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Investigation in the field of quinazolines. 8*. New reaction of N-alkylation of 4,4-diphenyl-3,4-dihydroquinazolines

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Chemistry of Heterocyclic Compounds Aims and scope

The reaction of substituted 4,4-diphenyl-3,4(1,4)-dihydroquinazolines with various alkylating agents in DMSO–KOH leads (depending on the structure of the alkylating agent) to the formation of the corresponding N1-monoalkyl-substituted 1,4-dihydroquinazolines or, in the reaction with ethyl bromoacetate, to N-{[5-bromo-2-(methylamino)phenyl]diphenylmethyl}benzamide with opening of the heterocyclic ring. The molecular structures of 1-ethyl-2,4,4-triphenyl-1,4-dihydroquinazoline and 1-ethyl-2-(7-methoxy-1,3-benzodioxol-5-yl)-4,4-diphenyl-1,4-dihydroquinazoline were investigated and proven by X-ray structural analysis.

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Authors and Affiliations

  1. Kuban State Technological University, 2 Moskovskaya St, Krasnodar, 350072, Russia

    Elena V. Gromachevskava & Gennady D. Krapivin

  2. Kuban State Agrarian University, 13 Kalinina St, Krasnodar, 350044, Russia

    Elena A. Kaigorogova

  3. Kuban State University, 149 Stavropol’skaya St, Krasnodar, 350040, Russia

    Alexander V. Bespalov

  4. North Caucasus Federal University, 1a Pushkina St, Stavropol, 355009, Russia

    Oleg P. Demidov

Authors
  1. Elena V. Gromachevskava
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  2. Elena A. Kaigorogova
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  3. Alexander V. Bespalov
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  4. Oleg P. Demidov
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  5. Gennady D. Krapivin
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Correspondence to Gennady D. Krapivin.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(12), 1548–1553

*For Communication 7, see 1.

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Gromachevskava, E.V., Kaigorogova, E.A., Bespalov, A.V. et al. Investigation in the field of quinazolines. 8*. New reaction of N-alkylation of 4,4-diphenyl-3,4-dihydroquinazolines. Chem Heterocycl Comp 56, 1548–1553 (2020). https://doi.org/10.1007/s10593-020-02848-5

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  • DOI: https://doi.org/10.1007/s10593-020-02848-5

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