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Synthesis and reactivity of 3-(2,2-dimethylhydrazono)-5-R-cyclopentane-1,1,2,2-tetracarbonitriles

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Abstract

A new method of the synthesis of 3-(2,2-dimethylhydrazono)-5-R-1,1,2,2-tetracarbonitriles via oxidation of 3-(2,2-dimethylhydrazino)-5-R-1,1,2,2- tetracarbonitriles with diluted nitric acid was developed. High reactivity of 3-(2,2-dimethylhydrazono)-5-R-1,1,2,2-tetracarbonitriles caused by the presence of ethyl-1,1,2,2-tetracarbonitrile and N,N-dimethylhydrazone moieties allowed obtaining 2-methyl-5-R-3,4-dihydro-2Н-cyclopenta[e]1,2,4triazine-6,6,7,7-tetracarbonitriles, 3-amino-4-(2,2-dimethylhydrazono)-6-methyl-1,3а,4,5,6,6а- hexahydrocyclopenta[c]pyrrole-3а,6а-dicarbonitriles, and 3-(2,2-dimethylhydrazino)-5-methylcyclopent-2-ene-1,1,2-tricarbonitrile.

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Authors and Affiliations

  1. Ulyanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015, Russia

    V. P. Sheverdov, O. E. Nasakin & V. V. Davydova

  2. Peoples’ Friendship University of Russia, Moscow, Russia

    V. N. Khrustalev

  3. Nesmeyanov Institute of Organoelemental Compounds, Russian Academy of Sciences, Moscow, Russia

    V. N. Khrustalev

Authors
  1. V. P. Sheverdov
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  2. O. E. Nasakin
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  3. V. V. Davydova
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  4. V. N. Khrustalev
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Corresponding author

Correspondence to V. P. Sheverdov.

Additional information

Original Russian Text © V.P. Sheverdov, O.E. Nasakin, V.V. Davydova, V.N. Khrustalev, 2015, published in Zhurnal Obshchei Khimii, 2015, Vol. 85, No. 10, pp. 1653–1658.

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Sheverdov, V.P., Nasakin, O.E., Davydova, V.V. et al. Synthesis and reactivity of 3-(2,2-dimethylhydrazono)-5-R-cyclopentane-1,1,2,2-tetracarbonitriles. Russ J Gen Chem 85, 2285–2290 (2015). https://doi.org/10.1134/S1070363215100114

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  • DOI: https://doi.org/10.1134/S1070363215100114

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