Synthesis and Development of Suitable Method for New Thiadiazoles using Hydrazonoyl Halides.

Munirah F Alarbash, Yasair S Al-Faiyz, Jeffrey S Wiggins, Abdelwahed R Sayed

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Article in Current organic synthesis, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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4 authors.

Munirah F AlarbashDepartment of Chemistry, College of Science, King Faisal University, Al-Ahsa, 31982, Saudi Arabia.

Yasair S Al-FaiyzDepartment of Chemistry, College of Science, King Faisal University, Al-Ahsa, 31982, Saudi Arabia.

Jeffrey S WigginsDepartment of Polymer Science & Engineering, University of Southern Mississippi, Hattiesburg, Mississippi, 39406, United States.

Abdelwahed R SayedDepartment of Polymer Science & Engineering, University of Southern Mississippi, Hattiesburg, Mississippi, 39406, United States.

Funding

Deanship of Scientific Research, Vice Presidency for Graduate Studies and Scientific Research, King Faisal University, Saudi Arabia KFU241702

6 · The paper itself

Abstract

backgroundHydrazonoyl halides and methylhydrazinecarbodithioate have been generally utilized in the synthesis of heterocycles.

methodsThis study describes a new and simple method to prepare new thiadiazoles from the reaction of N-(naphthalen-1-yl)-2-oxopropanehydrazonoyl chloride or ethyl 2-chloro-2-(2- (naphthalen-1-yl)hydrazono)acetate with methylhydrazinecarbodithioate in the presence of basic medium under reflux. In this study, the synthetic schemes are designed to show the chemical reactions. Elements analysis, Fourier Transform Infrared Spectroscopy (FT-IR), Mass Spectrometry (MS), and Nuclear Magnetic Resonance (NMR) are used to identify and characterize the final compounds.

resultsThere are two ways to synthesize the final thiadiazoles molecules. The first can be through nucleophile substitution of thiolate of methylhydrazonecarbodithioate to the chlorinated carbon of hyd r a z o n o yl . Hydrochloric acid is then removed to provide an S-alkylated intermediate. Methanethiol is eliminated from this intermediate by an

conclusionThis approach utilizes affordable, readily accessible reagents and simple reaction conditions to produce new thiadiazole derivatives with satisfactory yields.

Indexed as

13-dipolarcycloaddition.hydrazonesHydrazonoylmethylhydrazonecarbodithioatesnitriliminesthiadiazoles

Identifiers

PMID40420788

DOI10.1016/j.chroma.2020.461078

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