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Acyl and Sulfonyl Derivatives of 3,5-Diamino-1-R-1,2,4-triazoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

3-Acylamino-5-amino-1-R-1,2,4-triazoles are formed regioselectively on acylating 3,5-diamino-1-R-1,2,4-triazoles with an equimolar amount of anhydrides, carboxylic acid chlorides, and sulfonyl chlorides. With an excess of anhydride and carboxylic acid chloride 3,5-diacylamino-1-R-1,2,4-triazoles are formed. 3-Acylamino-5-amino-1-R-1,2,4-triazoles do not interact with sulfonyl chlorides. The higher reactivity of the 3-amino group towards acylating agents is determined by electronic and not steric factors.

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Authors and Affiliations

  1. South-Russian State Technical University, Novocherkassk, 346428, Russia

    V. M. Chernyshev, V. A. Rakitov, V. A. Taranushich & V. V. Blinov

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  1. V. M. Chernyshev
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  2. V. A. Rakitov
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  3. V. A. Taranushich
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  4. V. V. Blinov
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1342–1350, September, 2005.

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Chernyshev, V.M., Rakitov, V.A., Taranushich, V.A. et al. Acyl and Sulfonyl Derivatives of 3,5-Diamino-1-R-1,2,4-triazoles. Chem Heterocycl Compd 41, 1139–1146 (2005). https://doi.org/10.1007/s10593-005-0293-2

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  • DOI: https://doi.org/10.1007/s10593-005-0293-2

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