Substitution Reaction: Pyridine reacts with sodamide in the presence of liquid ammonia at about 100°C to form 2-amino pyridine.
How to remember?
Ans: Well there are no special tricks to remember this reaction, cause its a very straight forward and simple reaction, but still I will suggest you remember it like- "When a -NH2 group is attached to the pyridine the reaction is called as Chichibabin reaction."
The reagent(NaNH2) for this reaction could be very easily remembered, cause in order to add a -NH2 with pyridine, you need a nucleophile( pyridine is incredibly unreactive towards electrophilic aromatic substitution) and in this purpose NaNH2 is the best known to produce -NH2^-(the required nucleophile for this reaction).
Watch this video to understand the reactivity of Pyridine towards the reactivity of electrophilic substitution reaction.
( this video is not our original work, we found it from youtube)
Mechanism:
The reaction is initiated by the attack of the nucleophile at C-2 or C-6.
This, because the negative charge on the adduct formed by the addition of nucleophile, is stabilized by delocalization on the electronegative nitrogen atom.
Examples:
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I will upload some advance level notes for organic Chemistry in the blogs and also in our store.
Check some of my notes(Handwritten)- Click here
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