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Russian Journal of Organic Chemistry

, Volume 55, Issue 6, pp 748–754 | Cite as

Synthesis of 3,4-Dihydro-2H-[1,3]thiazino[3,2-c]quinazolinium Systems by Heterocyclization of 4-(Butenylsulfanyl)- and 4-(Cinnamylsulfanyl)qinazolines

  • E. I. BakhteevaEmail author
  • D. G. Kim
  • M. V. Dmitriev
  • Yu. E. Krylova
Article
  • 14 Downloads

Abstract

The alkylation of quinazoline-4(3H)-thione with 4-bromobut-1-ene and cinnamyl chloride gave previously unknown 4-(but-3-en-1-ylsulfanyl)- and 4-(cinnamylsulfanyl)quinazolines which reacted with iodine and bromine to afford 3,4-dihydro-2H-[1,3]thiazino[3,2-c]quinazolin-5-ium salts. The structure of the products was studied by GC/MS, 1H NMR, and X-ray analysis.

Keywords

quinazoline-4(3H)-thione 4-(but-3-en-1-ylsulfanyl)quinazoline 4-(cinnamylsulfanyl)quinazoline 3,4-dihydro-2H-[1,3]thiazino[3,2-c]quinazoline alkenylation halocyclization X-ray analysis 1H NMR 

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Notes

Funding

This study was performed under financial support by the Government of the Russian Federation (Resolution no. 211, March 16, 2013; contract no. 02.A03.21.0011) in the framework of state assignment no. 4.9665.2017/8.9.

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Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  • E. I. Bakhteeva
    • 1
    Email author
  • D. G. Kim
    • 1
  • M. V. Dmitriev
    • 2
  • Yu. E. Krylova
    • 1
  1. 1.South Ural State UniversityChelyabinskRussia
  2. 2.Perm State National Research UniversityPermRussia

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