농약과학회지 (The Korean Journal of Pesticide Science)

  • 제10권1호
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  • Pages.1-6
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  • 2006
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  • 1226-6183(pISSN)
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  • 2287-2051(eISSN)
한국농약과학회 (The Korean Society of Pesticide Science)
권호 표지

고체상에 연결된 옥심 에스테르를 이용한 다이하이드로-1,4-다이옥신 및 다이하이드로-1,4-옥사티인 카르복스아닐라이드 유도체의 고체상 합성

A Solid Phase Synthesis of Dihydro-1,4-dioxin and Dihydro-1,4-oxathiin Carboxanilides Using Polymer-bound Oxime Ester

  • 한호규 (한국과학기술연구원 생체과학연구부 유기화학연구실) ;
  • 배수열 ;
  • 남기달 (한국과학기술연구원 생체과학연구부 유기화학연구실)
  • Hahn, Hoh-Gyu (Organic Chemistry Lab, Korea Institute of Science and Technology) ;
  • Bae, Su-Yeal (Department of Chemistry, The City College and The City University of New York) ;
  • Nam, Kee-Dal (Organic Chemistry Lab, Korea Institute of Science and Technology)
  • 발행 : 2006.03.31
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초록

고체상 지지체인 4-클로로-3-나이트로벤조페논 옥심 resin 5를 이용하여 카르복스아닐라이드 유도체를 고체상에서 합성할 수 있는 방법을 개발하였다. 4-클로로-3-나이트로벤조페논 resin 6과 하이드록실아민 염산염을 축합반응하여 옥심 resin 5를 얻었다. 옥심 resin 5에 각각 다이옥신 및 옥사티인 유도체 7a-d를 결합하여 상응하는 고체상에 결합된 다이옥신 및 옥사티인 화합물 9a-d를 얻었다. 이 고체상 resin 9a-d를 초산 존재 하에서 아닐린으로 각각 처리하여 상응하는 다이옥신 및 옥사티인 카르복스아닐라이드 유도체 10a-d(수율 5%-정량적)를 합성하였다.

A methodology for the syntheses of carboxanilides using solid support of 4-chloro-3-nitorbenzophenone oxime resin 5 was developed. Condensation of 4-chloro-3-nitorbenzophenone resin 6 with hydroxylamine hydrochloride salt gave oxime resin 5. The reaction of oxime resin 5 with dioxin and oxathiin derivatives 7a-d afforded the corresponding polymer-bound dioxin and oxathiin derivatives 9a-d. These polymer-bound resins 9a-d were treated respectively with aniline in the presence of acetic acid resulted in the corresponding dioxin carboxanilides 10a-d (yield, 5%-quantitative).

키워드

참고문헌

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