Structure and ring-chain tautomerism of oxoalkyl dithiocarbamates and 4-hydroxy-1,3-thiazin-2-thiones

The structures of the reaction products of some , -unsaturated ketones with dithiocarbamic acids have been investigated by IR spectroscopic methods. It has been shown that the adducts, in the crystalline state, may be either the acyclic oxoalkyl dithiocarbamates or the cyclic 4-hydroxytetrahydro-1, 3-thiazin-2-thiones, depending on the number and positions of the substituents in the parent ketones. The existence of prototropic ring-chain tautomerism in solutions of 4-hydroxytetrahydro-1, 3-thiazin-2-thiones has been established.