Reaction of Nitrous Acid on 5-Aminopyrimidine (Ⅳ) The Synthesis of 5-Cyano-and 5-Carboxypyrimidines

5-Aminopyrimidine에 대한 아질산의 반응 (Ⅳ) 5-Cyano 및 5-CarboxyPyrimidine 유도체의 합성

  • Chang Sae Hee (Department of Chemistry, College of Liberal Arts and Science, Seoul National University) ;
  • Kim Jae Soon (Separtment of Chemistry, Sogn Sim College for Women) ;
  • Huh Tae Soung (Separtment of Chemistry, Sogn Sim College for Women)
  • 장세희 (서울대학교 문리과대학 화학과) ;
  • 김재순 (성심여자대학 화학과) ;
  • 허태성 (성심여자대학 화학과)
  • Published : 19690600

Abstract

5-Cyanopyrimidine derivatives were synthesized starting from 5-aminopyrimidine derivatives through the extended Sandmeyer reaction, and then these compounds were hydrolyzed to obtain pyrimidine-5-carboxylic acids. According to this procedure, 5-cyanopyrimidine derivatives and pyrimidine-5-carboxylic acid derivatives have been prepared in 62% and 65% yields, respectively, without any difficulties in removing impurities.

5-Cyanopyrimidine 유도체를 5-Aminopyrimidine 유도체로부터 Sandmeyer반응에 의하여 합성하고 이 화합물들을 가수분해하여 Pyrimidine-5-carbolylic acid 을 합성하였다. 이 방법에 의하면 불순물 제거의 어려움 없이 5-Cyanopyrimidine유도체와 Pyrimidine-5-carboxylic acid유도체를 62%와 65%의 수율로 합성할 수 있었다.

Keywords

References

  1. This Journal v.9 S.H. Chang(et al)
  2. This Journal v.9 S.H. Chang(et al)
  3. This Journal S.H. Chang(et al)
  4. J. Colloid Sci. v.1955 G. Shaw
  5. Organic syntheses v.22 Russell, A.;Tebbens, W.G.
  6. Amer. Chem. J. v.42 Johnson
  7. J. Am. Chem. Soc. v.42 Ballard;Johnson
  8. Ber. v.17 Sandmeyer, T.
  9. J. Am. Chem. Soc. v.62 Fieser, L.F.;Hershberg, E.B.
  10. J. Am. Chem. Soc. v.62 Demit, C.;Sartor, M.