IIT JAM UGC CSIR NET GATE CHEMISTRY

Chichibabin reaction, preparation of 2-aminopyridine and 4-aminopyridine

   At a glance:- 
  The Chichibabin Reaction is a method for producing 2-aminopyridine derivative by the treatment of pyridine with sodium amide.
      It is a substitution type reaction.

   
     This reaction was reported by Aleksei Chichibabin in 1914.


   
Mechanistic- The direct amination of pyridine with sodium amide takes place in liquid ammonia. Following the addition elimination mechanism first a nucleophilic NH₂⁻   is added while a Hydride  (H⁻) is leaving from the system.  
    Ciganek describe an example of an intramolecular Chichibabin Reaction in which a nitrile group that are present in a fused ring is the source of nitrogen in amination. 

  2-Aminopyridine is an organic compound with the Chemical formula  H₂NC₅H₄N. It has one of three isomeric aminopyridines.  

   Sodium amide :- It is commonly called as sodamide, is the inorganic compound with the Chemical formula NaNH2. It is a salt which are composed of the sodium cation and the azanide anion.