Theoretical Considerations on the Nitration of 2-Anilinopyridine
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Simple LCAO-MO calculations were carried out on 2-anilinopyridine and several of the nitro derivatives, and the reaction path of the nitration of the parent anilinopyridine is estimated. The nitration takes place exclusively on the ortho and the para positions of the benzene nucleus when it is carried out in mixed acid, so the reactive species in this condition is estimated to be the monoprotonated species (i.e. 2-anilinopyridinium ion). On the other hand, the reactive species for the nitration by acetyl nitrate in inert aprotic solvents must be the 2-anilinopyridine, not the 2-pyridone-anil, tautomer of the neutral molecule. The reaction intermediate to form polynitrated products is also discussed.
- 社団法人 日本薬学会の論文
社団法人 日本薬学会 | 論文
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