Polyhalogenoaromatic compounds. Part 48. Reactions of tetrachioro-4-cyanopyridine with mono- and di-functional nucleophiles
Abstract
Nucleophiles react with tetrachloro-4-cyanopyridine by replacement of chlorine rather than by reactions involving the cyano-group. With o-dihydroxybenzene, o-phenylenediamine, and NNN′N′-tetramethylethanediamine, new heterocycles (2,3,4) are formed by replacement of 2- and 3-Cl. With piperidine 2,3,5-trichloro-4-cyano-6-piperidinopyridine (5) and 3,5-dichloro-4-cyano-2,6-dipiperidinopyridine (12) are obtained. Other monofunctional nucleophiles similarly give 2(6)-substituted trichloro-4-cyanopyridines.