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Synthesis of 6,7-dihydro-5H-benzo[c]-1,2,4-triazolo[3,4-a]azepines and 6,7-dihydro-5H-benzo[c]tetrazolo[5,1-a]azepines

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Chemistry of Heterocyclic Compounds Aims and scope

Cyclization of 1-hydrazinyl-3,3-dimethyl-3,4-tetrahydro-5H-benzo[c]azepine with ethyl orthoformate gave 5,5-dimethyl-6,7-dihydro-5Hbenzo[c]-1,2,4-triazolo[3,4-a]azepine, and its reaction with acetic acid afforded 3,5,5-trimethyl-9,10-dimethoxy-6,7-dihydro-5Н-benzo[c]-1,2,4-triazolo[3,4-a]azepine. Nitrosation of 1-hydrazino-3,3-dimethyl-3,4-tetrahydro-5H-benzo[c]azepine led to the formation of substituted 6,7-dihydro-5H-benzo[c]tetrazolo[5,1-a]azepines.

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Authors and Affiliations

  1. Institute of Technical Chemistry, Ural Branch of the Russian Academy of Sciences, 3 Akademika Koroleva St, Perm, 614068, Russia

    Vladimir A. Glushkov & Kseniya A. Mosheva

  2. Perm State University, 15 Bukireva St, Perm, 614990, Russia

    Vladimir A. Glushkov, Kseniya A. Mosheva, Mark M. Zaitsev, Vera S. Pelykh, Valeriya I. Karasik, Alexander I. Andreev & Maksim V. Dmitriev

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  1. Vladimir A. Glushkov
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Correspondence to Vladimir A. Glushkov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2022, 58(12), 727–731

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Glushkov, V.A., Mosheva, K.A., Zaitsev, M.M. et al. Synthesis of 6,7-dihydro-5H-benzo[c]-1,2,4-triazolo[3,4-a]azepines and 6,7-dihydro-5H-benzo[c]tetrazolo[5,1-a]azepines. Chem Heterocycl Comp 58, 727–731 (2022). https://doi.org/10.1007/s10593-023-03149-3

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