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Convenient Synthesis of [1,2,4]Triazolo[4,3-a][1,3,5]triazin-5-amines, [1,2,4]Triazolo[4,3-c][1,3,5]thiadiazine-5-thiones, and [1,2,4]Triazolo[4,3-c][1,3,5]thiadiazin-5-imines from N-(4H-1,2,4-Triazol-3-yl) Carboximidates

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Abstract

The condensation of 4H-1,2,4-triazol-3-amine with ortho esters derived from acetic, propionic, and benzoic acids gave the corresponding N-(4H-1,2,4-triazol-3-yl) carboximidates which were treated with cyan-amide, carbon disulfide, and sodium thiocyanate to afford 7-substituted [1,2,4]triazolo[4,3-a][1,3,5]triazin-5-amines, [1,2,4]triazolo[4,3-c][1,3,5]thiadiazine-5-thiones, and [1,2,4]triazolo[4,3-c][1,3,5]thiadiazin-5-imines, respectively. The structures of the synthesized compounds were confirmed by IR, 1H and 13C NMR, and mass spectra and elemental analyses.

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Authors and Affiliations

  1. Laboratory of Functional Physiology and Valuation of Bio-resources (UR17ES27), Higher Institute of Biotechnology of Beja, University of Jendouba, Beja, Tunisia

    A. Hajri & L. Marzouki

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  1. A. Hajri
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  2. L. Marzouki
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Correspondence to A. Hajri.

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Hajri, A., Marzouki, L. Convenient Synthesis of [1,2,4]Triazolo[4,3-a][1,3,5]triazin-5-amines, [1,2,4]Triazolo[4,3-c][1,3,5]thiadiazine-5-thiones, and [1,2,4]Triazolo[4,3-c][1,3,5]thiadiazin-5-imines from N-(4H-1,2,4-Triazol-3-yl) Carboximidates. Russ J Org Chem 55, 1580–1583 (2019). https://doi.org/10.1134/S107042801910018X

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  • DOI: https://doi.org/10.1134/S107042801910018X

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