Reactions of 2-(4,6-dimethyl-2-pyrimidinylthio) alkanoic acid hydrazides with carbonylic compounds

In this work the alkylation of 4,6-dimethylpyrimidin-2(1H)-thione with ethyl bromoalkanoates was described. It was found the reactions in the present of potassium carbonate in boiling acetonitrile gave rise to corresponding S-alkylated derivatives. Under treatment of ethyl 2-(4,6-dimethyl-2-pirimidinylthio)alkanoates with excess of hydrazine hydrate the corresponding hydrazides were prepared. Further refluxing with aromatic monocarbonylic compounds led to formation of corresponding hydrazones. By the spectral data hydrazones exist as mixtures of E/Z conformers. The purity of the synthesized compounds was controlled by thin layer chromatography. The structure was proved by 1H NMR, IR and UV spectra.Švietimo akademijaVytauto Didžiojo universiteta