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Aryl ethers of 4-[(2-hydroxyethyl)sulfanyl]pyrimidine derivatives: Pathways of synthesis and fungicidal activity of their salt forms

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Abstract

2-Amino-4-[(2-aryloxyethyl)sulfanyl]-6-methylpyrimidines were obtained by S-alkylation of 2-amino-6-methylpyrimidin-4(3H)-thione with 2-aryloxyethyl chlorides. Since 2-amino-4-[(2-chloroethyl)sulfanyl]-6-methylpyrimidine is prone to in situ intramolecular cyclization it cannot be used in Claisen reaction. The bromination of the target compounds provided 5-bromo derivatives; some of their hydrochlorides exhibited fungicidal activity.

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Authors and Affiliations

  1. St. Petersburg State Institute of Technology (Technical University), Moskovskii pr. 26, St. Petersburg, 190013, Russia

    A. V. Erkin & V. I. Krutikov

  2. St. Petersburg University of State Fire Service at the Emergency Situations Ministry of Russian Federation, St. Petersburg, Russia

    I. V. Klaptyuk

  3. St. Petersburg State University, St. Petersburg, Russia

    V. V. Gurzhii

  4. Kirov St. Petersburg State Forest Technical University, St. Petersburg, Russia

    O. S. Yuzikhin

Authors
  1. A. V. Erkin
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  2. I. V. Klaptyuk
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  3. V. V. Gurzhii
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  4. O. S. Yuzikhin
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  5. V. I. Krutikov
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Corresponding author

Correspondence to V. I. Krutikov.

Additional information

Original Russian Text © A.V. Erkin, I.V. Klaptyuk, V.V. Gurzhii, O.S. Yuzikhin, V.I. Krutikov, 2016, published in Zhurnal Obshchei Khimii, 2016, Vol. 86, No. 6, pp. 944–951.

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Erkin, A.V., Klaptyuk, I.V., Gurzhii, V.V. et al. Aryl ethers of 4-[(2-hydroxyethyl)sulfanyl]pyrimidine derivatives: Pathways of synthesis and fungicidal activity of their salt forms. Russ J Gen Chem 86, 1274–1281 (2016). https://doi.org/10.1134/S1070363216060098

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  • DOI: https://doi.org/10.1134/S1070363216060098

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