KR880006169A - 4- 시아노-4-(플루오로페닐)-3-(치환페닐)부티르산 에스테르 및 그 유도체와 선택적 제초제로서 그것의 사용 방법 - Google Patents

4- 시아노-4-(플루오로페닐)-3-(치환페닐)부티르산 에스테르 및 그 유도체와 선택적 제초제로서 그것의 사용 방법 Download PDF

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KR880006169A
KR880006169A KR870012541A KR870012541A KR880006169A KR 880006169 A KR880006169 A KR 880006169A KR 870012541 A KR870012541 A KR 870012541A KR 870012541 A KR870012541 A KR 870012541A KR 880006169 A KR880006169 A KR 880006169A
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fluorophenyl
cyano
erythro
threo
butyric acid
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에스 주우크스 스티븐
수우 퀘이큰부쉬 로라
엔트완 마아크 피에르
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아메리칸 사이아나밋드 캄파니
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Abstract

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Description

4-시아노-4-(플루오로페닐)-3-(치환페닐)부티르산, 에스테르 및 그 유도체와 선택적 제초제로서 그것의 사용 방법.
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Claims (12)

  1. 하기 일반식(I)의 4-시아노-4-(플루오로페닐)-3-(치환페닐)부티르산, 에스테르 및 유도체와 그 입체이성체;
    상기식에서 R1은 OH,OR4, NR5R6, OM, 벤질옥시 C2-C3알킬, 벤질 또는 푸르푸릴; R2및 R3는 각기 수소, 불소, 염소, 브롬, 옥소, NO2, CN, C1-C4알킬, C1-C4알콕시, OCHF2, OCF2CF2H, OCF3O, CF3, S(O)XCH3나 S(O)XCF2R7(여기서 X는 0, 1 또는 2이고 R7은 H, F, CHFCl, CF2H 나 CF3); 단 R2와 R3는 둘다 함께 수소 여서는 안되며; n은 정수 1-3; m은 0이나 1; R4알킬 C1-C8모노할로알킬 C1-C4,히드록시알키닐 C4-C6모노할로알케닐 C4-C6, 모노할로알케닐 C3-C4, 알콕시 C1-C4, 또는 알킬 C1-C4R5과 R6은 각기 독립적으로 수소 및 알킬 C1-C3로 이루어진 군으로 부터 선택된 일원을 나타내며; M은 알카리 금속, 암모늄, C1-C8모노나 디알킬 암모늄 또는 히드록시에틸암모늄.
  2. 제1항에 있어서, n은 정수 1 또는 2; R2와 R3는 R2와 R3가 둘다함께 수소여서는 안된다는 단서하에 각기 수소, 브롬, 염소, 불소, CF3, OCH3나 OCHF3; R1은 OR4인 화합물.
  3. 제2항에 있어서, 에리트로/트레오-4-시아노-4-(-플루오로페닐)-3-(-플루오로페닐)부티르산;에리트로-/트레오-4-시아노-4-(-플루오로페닐)3-(m-플루오르페닐)부티르산;에리트로-/트레오-4-시아노-3-(-클로로페닐)-4-(-플루오로페닐)부티르산;에리트로-/트레오-3-(-클로로페닐)-4-시아노-4-(3,4-디플루오로페닐)부티르산;에리트로-/트레오-3-(-클로로페닐)-4-시아노-4-(-플루오로페닐)부티르산;에리트로-/트레오-3-(-클로로페닐)-4-시아노-4-(3,4-디플루오로페닐)부티르산;에리트로-/트레오-4-시아노-4-(3,4-디플루오로페닐)부티르산;에리트로-1트레오-3-(-3클로로-4-플루오로페닐)-4-(-플루오로페닐)부티르산;에리트로-/트레오-4-시아노-3-(-(디플루오로메톡시)페닐)-4-(-플루오로페닐)부티르산;에리트로-/트레오-4-시아노-3-(2,4-디플루오로페닐)-4-(-플루오로페닐)-시아노-4-(3,4-디플루오로페닐)부티르산이나 그 염 또는 에스테르인 화합물.
  4. 제2항에 있어서, 에리트로/트레오-4-시아노-3-(-플루오로페닐)-4-(-플루오로페닐)부티르산;에리트로-/트레오-메틸-4-시아노-4-(3,4-디플루오로페닐)-3-(메톡시페닐)부티레이트;에리트로-/트레오-메틸-4-시아노-4-(-플루오로페닐)-3-(-메톡시페닐)부티레이트;에리트로-/트레오-4-시아노-4-(-플루오로페닐)-3-(-메톡시페닐)부티레이트;또는 에리트로-/트레오-메틸-4-시아노-4-(-플루오로페닐)-3-(-메톡시페닐)부티레이트인 화합물.
  5. 하기 일반식(I)을 갖는 화합물의 에리트로/트레오 혼합물 및 그 입체 이성체들을 제초제적으로 효과적인 양만큼, 식물을 이식시킨후 발아전처리하든지, 심기전에 미리 함입시키는 처리로서, 관수나 토양에 적용시키는 것으로 구성되는 이식된 벼에서 원하지 않는 식물을 선택적으로 제어하는 방법.
    상기식에서 R1은 OH,OR4, NR5R6, OM, 벤질옥시 C1-C3알킬, 벤질 또는 푸르푸릴; R2및 R3는 각기 수소, 불소, 염소, 브롬, 옥소, NO2, CN, C1-C4알킬, C1-C4알콕시, OCHF2, OCF2CF2H, OCF3O, CF3, S(O)XCH3나 S(O)XCF2R7(여기서 X는 0, 1 또는 2이고 R7은 H, F, CHFCl, CF2H 나 CF3); 단 R2와 R3는 둘다 함께 수소 여서는 안되며; n은 정수 1-3; m은 0이나 1; R4알킬 C1-C8모노할로알킬 C1-C4,히드록시알키닐 C4-C6모노할로알케닐 C4-C6, 모노할로알케닐 C3-C4, 알콕시 C1-C4, 또는 알킬 C1-C4R5과 R6은 각기 독립적으로 수소 및 알킬 C1-C3로 이루어진 군으로 부터 선택된 일원을 나타내며; M은 알카리 금속, 암모늄, C1-C8모노나 디알킬 암모늄 또는 히드록시에틸암모늄.
  6. 제5항에 있어서, m은 정수 1 또는 2; R2와 R3는 R2와 R3가 둘다함께 수소여서는 안된다는 단서하에 각기 수소, 브롬, 염소, 불소, CF3, OCH3나 OCHF3; R1은 OR4인 방법.
  7. 제5항에 있어서, 에리트로/트레오-4-시아노-4-(-플루오로페닐)-3-(-플루오로페닐)부티르산;에리트로-/트레오-4-시아노-4-(-플루오로페닐)부티르산;에리트로-/트레오-4-시아노-3-(-클로로페닐)-4-(-플루오로페닐)부티르산;에리트로-/트레오-3-(-클로로페닐)-4-시아노-4-(3,4-디플루오로페닐)부티르산;에리트로-/트레오-3-(-클로로페닐)-4-시아노-4-(-플루오로페닐)부티르산;에리트로-/트레오-3-(-클로로페닐)-4-시아노-4-(3,4-디플루오로페닐)부티르산;에리트로-/트레오-4-시아노-4-(3,4-디플루오로페닐)부티르산;에리트로-1트레오-3-(-3클로로-4-플루오로페닐)-4-(-플루오로페닐)부티르산;에리트로-/트레오-4-시아노-3-(-(디플루오로메톡시)페닐)-4-(-플루오로페닐)부티르산;에리트로-/트레오-4-시아노-3-(2,4-디플루오로페닐)-4-(-플루오로페닐)-시아노-4-(3,4-디플루오로페닐)부티르산이나 그 염 또는 에스테르인 방법.
  8. 제5항에 있어서, 에리트로/트레오-4-시아노-3-(-플루오로페닐)-4-(-플루오로페닐)부티르산;에리트로-/트레오-메틸-4-시아노-4-(3,4-디플루오로페닐)-3-(메톡시페닐)부티레이트;에리트로-/트레오-메틸-4-시아노-4-(-플루오로페닐)-3-(-메톡시페닐)부티레이트;에리트로-/트레오-4-시아노-4-(-플루오로페닐)-3-(-메톡시페닐)부티레이트;또는 에리트로-/트레오-메틸-4-시아노-4-(-플루오로페닐)-3-(-메톡시페닐)부티레이트인 방법.
  9. 하기 일반식(I)을 갖는 화합물의 에리트로/트레오 혼합물을 제초제적으로 효과적인 양만큼, 벼를 이식한 후나 직접씨를 뿌린 벼가 땅으로부터 발아한 후에 원하지 않는 식물의 다른 증식기관이나 종자를 함유한 토양 또는 그 식물의 엽상 및 줄기에 적용시키는 것으로 구성되는 이식되거나 직접 뿌려진 벼에서 원하지 않는 식물을 선택적으로 제어하는 방법.
    상기식에서 n은 정수 1 또는 2, m은 0 또는 1; R2는 할로겐; R1은 OR4; R4는 알킬 C1-C8, 모노할로알킬 C1-C4, 모노할로알케닐 C4-C6, 모노할로알킬닐 C4-C6, 모노할로알케닐 X3-C4알콕시 C1-C4또는 알킬 C1-C4.
  10. 제9항에 있어서, 에리트로/트레오-4-시아노-3-(-플루오로페닐)-4-(P-플루오로페닐)부티르산;에리트로-/트레오-메틸-4-시아노-4-(3,4-디플루오로페닐)-3-(메톡시페닐)부티레이트;에리트로-/트레오-메틸-4-시아노-4-(-플루오로페닐)-3-(-메톡시페닐)부티레이트;에리트로-/트레오-4-시아노-4-(-플루오로페닐)-3-(-메톡시페닐)부티레이트;또는 에리트로-/트레오-메틸-4-시아노-4-(-플루오로페닐)-3-(-메톡시페닐)부티레이트인 방법.
  11. 하기 일반식을 갖는 화합물의 에리트로/트레오혼합물을 제초제적으로 효과적인 양만큼, 원하지 않는 식물의 다른 증식 기관이나 그 식물의 종자를 함유한 토양에 적용하는 것으로 구성되는 밀과 보리에서 원하지 않는 식물을 선택적으로 제어하는 방법.
    상기식에서 R4는 알킬 C1-C8, 모노할로알킬 C1-C4, 히드록시알키닐 C2-C4, 모노할로키닐 C4-C6, 모노할로알케닐 C4-C6, 알콕시 C1-C4, 또는 알킬 C1-C4.
  12. 소듐 메톡사이드를 차가운 톨루엔속에서 m-플루오로페닐아세트니트릴 메틸 p-플루오로신나메이트와 반응시켜 반응 혼합물을 형성하고; 혼합물을 실온으로 메우고; 혼합물을 분배하고 분배된 물질을 황산 마그네슘으로 처리함으로써 따뜻한 반응 혼합물로 부터 에리트로-/트레오-메틸-4-시아노-3-(p-플루오로페닐)-4-(m-플루오로페닐)부티레이트를 분리하는 것을 특징으로 하는 에리트로-/트레오-메틸 4-시아노-3-(p-플루오로페닐)-4-(m-플루오로페닐)부티레이트를 제조하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR870012541A 1986-11-06 1987-11-06 4- 시아노-4-(플루오로페닐)-3-(치환페닐)부티르산 에스테르 및 그 유도체와 선택적 제초제로서 그것의 사용 방법 KR880006169A (ko)

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WO2011003776A2 (de) 2009-07-09 2011-01-13 Basf Se Substituierte cyanobutyrate mit herbizider wirkung
WO2011003775A2 (de) 2009-07-09 2011-01-13 Basf Se Substituierte cyanobutyrate mit herbizider wirkung
WO2011042378A1 (de) 2009-10-09 2011-04-14 Basf Se Substituierte cyanobutyrate mit herbizider wirkung
WO2011073143A1 (en) 2009-12-18 2011-06-23 Basf Se Substituted cyanobutyrates having herbicidal action
WO2011098417A1 (en) 2010-02-10 2011-08-18 Basf Se Substituted cyanobutyrates having herbicidal action
DE102011080568A1 (de) 2010-08-16 2012-02-16 Basf Se Substituierte Cyanobutyrate mit herbizider Wirkung
EP2474226A1 (en) 2011-01-07 2012-07-11 Basf Se Herbicidally active composition comprising cyanobutyrates
CN103476251A (zh) * 2011-03-18 2013-12-25 拜耳知识产权有限责任公司 取代的(3r,4r)-4-氰基-3,4-二苯基丁酸酯,其制法和作为除草剂和植物生长调节剂的用途
JP2014516919A (ja) * 2011-03-18 2014-07-17 バイエル・インテレクチユアル・プロパテイー・ゲー・エム・ベー・ハー 置換された4−シアノ−3−(2,6−ジフルオロフェニル)−4−フェニルブタン酸化合物、それの製造方法ならびに除草剤および植物成長調節剤としてのそれらの使用
US9084425B2 (en) 2011-07-15 2015-07-21 Bayer Intellectual Property Gmbh 2,3-diphenyl-valeronitrile derivatives, method for the production thereof and use thereof as herbicides and plant growth regulators
JP5952909B2 (ja) 2011-10-31 2016-07-13 バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングBayer Intellectual Property GmbH 置換4−シアノ−3−フェニル−4−(ピリジン−3−イル)ブタノエート類、それらの調製方法、並びに除草剤及び植物成長調節剤としてのそれらの使用
AR089249A1 (es) 2011-12-19 2014-08-06 Bayer Ip Gmbh 4-ciano-3-fenil-4-(piridin-3-il)butanoatos sustituidos, procedimientos para su preparacion y su uso como herbicidas y como reguladores del crecimiento de plantas
US9661848B2 (en) 2012-12-21 2017-05-30 Bayer Cropscience Ag Substituted 4-cyan-3-(pyridyl)-4-phenylbutanoates, method for the production thereof and uses as herbicides and plant growth regulators
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WO2016001204A1 (de) 2014-07-04 2016-01-07 Bayer Cropscience Ag Substituierte 5-hydroxy-2-heteroaryl-3-phenylpentanonitrilderivate, verfahren zu deren herstellung und deren verwendung als herbizide und/oder pflanzenwachstumsregulatoren
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