INVESTIGATION OF THE CHLORINATION OF 4-(PERFLUOROALKYL)-5-(<i>p</i>-TOLUENESULFONYL)URACILS. SYNTHESIS OF 5-CHLORO-6-(PERFLUOROALKYL)-5-(<i>p</i>-TOLUENESULFONYL)PYRIMIDINE-2,4(3<i>H</i>,5<i>H</i>)-DIONES

Authors

  • А. П. Гудзь Institute of Organic Chemistry, National Academy of Sciences of Ukraine
  • А. С. Канищев Institute of Organic Chemistry, National Academy of Sciences of Ukraine
  • Ю. Г. Власенко Institute of Organic Chemistry, National Academy of Sciences of Ukraine
  • А. Н. Чернега Institute of Organic Chemistry, National Academy of Sciences of Ukraine
  • Ю. Г. Шермолович Institute of Organic Chemistry, National Academy of Sciences of Ukraine

DOI:

https://doi.org/10.1007/556

Keywords:

chlorohydrin, pyrimidinone, uracil, chlorination, silylation

Abstract

Chlorination of 4-(perfluoroalkyl)-5-(p-toluenesulfonyl)-2,6-bis(trimethylsilyloxy)pyrimidines led to the formation of 5-chloro-6-(perfluoroalkyl)-5-(p-toluenesulfonyl)pyrimidine-2,4(3H,5H)-diones, the structure of which was confirmed by NMR spectroscopy and X-ray structural analysis. The reactions of chlorinated pyrimidine-2,4(3H,5H)-diones with nucleophiles were investigated.

Authors: A. P. Gudz, A. S. Kanishchev, Yu. G. Vlasenko, A. N. Chernega, and Yu. G. Shermolovich

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (4), pp 591-597

http://link.springer.com/article/10.1007/s10593-013-1286-1

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Published

2013-05-02

Issue

No. 4 (2013)

Section

Original Papers