engleski

Synthesis of coumarinyl 1, 2, 4-triazoles in deep eutectic solvents

1, 2, 3-Triazole and 1, 2, 4-triazole are two isomers of five-membered nitrogen containing heterocyclic compound. 1, 2, 4-Triazole derivatives are biologically active components with many human health positive effects (antibacterial, antifungal, antitumor, anticonvulsant, anti-inflammatory, antimicrobial). There are many methods for 1, 2, 4-triazole synthesis, but most of them include organic solvents and catalyst which are toxic [1]. In this research deep eutectic solvents (DESs) are used as tunable media for chemical synthesis of desired compounds. DESs are environmental-friendly solvents due to their properties (non-toxic, low vapor pressure, biodegradability, chemical stability) [2]. A reaction of 2-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)acetohydrazide and phenyl isothiocyanate (Sheme 1) was performed in 14 different choline chloride based DESs and at two different temperatures (40 °C and 80 °C). In choline chloride:urea (1:2) and choline chloride:N-methyl urea (1:3) DESs at 80 °C pure 1, 2, 4-triazole was obtained. At 40 °C, in choline chloride:ethane-1, 2-diol (1:2), choline chloride:malic acid (1:1), choline chloride:malonic acid (1:1), choline chloride:butane-1, 4-diol (1:3) and choline chloride:glycerole (1:2) pure thiosemicarbazide was obtained. The temperature as well as deep eutectic solvent significantly affected compound formation.

1, 2, 4-Triazole ; thiosemicarbazide ; isothiocyanate ; deep eutectic solvents ; green synthesis

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