Synthesis of ${\beta}-({\alpha}$-Benzenesulfonamidobenzal)hydrazine and Its Derivatives

${\beta}-({\alpha}$-Benzenesulfonamidobenzal)hydrazine 및 그 유도체의 합성

  • Tae-Rin Kim (Department of Chemistry, Korea University) ;
  • Tae-Seong Huh (Department of Chemistry, Korea University) ;
  • In-Sup Han (Department of Chemistry, Korea University) ;
  • Yun-Ok Baik (Department of Chemistry, Korea University)
  • 김태린 (고려대학교 이과대학 화학과) ;
  • 허태성 (고려대학교 이과대학 화학과) ;
  • 한인섭 (고려대학교 이과대학 화학과) ;
  • 백연옥 (고려대학교 이과대학 화학과)
  • Published : 1979.10.30

Abstract

Seven new hydrazine derivatives were prepared from N-Aryllsufonylbenzimidoyl chloride. These were: ${\beta}-({\alpha}-Benzenesulfonamidobenzal)hydrazine\;(II),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)dimethylmethylenehydrazine\;(III),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)phenylhydrazine\;(VII),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)-4-nitrophenylhydrazine\;(VIII),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)-2,4-dinitrophenylhydrazine\;(IX),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)dimethylhydrazine\;(X),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)-p-methylphenylhydrazine\;(XI)$. The structure of these derivatives were identified by elemental analysis, spectral data and other chemical methods. In general, it was found that the yields of these reactions were significantly improved in polar solvent and by the electron attracting substituents in phenylhydrazine.

N-Aryllsufonylbenzimidoyl chloride를 출발물질로 사용하여 다음과 같은 7가지 새로운 히드라진 유도체들을 합성하였다. ${\beta}-({\alpha}-Benzenesulfonamidobenzal)hydrazine\;(II),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)dimethylmethylenehydrazine\;(III),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)phenylhydrazine\;(VII),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)-4-nitrophenylhydrazine\;(VIII),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)-2,4-dinitrophenylhydrazine\;(IX),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)dimethylhydrazine\;(X),\;{\beta}-({\alpha}-Benzenesulfonamidobenzal)-p-methylphenylhydrazine\;(XI)$ 이 유도체들의 구조를 원소분석, ir, nmr, mass 스펙트럼 및 기타 화학적인 방법을 통해서 확인하였다. 일반적으로 이 치환반응은 극성인 용매에서, 그리고 친핵체인 페닐히드라진 유도체에 전자를 끄는기가 있을 때 수득율이 높았다.

Keywords

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