Practical synthesis of a new insecticide, 1-(2,6-difluorobenzoy)-3-(3,5-bistrifluoro-methyl-2-chlorophenyl) urea (DBI-3204)

새로운 살충제, 1-(2,6-Difluorobenzoy)-3-(3,5-bistrifluoro-methyl-2-chlorophenyl) urea (DBI-3204)의 합성법

  • Whang, Ill-Sun (Korea Research Institute of Chemical Technology) ;
  • Kim, Sun-Ok (Korea Research Institute of Chemical Technology) ;
  • Kim, Jung-Ho (Hanwha Chemical Research and Development Center) ;
  • Chung, Kun-Hoe (Korea Research Institute of Chemical Technology)
  • 황일선 (한국화학연구원 생물화학연구부) ;
  • 김선옥 (한국화학연구원 생물화학연구부) ;
  • 김중호 (한화석유화학 중앙연구소 Bio 생산기술센타) ;
  • 정근회 (한국화학연구원 생물화학연구부)
  • Published : 2002.06.30

Abstract

Synthetic method of a new benzoylphenylurea insecticide, DBI-3204 [1-(2,6-Difluorobenzoyl)-3-(3,5-bistrifluoromethyl-2-chlorophenyl) urea] was established for manufactural production; 2,6-Difluorobenzoylisocyanate was synthesized by the reaction of 2,6-difluorobenzamide with oxalylchloride in 95% yields, the reaction of 3,5-bis(trifluoromethyl)aniline with N-chlorosuccinimde gave 3,5-bis (trifluoromethyl)-2-chloroaniline in 92% yields, and DBI-3204 was got from 2,6-difluorobenzoylisocyanate and 3,5-bis(trifluoromethyl)-2-chloroaniline in 90% yields. All the process was simplified by using the same reaction solvent, carbontetrachloride.

Bezoylphenyl urea계 신규 살충제인 1-(2,6-difluorobenzoyl)-3-(3,5-bistrifluoromethyl-2-chlorophenyl) urea (DBI-3204, HW-3204)를 생산하기 위하여 경제적인 합성법을 확립하였다. 특히 3단계 합성공정에 사용하는 용매를 사염화탄소로 단순화 시켰다. 필수적인 중간체인 3,5-bis(trifluorornethyl)-2-chloroaniline을 92%로 선택적으로 합성하였으며, 2,6-difluorobenzoylisocyanate는 95%, DBI-3204는 약 90%의 좋은 수율로 합성하였다.

Keywords

References

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