DOI QR코드

DOI QR Code

Synthesis and Activity Evaluation of Imidazolidinetrionylsaccharin Derivatives

Imidazolidinetrionylsaccharin 유도체의 합성 및 활성평가

  • Published : 2003.02.01

Abstract

1-Methyl-3-(1,1,3-trioxo-1,3-dihydro-1λ$^6$-benzo[d]isothiazol-2-ylmethyl)-imidazolidine-2,4,5-triones 5a, 1-ethy1-3-(1,1,3-trioxo-1,3-dihydro-lλ$^6$/-benzo[d]isothiazol-2-ylmethyl)-imidazolidine-2,4,5-triones 5b 1-phenyl-3-(1,1,3-trioxo-1,3-dihydro-1λ$^6$-benzo [d]isothiazol-2-ylmethyl)-imidazolidine-2,4,5-triones 5c were obtained by means of 4 reaction steps involved the reaction of 1-methyl-urea and oxalyl chloride. Biological tests(Plant Response Screening Result, Insect Primary Screening Result and Fungicide Primary Screening Result) of synthesized sacccarin derivatives were executed.

새로운 농약을 창출하기 위해, thiazole 유도체 등에서 살균력이 존재하는 구조를 가진 1,2-benzisothiazole-3-one-1,1-dioxide를 선도물질로 imidazolidinetrionyl 기를 가진 새로운 화합물을 합성하였다. 1-methylurea와 oxalyl chloride의 반응으로부터 4단계 반응을 거쳐 1-methyl-3-(1,1,3-trioxo-1,3-dihydro-1λ$^6$-benzo[d]isothiazol-2-ylmethyl) -imidazolidine-2,4,5-triones 5a, 1-ethyl-3- (1,1,3-trioxo-1,3-dihydro-1λ$^6$-benzo[d] isothiazo1-2-ylmethyl)-imidazolidine-2,4,5-triones 5b, 1-phenyl-3-(1,1,3- trioxo-1,3-dihydro-1λ$^6$-benzo[d]isothiazol-2-ylmethyl)-imidazolidine-2,4,5-triones 5c를 합성하였다. 합성된 5a, 5b, 5c를 식물반응, 곤충 그리고 살균제 등에 대한 생물학적 반응검색을 하였다. 생물학적 반응검색 결과(식물반응 검색은 5b, 곤충검색은 5a, 그리고 살균제 검색은 5a에서 생물활성이 조금 나타남) 썩 좋은 반응결과를 얻지 못했다. 하지만 계속해서 2,4,5-imidazolidinetrionyl기를 가진 saccharin유도체를 합성하여 새로운 농약을 창출하고자 한다.

Keywords

References

  1. Plant growth regulator containing imidazolidinetrionecarboxylic acid derivatives. CH 563711 Baerlicher, T.;E. Ebert
  2. USP 3937626 Abscission agents and cut-flower preservatives Baerlicher, T.;E. Ebert
  3. Ber. v.46 Synthesis of Parabanic and Substituted Parabanic Acids Biltz, H.;T. Ernst https://doi.org/10.1002/cber.19130460219
  4. Tetrahedron. v.51 Synthesis of New Phophorus 2,4,5-Imidazoli- dine-triones Francoise P.;M. Cassagne;H. J. Cristau https://doi.org/10.1016/0040-4020(95)00595-Y
  5. USP 2895817 Aryl-substituted parabanic acid as herbicides Luckenbaugh;W. Raymond
  6. Cyclic urea derivatuves as herbicidal synergists Ger. Often. DE 3540919 Lukenheimer, W.;M. Gerhard;A. Widdig;F. Carl