engleski

SYNTHESIS OF NOVEL NITRO AND CYANO SUBSTITUTED BENZOTHIAZOLES USING GREEN CHEMISTRY METHODS

The development of efficient and environmentally friendly chemical processes for the synthesis of biologically active molecules constitutes a major challenge for chemists in organic synthesis.[1] Benzofused heteroaromatic compounds, in particular benzothiazoles, are common structural scaffold of biologically active compounds and natural products.[24] Herein, we have synthesized novel 6- substituted 2-arylbenzothiazole derivatives with varied aromatic and aliphatic unit at phenyl ring. Key benzothiazole intermediates were obtained by condensation of bis(2-amino-5-nitrophenyl) disulphide or bis(2-amino-5-cyanophenyl) disulphide with corresponding benzaldehydes using environmentally friendly solvent glycerol. Finally, targeted 2, 6-disubstituted benzothiazoles were synthesized by O-alkylation using green synthetic methods, such as ultrasound assisted synthesis and mechanochemical synthesis. The ultrasound assisted method was more effective in terms of reducing the reaction time and enhancing the product yield compared to that of the classical solution-based and mechanochemical synthesis.

benzothiazole ; green chemistry ; ultrasound ; mechanochemistry

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