Pyridazines. Part III. Reaction of di- and tri-chlorodialkylaminopyridazines with nucleophiles

Abstract

3,6-Dichloro-4-dialkylaminopyridazines on treatment with alkoxides give 3-alkoxy-6-chloro-4-dialkylamino-pyridazines and with secondary amines give 4,6-diamino-3-chloropyridazine derivatives. Both alkoxides and amines substitute 3,4-dichloro-6-dimethylaminopyridazine at position 4, and 3,4-dichloro-5-dialkylamino-pyridazines at position 3. Nucleophilic replacement reactions of trichlorodialkylaminopyridazines are usually non-selective.