Synthesis of substituted spiro-thiadiazoles via reaction between cyclo-alkylidenehydrazinecarbothioamides and 2,3-diphenyl-cycloprop-2-enone

Document Type : Original Article

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Chemistry Department, Faculty of Science, Organic Division, Minia University

Abstract

Abstract: Substituted spiro thiadiazoles were obtained during the reaction between cycloalkylidene-hydrazinecarbothioamides and 2,3-diphenylcycloprop-2-enone in ethanol with stirring and under gentle reflux. The structure of the synthesized compounds was confirmed mass, IR, NMR spectra in addition to elemental analysis. X-ray structure analysis was also used to confirm the structure of the obtainable compounds. The mechanism describes the products formation was also discussed.
In this article, we reported the reaction of cycloalkylidenehydrazinecarbothioamides with 2,3-diphenylcyclopropenones in refluxing absolute ethanol for 6-10 h . From the structural investigation, the IR spectrum. The elemental analysis clearly showed that the products were formed by adding one molecule of cycloalkylidenehydrazinecarbothioamides to one molecule of 2,3-diphenylcyclopropenones without any elimination. The 13C NMR supported the 1H NMR spectroscopic data in elucidation of the structure of compounds
Substituted spiro thiadiazoles structures has been confirmed by a single crystal X-ray diffraction Structure analysis.
The reaction mechanism of formation Substituted spiro thiadiazoles could be explained

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