Due to the significant pharmacological and industrial value of 1,3,4-thiadiazole and 1,3,4-thiadiazine, they are continuing to be of considerable interest to many researchers, therefore it is expected that the number of publications in the synthetic field much outweighs those in all other fields. In this work, we aimed to prepare, characterize, and investigate some unprecedented hybrid compounds comprising carboxamide and 1,3,4-thiadiazole in addition to 1,3,4-thiadiazine motifs synthesized from thioxoacetamide derivatives. Here, thioxoacetamide derivatives are used as building blocks in the preparation process of these compounds. Moreover, the reaction of thioxoacetamide was examined with some reagents having electrophilic centers such as ethyl chloroformate, phenyl isothiocyanate, triethylorthoformate, malononitrile and diethyl-2- (bis(methylthio)methylene) malonate, to give five-membered heterocyclic rings, also reacted with ethyl chloroacetate, and chloroacetonitrile and the resulting products are six-membered heterocyclic rings. The synthesized compounds were characterized and investigated their validity by full spectral analysis. According to previous studies, these compounds are expected to have high biological activity in various antidotes.