Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
권호 표지

Reactions of 3-Alkylidene-2,4-pentanediones with Arylhydrazines

3-알킬리덴-2,4-펜탄디온과 아릴히드라진의 반응

  • Se Young Lee (Department of Chemistry, Seoul National University) ;
  • Seung Hoi Kim (Department of Chemistry, Seoul National University) ;
  • Youn Young Lee (Department of Chemistry, Seoul National University) ;
  • Yang Mo Goo (Department of Pharmacy, Seoul National University)
  • 이세영 (서울대학교 자연과학대학 화학과) ;
  • 김승회 (서울대학교 자연과학대학 화학과) ;
  • 이윤영 (서울대학교 자연과학대학 화학과) ;
  • 구양모 (서울대학교 약학대학 약학과)
  • Published : 1992.04.20
Download PDF
⟨ Previous Next ⟩

Abstract

Reaction of 3-alkylidene-2,4-pentanediones(1) with arylhydrazines in methanol afforded 4-acetyl-(2), 4-(1-methoxyalkyl)-(3), or 4-vinylpyrazole derivatives(4). 3-(2,2,2-Trichloroethylidene)-2,4-pentanedione(9) reacted with arylhydrazines to give 4-acetyl-1-aryl-3-methylpyrazoles(11). Possible mechanisms for these reactions were proposed.

3-알킬리덴-2,4-펜탄디온(1)과 아릴히드라진을 메탄올에서 반응시키면 4-아세틸(2), 4-(1-메톡시알킬)-(3) 또는 4-비닐피라졸 유도체(4)가 얻어진다. 3-(2,2,2-트리클로로에틸리덴)-2,4-펜탄디온(9)과 아릴히드라진과의 반응에서는 4-아세틸-1-아릴-3-메틸피라졸(11)이 생성된다. 이 반응들의 가능한 메카니즘을 제시하였다.

Keywords

References

  1. Adv. Heterocycl. Chem. v.6 A. N. Kost;I. I. Grandberg
  2. Comprehensive Heterocyclic Chemistry v.5 J. Elguero;A. R. Katritzky(Ed.);C. W. Rees(Ed.)
  3. J. Org. Chem. v.33 D. T. Manning;H. A. Coleman;R. A. Langdale-Smith
  4. J. Org. Chem. v.34 D. T. Manning;H. A. Coleman
  5. Acta Chem. Scand. v.24 T. Lilijefors;J. Sandstrom
  6. Heterocycles v.6 E. C. Taylor;W. R. Purdum
  7. Heterocycles v.3 T. Kurihara;T. Sakaguchi;H. Hirano
  8. J. Korean Chem. Soc. v.14 Y. Y. Lee;W. Y. Lee;S. H. Chang
  9. J. Korean Chem. Soc. v.16 Y. Y. Lee
  10. J. Chem. Soc. Perkin I V. Bertini;A. De Munno;M. Pocci
  11. Chem. Letters K. Uehara;Y. Ohashi;M. Tanaka