2012
DOI: 10.1016/j.tetlet.2012.04.129
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A one-pot, three-component synthesis of thiazolidine-2-thiones

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Cited by 40 publications
(21 citation statements)
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“…As the biological activity of thiadiazoles are depending on the type of modification in the ring, and in continuation of our research on dithiocarbamates, we were interested in the synthesis of a range of symmetrical 2,5‐disubstituted amino‐1,3,4‐ thiadiazoles under mild reaction conditions with the reaction of dithiocarbamates with hydrazine salt (Scheme 1). For this purpose, we have synthesized the starting materials by the reaction of aromatic amines, carbon disulfide, alkyl halide or acrylonitrile in the presence of triethylamine . After synthesizing of the starting materials, we focused on the optimization of the reaction conditions by varying the ratio of the starting materials, pyridine or triethyl amine as promoter, temperature, and the solvent.…”
Section: Results and Disscusionmentioning
confidence: 99%
“…As the biological activity of thiadiazoles are depending on the type of modification in the ring, and in continuation of our research on dithiocarbamates, we were interested in the synthesis of a range of symmetrical 2,5‐disubstituted amino‐1,3,4‐ thiadiazoles under mild reaction conditions with the reaction of dithiocarbamates with hydrazine salt (Scheme 1). For this purpose, we have synthesized the starting materials by the reaction of aromatic amines, carbon disulfide, alkyl halide or acrylonitrile in the presence of triethylamine . After synthesizing of the starting materials, we focused on the optimization of the reaction conditions by varying the ratio of the starting materials, pyridine or triethyl amine as promoter, temperature, and the solvent.…”
Section: Results and Disscusionmentioning
confidence: 99%
“…Recently, three component one‐pot synthesis of 3,4‐disubstituted thiazolidine‐2‐thione derivatives, 4,5‐disubstituted‐3‐amino‐4‐hydroxy‐thiazolidine‐2‐thiones, 5‐(iodomethyl)‐thiazolidine‐2‐thiones, and 1,3‐thiazolidine‐2‐thiones, have been well documented. Hantzsch method is the most frequently used template for synthesis of thiazoles which involves cyclization and condensation of haloketones with thioamide .…”
Section: Methodsmentioning
confidence: 99%
“…This compares well to leading literature routes, such as the iodocyclization of allyl amines, which generates two moles of HI and proceeds in yields of 46-75%. 12 The extension of this route to other propargylamine substrates falls outside the scope of this project but could provide a valuable additional route to such heterocycles. While this reaction is an unexpected and interesting observation, it does limit the utility of 7 as a reagent.…”
Section: Scheme 2 Preparation Of Cyclisation Products Frommentioning
confidence: 99%