Synthesis of Some Multi-cyclic Sulfhydryl Donor Compounds Containing 1,2-dithiol-3-thione moiety

Hamdoon, Ahmed M; Al-Iraqi, Mohammed A.; Saleh, Mohanad Yakdhan

doi:10.21608/ejchem.2021.93344.4408

Synthesis of Some Multi-cyclic Sulfhydryl Donor Compounds Containing 1,2-dithiol-3-thione moiety

Document Type : Original Article

Authors

¹ University of Mosul, College of Agriculture and Forestry, Branch of Basic Science

² University of Mosul, College of Science, Department of Chemistry

³ Department of Chemistry, College of Education for pure science, University of Mosul

10.21608/ejchem.2021.93344.4408

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.

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