
Cyclization Reactions of Mono-Thiocarbohydrazones with α-Haloketones: Synthesis and Potential Biological Activities of Substituted 1,3-thiazoles and 1,3,4-thiadiazines
Author(s) -
Hasan Tashtoush,
Mahmoud AlTalib,
Mohanad Shkoor,
Bushra Ababneh,
Ahmed O. Maslat
Publication year - 2021
Publication title -
jordan journal of chemistry
Language(s) - English
Resource type - Journals
eISSN - 2079-7249
pISSN - 1814-9111
DOI - 10.47014/16.2.1
Subject(s) - pharmacophore , thiazole , chemistry , ethanol , proton nmr , carbon 13 nmr , elemental analysis , combinatorial chemistry , organic chemistry , computational chemistry , stereochemistry
A series of new substituted 1,3-thiazole derivatives 10a-h were prepared via the reaction of monothiocarbohydrazones 8a-h with one equivalent of α-bromoketones in ethanol. Similarly, another series of new substituted 1,3,4-thiadiazines 11a-e were prepared from the reaction of monothiocarbohydrazones 8i,j with one equivalent of α-bromoketones in ethanol. The resulting products were obtained as colored crystals in moderate to good yields. All new compounds are fully characterized by 1H-, 13C-NMR, IR and elemental analysis. Pharmacophore modeling study of four of the synthesized compounds revealed that at least two of them have potential biological activities. Some of these activities will be investigated experimentally in the lab.