Reaction of Nitrous Acid on 5-Aminopyrimidines [III] Sandmeyer Reaction of Diazotizated 5-Amino-6-Methyluracil

Aminopyrimidine 유도체에 대한 아질산의 작용 [III] Diazotizated 5-Amino-6-Methyluracil에 대한 Sandmeyer 반응

  • Chang, Sae-Hee (Dept. of Chemistry, College of Liberal Arts and Sciences Seoul National University) ;
  • Hahn, Bo-Sup (Dept. of Chemistry, College of Liberal Arts and Sciences Seoul National University) ;
  • Kim, In-Kyu (Dept. of Chemistry, College of Liberal Arts and Sciences Seoul National University) ;
  • Oh, Sea-Hwa (Dept. of Chemistry, College of Liberal Arts and Sciences Seoul National University)
  • 장세희 (서울대학교 문리과대학 화학과) ;
  • 한보섭 (서울대학교 문리과대학 화학과) ;
  • 김인규 (서울대학교 문리과대학 화학과) ;
  • 오세화 (서울대학교 문리과대학 화학과)
  • Published : 19660600

Abstract

A new conventional method for the preparation of 5-iodo, chloro-, and bromo-6-methyluracil by Sandmeyer reaction was described. According to this procedure, 5-halo-6-methyluracils have been prepared in high yields (up to 70%) without any difficulties to obtain highly pure products. No appreciable competing reaction was observed.

Sandmeyer 반응으로 5-Amino-6-methyluracil로 부터 5-iodo-, 5-chloro- 및 5-bromo-6-methyluracil을 간편하게 합성하는 방법을 새로히 마련하였다. 이 방법에 따르면 5-halo-6-methyluracil이 70% 이상의 좋은 수득률로 얻어지며 부반응을 수반하지 않으므로 생성물의 정제가 쉽고 편리하게 5-halouracil을 얻을 수 있다는 이점이 있다.

Keywords

References

  1. Journal of the Korean Chemical Society v.9 S. H. Chang(et al.)
  2. Journal of the Korean Chemical Society v.9 S. H. Chang(et al.)
  3. Ann v.236 Behrend
  4. Ann v.229 Behrend
  5. Ann v.231 Behrend
  6. Chem. Abstr. v.55 R. S. Karlinskaya(et al.)
  7. Zhur Obschei Khim v.30 R. S. Karlinskaya(et al.)
  8. J. Org. Chem. v.26 Herman Gershon(et al.)
  9. Chem. Abst. v.55 N. G. Chernova(et al.)
  10. Zhur Obschei Khim. v.30 N. G. Chernova(et al.)
  11. J. Org. Chem. v.30 V. Papesch;R. M. Dodson
  12. U. V. Chart, No 6793 Sadtler I. R.
  13. Microchim. Acta. W. Schoeniger