New routes to sulphur-nitrogen compounds

Abstract

Several reactions have been investigated in the search for new routes to cyclic sulphur-nitrogen compounds. Pyridine -1- oxide and trithiazyl trichloride were found to rearrange (after initial adduct formation) to form a compound bearing some resemblance to the pyridine adduct of sulphanuric chloride. This work has also established that barium and sodium trisulphimide salts are potential starting materials both for sulphanuric (six-membered) rings and for rings with exocyclic functional groups containing sulphur (probably O.SO.Cl). It is also possible that plumbic acetate may be an acceptable oxidising agent for the preparation of sulphur (VI) systems, as witnessed its reaction with thiodithiazyl dichloride, However, mercuric oxide has proved of no value in this role under the conditions anployed in this work.The effort to achieve sulphur-nitrogenr-carbon systems was partly devoted to the reaction between potassium thiocyanate and trithiazyl tricliloride, but mainly to the preparation of air-and moisture-stable derivatives of the suspected dithiadiazoles. Apparent success has been achieved using diphenylketiminolithium. It can be concluded from this work that several new routes might be obtainable after further research, though the most potentially-useful, and practicable work appears to be that connected with the dithiadiazoles.