amine,that's why

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Q: Why aromatic amine not undergo mannich base reaction?
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Is schiff base is prepared by mannich reaction?

No, although an imine is prepared in situ in a mannich reaction. A schiff base can be prepared when a starting primary amine reacts with a ketone or aldehyde and liberates a water molecule.


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The Sandmeyer reaction is a chemical reaction used to synthesize aryl halides from aryl diazonium salts. It is named after the Swiss chemist Traugott Sandmeyer. An aromatic (or heterocyclic) amine quickly reacts with a nitrite to form an aryl diazonium salt, which decomposes in the presence of copper(I) salts, such as copper(I) chloride, to form the desired aryl halide. The reaction is a radical-nucleophilic aromatic substitution.


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