Synthesis of Dithiocarbamate Derivatives and Their Applications to Prepare Heterocyclic Compounds

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Alaei Tazehgheshlagh, Mohammad Ali | 2014

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Type of Document: M.Sc. Thesis
Language: Farsi
Document No: 46106 (03)
University: Sharif University of Technology
Department: Chemistry
Advisor(s): Saeedi, Mohammad Reza
Abstract:
Sulfur containing compounds are known as the most applicable group of organic compounds. Due to their medicinal and biological applications, dithiocarbamates are the most considerable among the many sulfur containing compounds. There are many procedures reported to synthesize these compounds as synthetic intermediates instead of thiophosgen and isothiocyanates. The reaction of amine and carbon disulfide is reported as the best and least hazardous way to synthesize this functional group. In this project heterocyclic compounds such as thiazoles, thiazolidine-2-thione, and 2-(alkylthio)thiazol-4(5H)-one derivatives were synthesized from the reaction of prepared dithiocarbamates with in situ prepared haloacetophenones, (E)-methyl 4-bromobut-2-enoate, and chloroacetyl chloride, respectively. In continue, we have shown that N-methyl quinolinium iodide is an efficient precursor for synthesis of methyl dithiocarbamates
Keywords:
Amines ; Dithiocarbamate ; Thiazolidindione ; Quinolinium Salt ; Heterocylic Compounds ; Thiophosgen ; Isothiocyanates ; Carbon Disulfide ; Alpha-Haloketone

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