Synthesis of New Crown Ethers Containing Benzothiazole Group

벤조티아졸기를 갖는 새로운 크라운 에테르의 합성

  • Chang, Seung-Hyun (Department of Chemistry and Research Institute of Natural Science, Taegu University) ;
  • Yeon, Ae-Sook (Department of Chemistry and Research Institute of Natural Science, Taegu University) ;
  • Chung, Kwang-Bo (Department of Chemistry Engineering Hanseo University)
  • 장승현 (대구대학교 자연과학대학 화학과, 기초과학연구소) ;
  • 연애숙 (대구대학교 자연과학대학 화학과, 기초과학연구소) ;
  • 정광보 (한서대학교 공과대학 화학공학과)
  • Published : 19960200

Abstract

Two new crown ethers containing nitrogen and sulfur atoms adjacent to the crown rings were prepared. 4'-Benzothiazolylbenzo-12-crown-4 (1) or 4'-benzothiazolylbenzo-15-crown-5 (2) were synthesized by reaction of 2-aminothiophenol with 4'-formylbenzo-12-crown-4 (3) or 4'-formylbenzo-15-crown-5 (4) respectively. (3) and (4) were obtained by reaction of 3, 4-dihydroxybenzaldehyde with tri- or tetraethyleneglycol ditosylate. Triethyleneglycol ditosylate or tetraethyleneglycol ditosylate were synthesized by reaction of p-toluenesulfonylchloride with triethyleneglycol or tetraethyleneglycol in the presence of sodium hydroxide.

Crown 고리 근방에 질소, 황원자 를 포함하는 새로운2종의 crown ether를 합성하였다. 4'-Benzothiazolylbenzo-12-crown-4 (1) 4'-Benzothiazolylbenzo-15-crown-5 (2)는 각각 4'-formylbenzo-12-crown-4 (3)및4'-formylbenzo-15-crown-5 (4)와 2-aminothiophenol과의 반응에 의해 합성하였다. (3)과(4)는 3, 4-dihydroxybenzaidehyde와 tri-및 tetraethyleneglycolditosylate와의 반응에 의해 합성하였다. Triethyleneglycolditosylate와 tetraethyleneglycol ditosylate는 NaOH 존재하에서 triethyleneglycol, tetraethyyleneglyco.과 p-toluenesulfonyl chloride의 반응에 의해 합성하였다.

Keywords

References

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