N-1 substitution of 4-arylamino-3-nitropyridines by a heterocyclic ring-opening reaction
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 1,p. 135-137
- https://doi.org/10.1039/p19790000135
Abstract
The normal substitution of 4-chloro-3-nitropyridine by primary aromatic amines is accompanied by the unexpected formation of 1-aryl-4-arylimino-3-nitropyridines. These products are formed via intermediate 4-arylamino-3-nitro-1-(3-nitro-4-pyridyl)pyridinium chlorides that are substituted by the primary amines by a mechanism involving addition–heterocyclic ring opening, closure, and elimination.This publication has 0 references indexed in Scilit: