Synthesis of Some Multi-cyclic Sulfhydryl Donor Compounds Containing 1,2-dithiol-3-thione moiety | ||
| Egyptian Journal of Chemistry | ||
| Article 40, Volume 65, Issue 3, March 2022, Pages 427-434 PDF (317.41 K) | ||
| Document Type: Original Article | ||
| DOI: 10.21608/ejchem.2021.93344.4408 | ||
| Authors | ||
| Ahmed M Hamdoon1; Mohammed A. Al-Iraqi2; Mohanad Yakdhan Saleh* 3 | ||
| 1University of Mosul, College of Agriculture and Forestry, Branch of Basic Science | ||
| 2University of Mosul, College of Science, Department of Chemistry | ||
| 3Department of Chemistry, College of Education for pure science, University of Mosul | ||
| Abstract | ||
| 1,2-Dithiol-3-thiones are a sulfur containing five membered heterocyclic compounds, which constitute an important class of biologically active compounds owing to their ability to release sulfhydryl (SH) group. In this research a new series of multi-cyclic compounds, containing 1,2-dithiol-3-thione moiety, was synthesized. To pursue this goal, five chalcones (1a-e) were synthesized via the condensation of 1-tetralone with aromatic aldehydes under the influence of 5% ethanolic sodium hydroxide solution. These chalcones were converted to β-ketoesters (2a-e) via its reaction with ethyl acetoacetate in presence of 5% ethanolic sodium hydroxide solution. The thionation of these β-ketoesters with phosphorous penta sulfide in xylene afforded the titled compounds (3a-d). The chemical structures of the synthesized compounds were elucidated by the physical and spectral (IR and NMR) data. | ||
| Keywords | ||
| Sulfhydryl donor; dithiol-3-thione; oltipraz; thionation; chalcones; β-ketoesters | ||
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