Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
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Synthesis of Chloroacetamide Compounds and their Herbicidal Activities

Chloroacetamide형(型) 화합물(化合物)의 합성(合成)과 제초활성(除草活性)

  • Hong, Moo-Ki (Agricultural Chemicals Research Institute, Rural Development Administration) ;
  • Jeong, Young-Ho (Agricultural Chemicals Research Institute, Rural Development Administration) ;
  • Oh, Se-Mun (Agricultural Chemicals Research Institute, Rural Development Administration)
  • 홍무기 (농촌진흥청 농약연구소) ;
  • 정영호 (농촌진흥청 농약연구소) ;
  • 오세문 (농촌진흥청 농약연구소)
  • Published : 1988.09.30
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Abstract

Some chloroacetamide derivatives were synthesized from 2,6-dialkyl, aniline 4-chloroaniline, or 3,4-dichloroaniline with alkyl 2-bromopropionate and chloroacetyl chloride and identified by elemental analyses, NMR, and GC/MS spectra as N-(1'-methoxycarbonylethyl)-N-chloroacetyl-2,6-dimethylaniline(ACRI-S-8609), etc. These compounds synthesized were subjected to the test for pre-emergence herbicidal effecs on some grass weeds(Digitaria adscendens, Setaria viridis, Echinochloa crus-galli) and broad leaf weeds(Portulaca oleracea, Amaranthus lividus, Chenopodium album) in pots applied as wettable powder formulations. It was found that N-(1'-ethoxycarbonylethyl)-N-chloroacetyl-2,6-dimethylaniline(ACRI-S-8701) has the highest herbicidal effect on grass weeds, which corresponds to a 95% control effect at an application of 200g a.i/10a. Whereas, some chloroacetamide derivatives derived from 4-chloroaniline or 3,4-dichloroaniline had very weak herbicidal effects on grass and broad leaf weeds.

2,6위(位)의 alkylaniline 또는 3,4위(位)의 chloroaniline으로부터 N-(1'-methoxycarbonylethyl)-N-chloroacetyl-2,6-dimethylaniline(ACRI-S-8609) 등(等) chloroacetamide형(型) 화합물(化合物) 7종(種)을 합성(合成)하여 elemental analyzer, NMR, GC/MS 등(等)에 의(依)하여 화학구조(化學構造)를 확인(確認)하였다. 합성(合成)한 화합물(化合物)은 25% 수화제(水和劑)로 제제(製劑)하여 몇가지 화본과잡초(禾本科雜草) 및 광엽잡초(廣葉雜草)에 대(對)하여 50g, 100g 및 200g a i/10a로 발아전(發芽前) 처리(處理)를 하여 제초활성(除草活性)을 조사(調査)한 결과(結果)는 다음과 같다. ACRI-S-8701은 화본과잡초(禾本科雜草)에 , ACRI-S-8702는 광엽잡초(廣葉雜草)에 대(對)하여 가장 강(强)한 제초활성(除草活性)을 나타냈으며 200g a i/10a처리시(處理時), 각각(各各) 95%, 81%의 잡초(雜草)가 방제(防除)되었으나 3,4위(位)의 chloroaniline으로부터 합성(合成)한 ACRI-S-8705${\sim}$7은 제초활성(除草活性)이 아주 약(弱)하였다. 화학구조(化學構造)와 제초활성(除草活性)과를 관련(關連)지어 보면 benzene ring의 3,4위(位)의 chloro 치환(置換) 화합물(化合物)보다 2,6위(位)의 alkyl 치환(置換) 화합물(化合物)이 대체로 제초활성(除草活性)이 높은데 그 중(中)에서도 ACRI-S-8701은 화본과잡초(禾本科雜草) 방제용(防除用)으로 개발(開發)할 가치(價値)가 있는 것으로 생각된다.

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