KR980002023A - N-아세토닐벤즈아미드를 포함하는 살균 조성물 및 n-아세토닐벤즈아미드의 제조방법 - Google Patents

N-아세토닐벤즈아미드를 포함하는 살균 조성물 및 n-아세토닐벤즈아미드의 제조방법 Download PDF

Info

Publication number
KR980002023A
KR980002023A KR1019970028323A KR19970028323A KR980002023A KR 980002023 A KR980002023 A KR 980002023A KR 1019970028323 A KR1019970028323 A KR 1019970028323A KR 19970028323 A KR19970028323 A KR 19970028323A KR 980002023 A KR980002023 A KR 980002023A
Authority
KR
South Korea
Prior art keywords
alkyl
halo
alkenyl
alkynyl
independently selected
Prior art date
Application number
KR1019970028323A
Other languages
English (en)
Other versions
KR100473534B1 (ko
Inventor
엔리크 루이스 미첼로티
데이비드 해밀톤 영
토마스 안토니 맥라우린
Original Assignee
에들러 마크 에스
롬 앤드 하스 캄파니
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 에들러 마크 에스, 롬 앤드 하스 캄파니 filed Critical 에들러 마크 에스
Publication of KR980002023A publication Critical patent/KR980002023A/ko
Application granted granted Critical
Publication of KR100473534B1 publication Critical patent/KR100473534B1/ko

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C233/76—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/61—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/84—Nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pyridine Compounds (AREA)

Abstract

본 발명은 N-아세토닐벤즈아미드 살균제의 한 종류의 거울상 이성질체를 우세하게 포함하는 새로운 조성물, N-아세토닐벤즈아미드의 제조 방법 및 살균제로 사용하는 방법에 관한 것이다.

Description

N-아세토닐벤즈아미드를 포함하는 살균 조성물 및 N-아세토닐벤즈아미드의 제조 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (13)

  1. a. 입체 화학 구조로 나타낸 식(Ⅰ)의 N-아세토닐벤즈아미드 화합물 ; 및
    (단, 상기 식에서 1. A는 N 및 C-R5로부터 선택되며 ; 2. R1및 R2는 같지 않으며, H, (C1-C6)알킬, (C2-C6)알케닐, (C2-C6)알키닐 및 할로(C1-C6)알킬로부터 독립적으로 선택되고 R2는 R1보다 입체화학적으로 크며 ; 3. R3, R4및 R5는 H, 할로(C1-C6)알킬, (C2-C6)알케닐, (C2-C6)알키닐, 할로(C|2-C6)알킬, (C1-C6)알콕시, 할로(C1-C6)알콕시, 시아노, 니트로, -CR6=NOR7, -NR8R9, -CONR10R11및 -NH-CO-OR12로부터 독립적으로 선택되고 R6은 H, (C1-C6)알킬, (C2-C6)알케닐 및 (C2-C6)알키닐로부터 선택되고, R7은 H, (C1-C6)알킬, (C2-C6)알케닐, (C2-C6)알키닐 및 (C1-C6)알킬카보닐로부터 선택되며, R8및 R9는 H, (C1-C6)알킬 및 (C1-C6)알킬카보닐로부터 독립적으로 선택되며, R10및 R11은 H 및 (C1-C6)알킬로부터 독립적으로 선택되며 ; R12는 H, (C1-C6)알킬, (C2-C6)알케닐 및 (C2-C6)알키닐로 부터 선택되며 ; 4, X, Y 및 Z는, X, Y 및 Z가 모두 H가 되지 않도록, H, 할로, 시아노, 티오시아노, 이소티오시아노 및 (C1-C4)알킬술포닐옥시로 부터 독립적으로 선택된다) ; b. 농경학적으로 수용가능한 캐리어 ; 를 포함하며, R1이 R2보다 입체 화학적으로 큰 식 Ⅰ의 N-아세토닐벤즈이미드 화합물이 현저하게 존재하지 않는 조성물.
  2. 제1항에 있어서, 상기 R3는 할로, 시아노, 니트로 및 -CH=NOCH3로부터 선택되며 ; R4는 H, 할로, 시아노, (C1-C6)알킬, -NH-CO-OR12및 -NR|10R11로부터 선택되며 ; R5는 할로, 시아노 및 (C1-C6)알킬로 부터 선택되며 ; R1및 R2는 (C1-C6)알킬로부터 독립적으로 선택되며 ; X 및 Y는 H이며 ; Z는 클로로임 ; 을 특징으로 하는 조성물.
  3. 제1항에 있어서, 상기 R3는 클로로, 브로모, 시아노 및 -CH=NOCH3로 부터 선택되며 ; R4는 H, -NH2, 시아노 및 -CH3로부터 선택되며 ; R5는 클로로, 브로모, 시아노 및 -CH3로부터 선택되며 ; R1은 메틸 ; R2는 에틸 ; X 및 Y는 H ; Z는 클로로 ; 임을 특징으로 하는 조성물.
  4. 청구범위 제1항의 조성물중 N-아세토닐벤즈아미드 화합물.
  5. a. 하기식의 양지화된 아미노산 에스테르를
    (단, 상기 식에서 R1및 R2는 서로 같지 않으며, H, (C1-C6)알킬, (C2-C6)알케닐, (C2-C6)알키닐 및 할로(C1-C6)알킬로부터 독립적으로 선택되며, R은 (C1-C6)알킬로부터 선택된다.) 하기식의 아실 클로라이드와 반응시켜
    (단, 상기 식에서 A는 N 및 C-R5로부터 선택되며, R3, R4및 R5는 H, 할로, (C1-C6)알킬, (C2-C6)알케닐, (C2-C6)알키닐, 할로(C1-C6)알킬, (C1-C6)알콕시, 할로(C1-C6)알콕시, 시아노, 니트로, -CR6=NOR7, -NR8R9, -CONR10R|11및 -NH-CO-OR12로부터 독립적으로 선택되며, R6은 H, (C1-C6)알킬, (C2-C6)알케닐 및 (C2-C6)알키닐로 부터 선택되며, R7은 H, (C1-C6)알킬, (C2-C6)알케닐, (C2-C|6)알키닐 및 (C1-C6)알킬카보닐로 부터 선택되며, R8및 R9는 H, (C1-C6)알킬 및 (C1-C6)알킬카보닐로 부터 독립적으로 선택되며, R10및 R11은 H 및 (C1-C6)알킬로부터 독립적으로 선택되며 ; R12는 H, (C1-C6)알킬, (C2-C6)알케닐 및 (C2-C6)알키닐로 부터 선택된다.) 하기식의 벤즈아미드-에스테르를 제조하는 단계 ;
    b. 상기 벤즈아미드-에스테르의 에스테르 부분을 가수분해하여 하기식의 벤즈아미드산을 제조하는 단계 ;
    c. 상기 젠즈아미드-산을 고리화하여 하기식의 옥사졸리논을 제조하는 단계 ; 및
    d. 상기 옥사졸리논을 고리 열림(ring opening)반응에 의해 청구범위 제1항의 조성물의 화합물을 형성하는 단계 ; 를 포함하는 청구범위 제1항의 조성물중 N-아세토닐 벤즈아미드 화합물의 제조 방법.
  6. 제5항에 있어서, 상기 형성 단계는 a. 옥사졸리논을 유기금속제로 처리하는 단계 ; b. 결과물인 케톤을 할로겐화하는 단계 ; 및 c. 디할로케톤의 수소화 단계 ; 를 포함함을 특징으로 하는 방법.
  7. 제6항에 있어서, 상기 유기금속제는 클로로메틸리튬임을 특징으로 하는 방법.
  8. 청구범위 제1항의 조성물 살균유효량을 식물의 잎, 식물의 종자 혹은 식물의 성장배지에 적용하는 단계를 포함하는 식물성 병원균류(phytopathological fungi)의 제어 방법.
  9. 제1항에 있어서, 나아가 하기식으로된 하나 혹은 그 이상의 화합물의 S 거울상이성질체를 포함하며 상기 조성물에서는 R 거울상 이성질체가 현저하게 존재하지 않음을 특징으로 하는 조성물.
  10. 제1항에 있어서, 나아가 살균제 및 살충제로부터 선택된 하나 이상의 농약(pesticide)을 포함함을 특징으로 하는 조성물.
  11. a. 하기식의 양자화된 아미노산 에스테르를
    (단, 상기 식에서 R1및 R2는 서로 같지 않으며, H, (C1-C6)알킬, (C2-C6)알케닐, (C2-C6)알키닐 및 할로(C1-C6)알킬로 부터 독립적으로 선택되며, R은 (C1-C6)알킬로 부터 선택된다.) 하기식의 아실 클로라이드와 반응시켜
    (단, 상기 식에서 A는 N 및 C-R5로부터 선택되며, R3, R4및 R5는 H, 할로, (C1-C6)알킬, (C2-C6)알케닐, (C2-C6)알키닐, 할로(C1-C6)알킬, (C1-C6)알콕시, 할로(C1-C6)알콕시, 시아노, 니트로, -CR6=NOR7, -NR8R9, -CONR10R|11및 -NH-CO-OR12로 부터 독립적으로 선택되며, R6은 H, (C1-C6)알킬, (C2-C6)알케닐 및 (C2-C6)알키닐로 부터 선택되며, R7은 H, (C1-C6)알킬, (C2-C6)알케닐, (C2-C6)알키닐 및 (C1-C6)알킬카보닐로 부터 선택되며, R8및 R9는 H, (C1-C6)알킬 및 (C1-C6)알킬카보닐로 부터 독립적으로 선택되며, R10및 R11은 H, (C1-C6)알킬로부터 독립적으로 선택되며 ; R12는 H, (C1-C6)알킬, (C2-C6)알케닐 및 (C2-C6)알키닐로 부터 선택된다.) 하기식의 벤즈아미드-에스테르를 제조하는 단계 ;
    b. 상기 벤즈아미드-에스테르의 에스테르 부분을 가수분해하여 하기식의 벤즈아미드산을 제조하는 단계;
    c. 상기 벤즈아미드-산을 고리화하여 하기식의 옥사졸리논을 제조하는 단계 ; 및
    d. 상기 옥사졸리논을 고리 열림 반응에 의해 청구범위 제1항의 조성물중 N-아세토닐벤즈아미드 화합물의 (R) 및 (S) 거울상 이성질체의 라세미 혼합물을 형성하는 단계 ; 를 포함하는 청구범위 제1항의 조성물중 N-아세토닐벤즈아미드 화합물의 (R) 및 (S) 거울상 이성질체의 라세미 혼합물 제조 방법.
  12. 제11항에 있어서, 상기 형성 단계는 a. 옥사졸리논을 유기금속제로 처리하는 단계 ; b. 결과물인 케톤을 할로겐화하는 단계 ; 및 c. 디할로케톤을 수소화하는 단계 ; 를 포함함을 특징으로 하는 방법.
  13. 제12항에 있어서, 상기 유기금속제는 클로로메틸리튬임을 특징으로 하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019970028323A 1996-06-28 1997-06-27 (s)-n-아세토닐벤즈아미드화합물을포함하는농업용살진균조성물,이를사용하는식물병원성진균의방제방법및(s)-n-아세토닐벤즈아미드화합물의제조방법 KR100473534B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US2051696P 1996-06-28 1996-06-28
US60/020516 1996-06-28
US60/020,516 1996-06-28

Publications (2)

Publication Number Publication Date
KR980002023A true KR980002023A (ko) 1998-03-30
KR100473534B1 KR100473534B1 (ko) 2006-05-02

Family

ID=21799041

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019970028323A KR100473534B1 (ko) 1996-06-28 1997-06-27 (s)-n-아세토닐벤즈아미드화합물을포함하는농업용살진균조성물,이를사용하는식물병원성진균의방제방법및(s)-n-아세토닐벤즈아미드화합물의제조방법

Country Status (20)

Country Link
EP (1) EP0816330B1 (ko)
JP (1) JP4236712B2 (ko)
KR (1) KR100473534B1 (ko)
CN (1) CN1089549C (ko)
AR (1) AR007419A1 (ko)
AT (1) ATE198318T1 (ko)
AU (1) AU2488997A (ko)
BR (1) BR9703757A (ko)
CA (1) CA2207865A1 (ko)
CO (1) CO4790129A1 (ko)
CZ (1) CZ205197A3 (ko)
DE (1) DE69703764T2 (ko)
HU (1) HUP9701115A3 (ko)
ID (1) ID17574A (ko)
IL (1) IL120970A (ko)
PL (1) PL320821A1 (ko)
SK (1) SK87497A3 (ko)
TR (1) TR199700547A3 (ko)
TW (1) TW327598B (ko)
ZA (1) ZA974950B (ko)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000319241A (ja) * 1999-04-28 2000-11-21 Ihara Chem Ind Co Ltd フェニルアルカン酸アミド化合物の製造方法
IL140300A0 (en) 1999-04-28 2002-02-10 Ihara Chemical Ind Co Process for the preparation of amides
JP4799744B2 (ja) * 2000-02-16 2011-10-26 石原産業株式会社 フェナシルアミン誘導体、それらの製造方法及びそれらを含有する有害生物防除剤
PT1256569E (pt) * 2000-02-16 2010-07-19 Ishihara Sangyo Kaisha Derivados de fenacilamina, sua produã†o e controladores de pragas que cont—m esses derivados
CA2460789C (en) * 2001-09-18 2011-06-21 Ishihara Sangyo Kaisha, Ltd. Acid amide derivatives, process for their production and pesticides containing them
US7375093B2 (en) * 2002-07-05 2008-05-20 Intrexon Corporation Ketone ligands for modulating the expression of exogenous genes via an ecdysone receptor complex
CN104513175A (zh) * 2013-09-30 2015-04-15 华东师范大学 一种光学活性α-氨基酸酯衍生物的制备方法
EP3578543A1 (en) * 2015-04-17 2019-12-11 Dow AgroSciences LLC Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
CN109810016B (zh) * 2019-02-25 2021-11-23 大连凯飞化学股份有限公司 一种对映体混合物及其制备方法和应用

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4822902A (en) * 1984-07-26 1989-04-18 Rohm And Haas Company N-acetonylbenzamides and their use as fungicides
US4863940A (en) * 1984-07-26 1989-09-05 Rohm And Haas N-acetonyl-substituted amides and phytopathogenic fungicidal use thereof
US5304572A (en) * 1992-12-01 1994-04-19 Rohm And Haas Company N-acetonylbenzamides and their use as fungicides
US5254584A (en) * 1992-12-18 1993-10-19 Rohm And Haas Company N-acetonylbenzamides and their use as fungicides

Also Published As

Publication number Publication date
TR199700547A2 (xx) 1998-01-21
AU2488997A (en) 1998-01-15
HUP9701115A2 (hu) 1998-03-30
EP0816330A1 (en) 1998-01-07
TW327598B (en) 1998-03-01
KR100473534B1 (ko) 2006-05-02
CA2207865A1 (en) 1997-12-28
EP0816330B1 (en) 2000-12-27
SK87497A3 (en) 1998-01-14
IL120970A (en) 2001-05-20
CO4790129A1 (es) 1999-05-31
HU9701115D0 (en) 1997-08-28
BR9703757A (pt) 1998-11-10
ATE198318T1 (de) 2001-01-15
JP4236712B2 (ja) 2009-03-11
ZA974950B (en) 1997-12-29
CN1089549C (zh) 2002-08-28
MX9704839A (es) 1998-07-31
CN1173278A (zh) 1998-02-18
AR007419A1 (es) 1999-10-27
CZ205197A3 (cs) 1998-01-14
TR199700547A3 (tr) 1998-01-21
IL120970A0 (en) 1997-11-20
DE69703764D1 (de) 2001-02-01
JPH1143472A (ja) 1999-02-16
PL320821A1 (en) 1998-01-05
HUP9701115A3 (en) 1998-08-28
DE69703764T2 (de) 2001-05-23
ID17574A (id) 1998-01-08

Similar Documents

Publication Publication Date Title
US4425357A (en) Acyl anilines exerting a fungicidal action
US4466822A (en) Compositions, which promote plant growth and protect plants, based on oxime ethers and oxime esters
DD141403A5 (de) Herbizide mittel
ATE12495T1 (de) Chinoxalinyloxyphenoxyalkan-carbonsaeure-derivat , ihre herstellung und ihre verwendung als herbizide.
KR960016715A (ko) 살균성을 갖는 피리다지논 화합물, 이를 함유 하는 조성물 및 사용방법
KR980002023A (ko) N-아세토닐벤즈아미드를 포함하는 살균 조성물 및 n-아세토닐벤즈아미드의 제조방법
DE2643477A1 (de) Mikrobizide
KR910009157A (ko) 제초성 조성물
HUP0102678A2 (hu) Peszticid hatású fenil-metoxi-imino-ecetsav-származékok, intermedierjeik előállításuk és alkalmazásuk
KR880002816A (ko) 요오도프로파르길 카르바메이트 유도체, 그의 제조방법 및 그를 활성성분으로 함유하는 살균 조성물
CA1179680A (en) Herbicidal n-haloacetyl-2-alkyl-6-acylanilines
KR900007322A (ko) 살균 화합물, 이들의 제조방법 및 사용, 및 이들을 함유하는 조성물
JPS5939401B2 (ja) 微生物防除剤とその製法
US4713200A (en) Pesticidal compounds
KR920004353A (ko) 4,5,6,7-테트라하이드로-3-아릴-인다졸, 그의 제조방법 및 제초제로의 용도
ES2394375T3 (es) Composición para repeler y ahuyentar plagas
FR2434148A1 (fr) Compositions presentant des proprietes de regulation de la croissance des plantes et des proprietes insecticides
KR940003954A (ko) 제초성 퀴놀리닐옥사디아졸 유도체
US4294835A (en) 2-Hydroxy benzamide derivatives and use thereof as a fungicide
KR980002024A (ko) 살균활성 n-아세토닐벤즈아미드 화합물 및 이를 이용한 균류제어방법
DK0749416T3 (da) Udvalgte benzamidfungicider til bekæmpelse af rodbrand i planter
KR950014086A (ko) 옥사졸린 유도체, 그의 제조방법 및 그것을 함유하는 농원예용의 유해생물방제제
CH637368A5 (de) Anilinderivate und daraus hergestellte schaedlingsbekaempfungsmittel.
KR920002521A (ko) 살균제
JPS5940830B2 (ja) アニリン誘導体、その製造方法および該化合物を含有する殺微生物剤並びにそれによる防除方法

Legal Events

Date Code Title Description
N231 Notification of change of applicant
A201 Request for examination
E902 Notification of reason for refusal
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20081219

Year of fee payment: 5

LAPS Lapse due to unpaid annual fee