Reactions of N-(4-methoxybenzylidene)-N,N-dialkyliminium and 2-(4-methoxyphenyl)pyridinium salts with aliphatic amines

The reaction of 4-methoxybenzylideneiminium salts with methylamine and dimethylamine on heating results in replacement of the MeO group by an alkylamino-group, whereas the reaction with piperidine affords 3,5-bis-(4-methoxybenzyl)pyridine. N-Methyl-2-(4-methoxyphenyl)pyridinium iodide on treatment with methylamine undergoes dealkylation to the arylpyridine.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1226–1229, September, 1990.