Kinetics of reactions in heterocycles. Part VIII. Preparation and reactivity of trimethylammonio derivatives of aza monocycles (pyridine and pyrimidine) towards hydroxide ion

Abstract

Trimethylammonio-derivatives of pyridine, nitropyridine, pyrimidine, and nitropyrimidine have been prepared and the kinetics of their reactivity towards hydroxide ion have been measured. Pyrimidin-2-yltrimethylammonium chloride has been found to be ca. 700 times more reactive than 2-chloropyrimidine and ca. 5 times less reactive than 2-methylsulphonylpyrimidine, at 20°.

Ionisation constants and u.v. and n.m.r. spectra are recorded and discussed.