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Russian Journal of General Chemistry

, Volume 86, Issue 6, pp 1274–1281 | Cite as

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

  • A. V. Erkin
  • I. V. Klaptyuk
  • V. V. Gurzhii
  • O. S. Yuzikhin
  • V. I. Krutikov
Article

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.

Keywords

2-amino-6-methylpyrimidin-4(3H)-thione S-alkylation 2-aryloxyethyl ethers bromination fungicidal activity 

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Copyright information

© Pleiades Publishing, Ltd. 2016

Authors and Affiliations

  • A. V. Erkin
    • 1
  • I. V. Klaptyuk
    • 2
  • V. V. Gurzhii
    • 3
  • O. S. Yuzikhin
    • 4
  • V. I. Krutikov
    • 1
  1. 1.St. Petersburg State Institute of Technology (Technical University), Moskovskii pr. 26St. PetersburgRussia
  2. 2.St. Petersburg University of State Fire Service at the Emergency Situations Ministry of Russian FederationSt. PetersburgRussia
  3. 3.St. Petersburg State UniversitySt. PetersburgRussia
  4. 4.Kirov St. Petersburg State Forest Technical UniversitySt. PetersburgRussia

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