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Synthesis and Spectral Characterization of New 2-(5-Aryl-4H-1,2,4-triazol-3-yl)-1H-isoindole-1,3(2H)-dione Derivatives

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Abstract

A series of novel 2-(5-aryl-4H-1,2,4-triazol-3-yl)-1H-isoindole-1,3(2H)-diones were synthesized in three steps. In the first step, treatment of substituted benzoyl chlorides with ammonium thiocyanate gave the corresponding benzoyl isothiocyanates which reacted with phthalimide (isoindoline-1,3-dione) to produce a series of novel benzoyl thioureas. Condensation of the latter with hydrazine hydrate in anhydrous ethanol afforded 2-(5-aryl-4H-1,2,4-triazol-3-yl)-1H-isoindole-1,3(2H)-diones. The structure of intermediate thiourea derivatives and final products was confirmed by spectral data (FT-IR, 1H and 13C NMR) and elemental analyses.

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Authors and Affiliations

  1. Chemistry Department, Tonekabon Branch, Islamic Azad University, 46841-61167, Tonekabon, Iran

    Z. Alimi, F. Hatamjafari, K. Pourshamsian & A. R. Oliaey

  2. Young Researchers and Elite Club, East Tehran Branch, Islamic Azad University, 18661-13118, Tehran, Iran

    A. Shiroudi

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  1. Z. Alimi
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Alimi, Z., Hatamjafari, F., Shiroudi, A. et al. Synthesis and Spectral Characterization of New 2-(5-Aryl-4H-1,2,4-triazol-3-yl)-1H-isoindole-1,3(2H)-dione Derivatives. Russ J Org Chem 57, 631–637 (2021). https://doi.org/10.1134/S1070428021040199

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