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Efficient synthesis of novel chromeno[2,3-d][1,3,4]thiadiazolo[3,2-a]pyrimidine derivatives via three-component reaction using acidic ionic liquid catalysts in ethylene glycol

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Abstract

A facile and efficient greener synthesis of a novel four-fused ring heterocyclic system via three-component reactions of [1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one, aromatic aldehyde, and 1,3-cyclohexanediones, in the presence of 1-(4-sulfonic acid)butyl-3-methylimidazolium hydrogen sulfate, has been presented. The synthesized compounds were characterized by mass spectrometry, IR, 1H-NMR, 13C-NMR, and elemental analysis. The remarkable features of this method are using acidic ionic liquid catalyst, green solvent media, short reaction time, good yields, and simple purification techniques.

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Acknowledgements

The Research Department of the Ferdowsi University of Mashhad is acknowledged for financial support (Grant No. 3/56584).

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  1. Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, 9177948974, Iran

    Elham Mahdavi & Abbas Ali Esmaeili

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  1. Elham Mahdavi
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  2. Abbas Ali Esmaeili
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EM done investigation; validation; and writing-original draft preparation. AAE did project administration, supervised the work, revised, and completed the manuscript.

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Correspondence to Abbas Ali Esmaeili.

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Mahdavi, E., Esmaeili, A.A. Efficient synthesis of novel chromeno[2,3-d][1,3,4]thiadiazolo[3,2-a]pyrimidine derivatives via three-component reaction using acidic ionic liquid catalysts in ethylene glycol. Res Chem Intermed 49, 1297–1310 (2023). https://doi.org/10.1007/s11164-022-04944-x

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