RING-CHAIN TAUTOMERISM OF SUBSTITUTED HYDRAZONES. SYNTHESIS OF 2-HYDRAZINO-1-PROPANETHIOL AND STRUCTURE OF ITS ALKYLIDENE DERIVATIVES.

Article abstract of DOI:10.1007/BF00503531

1-Aminoaziridines react with hydrogen sulfide with ring opening to give vic-hydrazino thiols.In the case of 1-amino-2-methylaziridine the reaction proceeds regioselectively with the formation of 2-hydrazino-1-propanethiol.The products of condensation of the latter with carbonyl compounds exist in solution, depanding on their structure, in the form of the corresponding perhydr-1,3,4-thiadiazines, (2-mercapto-1-methylethyl)hydrazones, or tautomeric mixtures of these compounds.The thermodynamic parameters of the tautomeric equilibria were determined for several systems from the 1H NMR spectra.