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Studies on quinazoline chemistry 6*. Synthesis and alkylation of 2-substituted 4,4-diphenyl-3,4-dihydroquinazolines

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Chemistry of Heterocyclic Compounds Aims and scope

New 2-aryl-4,4-diphenyl-3,4-dihydroquinazolines were obtained by a reaction of (2-aminophenyl)(diphenyl)carbinol with nitriles. Methylation of 3,4-dihydroquinazolines with excess of dimethyl sulfate occurred at two nitrogen atoms, while the subsequent alkaline hydrolysis was accompanied by opening of the heterocycle at the C(2)–N(3) bond, forming the respective amides. The molecular structure of N-methyl-N-{2-[(diphenyl)(methylamino)methyl]phenyl}benzamide was proved by X-ray structural analysis.

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The authors gratefully acknowledge the financial support for this study from the Ministry of Education and Science of the Russian Federation (grant 4.6087.2017/54).

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Authors and Affiliations

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

    Elena V. Gromachevskaya

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

    Elena A. Kaigorodova

  3. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Vavilov Ave., Moscow, 119992, Russia

    Leonid D. Konyushkin

Authors
  1. Elena V. Gromachevskaya
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  2. Elena A. Kaigorodova
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  3. Leonid D. Konyushkin
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Correspondence to Elena V. Gromachevskaya.

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* For Communication 5, see 1.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(5), 545–552

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Gromachevskaya, E.V., Kaigorodova, E.A. & Konyushkin, L.D. Studies on quinazoline chemistry 6*. Synthesis and alkylation of 2-substituted 4,4-diphenyl-3,4-dihydroquinazolines. Chem Heterocycl Comp 53, 545–552 (2017). https://doi.org/10.1007/s10593-017-2091-z

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  • DOI: https://doi.org/10.1007/s10593-017-2091-z

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