Reaction of Nitrous Acid on 5-Aminopyrimidines (I) Sandmeyer Reaction of Diazotizated 5-Aminouracil

5-Aminopyrimidine 유도체에 대한 아질산의 작용 [I] Diazotizated 5-Aminouracil에 대한 Sandmeyer 반응

  • Chang, Sae-Hee (Department of Chemistry, College of Liberal Arts and Sciences, Seoul National University) ;
  • Kim, In-Kyu (Department of Chemistry, College of Liberal Arts and Sciences, Seoul National University) ;
  • Park, Do-Soon (Chung Ju Fertilizing Ind.Co. Ltd.) ;
  • Hahn, Bo-Sup (Department of Chemistry, College of Liberal Arts and Sciences, Seoul National University)
  • Published : 19650300

Abstract

A new conventional method for the preparation of 5-iodo-, chloro-and bromouracil by Sandmeyer reaction was described. According to this procedure, 5-halouracils have been prepared in high yields(up to 75%) without any difficulties to remove of impurities. No appreciable competing reaction was observed.

Keywords

References

  1. Beilstein's Handbuch der organischen Chemie, Vierte Auflage, Haupt Erganzungswerk v.XXIV
  2. Organic Synthesis with Isotopes A. Murray III;D.L. Williams
  3. Chem. and Ind.(London) J. Filip;J. Moravek
  4. J. Am. Chem. Soc. v.76 R.A. West;H.W. Barett
  5. J. Chem. Soc. D.J. Brown(et al.)
  6. J. Org. Chem. v.27 Hermann Gershon
  7. Am. Chem. Jour. v.31 E. Marrian;S. Wheeler
  8. Sadtler IR and UV Chart, No.6762
  9. J. Biol. Chem. v.207 M. Friedkin;D.W. Roberts
  10. Nature v.180 Shih-yi Wang
  11. J. Chem. Soc. J. Chesterfield;J.F.W. McOmied;E.R. Sayer
  12. J. Org. Chem. v.27 H. Gerskon
  13. J. Chem. Soc. A.R. Katritzky;A.J. Waring
  14. J. Chem. Soc. H.H. Hodgson;J. Walker