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Synthesis of azidopropargylamino-substituted 1,3,5-triazines – novel monomers for the production of energetic polymers

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Chemistry of Heterocyclic Compounds Aims and scope

Efficient methods for the synthesis of novel azidopropargylamino-substituted 1,3,5-triazines were developed. 4,6-Diazido-N-(prop-2-yn-1-yl)-1,3,5-triazin-2-amine was obtained by the method of sequential nucleophilic substitution of chlorine atoms in cyanuric chloride by amino and azido groups or by the method of selective substitution of the azido group in triazidotriazine with propargylamine. 6-Azido-N2,N4-dimethyl-N2,N4-di(prop-2-yn-1-yl)-1,3,5-triazine-2,4-diamine was obtained by nitrosation of the corresponding 6-hydrazinyl-N2,N4-dimethyl-N2,N4-di(prop-2-yn-1-yl)-1,3,5-triazine-2,4-diamine. Monomers with a lower melting point were obtained by N-methylation of azidopropargylamino-substituted 1,3,5-triazines.

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The work was carried out on the topic of a State Assignment (State registration No. АААА-А19- 119101690058-9) using the equipment of the Analytical Center for Collective Use of the Institute of Problems of Chemical Physics, Russian Academy of Sciences.

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  1. Institute of Problems of Chemical Physics, Russian Academy of Sciences, 1 Akademika Semenova Ave, Chernogolovka, 142432, Russia

    Aleksey V. Shastin, Artem O. Petrov, Georgiy V. Malkov & Tatiana N. Gavrishova

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  1. Aleksey V. Shastin
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  2. Artem O. Petrov
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  3. Georgiy V. Malkov
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  4. Tatiana N. Gavrishova
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Correspondence to Tatiana N. Gavrishova.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2021, 57(7/8), 866–870

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Shastin, A.V., Petrov, A.O., Malkov, G.V. et al. Synthesis of azidopropargylamino-substituted 1,3,5-triazines – novel monomers for the production of energetic polymers. Chem Heterocycl Comp 57, 866–870 (2021). https://doi.org/10.1007/s10593-021-02993-5

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