Sodium nitrite reactivity. Part 3. Reaction with levamisole

Abstract

The reaction of aqueous sodium nitrite with levamisole has been studied and the products obtained have been identified by spectroscopic methods, in particular natural abundance ¹³C and ¹⁵N n.m.r. spectroscopy. (E)-1-Nitroso-2-oxo-3-(2-nitrosothioethyl)-5-phenylimidazolidine (3) is initially formed and this then dimerizes to the disulphide compound by loss of the nitrosyl group on the sulphur atom. Derivatives of levamisole have also been prepared for the determination of the reaction mechanism and identification of the products.