Eelectrosynthesis of benzothiazole derivatives via C-H thiolation

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Abstract

Benzothiazole derivatives are essential intermediates in synthesizing a wide variety of medical and pharmaceutical compounds, and there is a great demand for a simple and efficient method to synthesize benzothiazoles under mild reaction conditions. Organic electrosynthesis as an energy-efficient process represents an environmentally benign and safer method than traditional methods for organic synthesis. Herein, we present bromine-free and straightforward synthesis of 2-Amino benzothiazole derivatives via the reaction of aniline derivatives and ammonium thiocyanate using electrosynthesis in the presence of sodium bromide both as an electrolyte and as a brominating agent at room temperature in isopropyl alcohol (i-PrOH) as a solvent. The reaction of ammonium thiocyanate via C-H thiolation routes, using various aniline derivatives, resulted in a simple, green, and bromine-free synthesis of 2-Amino benzothiazole in moderate to good yields under mild reaction conditions. Riluzole drug can be produced using the same procedure in moderate yields.

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Ahdenov, R., Mohammadi, A. A., Makarem, S., Taheri, S., & Mollabagher, H. (2022). Eelectrosynthesis of benzothiazole derivatives via C-H thiolation. Heterocyclic Communications, 28(1), 67–74. https://doi.org/10.1515/hc-2022-0008

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