Preparation of 4,6-disubstituted 5-pyrimidinesulfonamides

Wayne M. Best, Marie Anne M. Fam, Martin J. Gregory, Bruno Kasum, Philip L. Keep, Sam Lazzaro, Nicole Osner, Natasha Stewart, San H. Thang, Keith G. Watson

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2 Citations (Scopus)

Abstract

The first general synthesis of 4,6-disubstituted 5-pyrimidinesulfonamides is described. Treatment of 4,6-dichloro-5-benzylthiopyrimidine (3) with ethoxide or trifluoroethoxide, oxidation of the benzylthio group to a sulfonyl chloride and reaction with ammonia gave 4,6-dialkoxy-5-pyrimidinesulfonamides 5a,b. Stepwise displacement of the trifluoroethoxy groups in 5a gave a variety of symmetrical and non-symmetrical 4,6-disubstituted 5-pyrimidinesulfonamides 5b-h.

Original languageEnglish
Pages (from-to)36-38
Number of pages3
JournalSynthesis
Issue number1
Publication statusPublished - 1 Jan 1998

Keywords

  • Nucleophilic
  • Pyrimidine
  • Substitution
  • Sulfonamides
  • Trifluoroethoxy

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