KR930004285A - 이미노티아졸린류, 그의 제조방법 및 제초제로서의 용도, 및 그의 제조용 중간체 - Google Patents

이미노티아졸린류, 그의 제조방법 및 제초제로서의 용도, 및 그의 제조용 중간체 Download PDF

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KR930004285A
KR930004285A KR1019920015060A KR920015060A KR930004285A KR 930004285 A KR930004285 A KR 930004285A KR 1019920015060 A KR1019920015060 A KR 1019920015060A KR 920015060 A KR920015060 A KR 920015060A KR 930004285 A KR930004285 A KR 930004285A
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alkyl
halo
halogen
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신이찌 가와무라
게이이찌 이즈미
준이찌 사또
유즈루 사네미쓰
료 사또
다쓰히로 하마다
히데유끼 시바따
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모리 히데오
스미또모가가꾸 고오교 가부시끼가이샤
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D277/38—Nitrogen atoms
    • C07D277/40—Unsubstituted amino or imino radicals
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/18—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D277/38—Nitrogen atoms
    • C07D277/44—Acylated amino or imino radicals
    • C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D277/38—Nitrogen atoms
    • C07D277/44—Acylated amino or imino radicals
    • C07D277/48—Acylated amino or imino radicals by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof, e.g. carbonylguanidines

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

내용 없음.

Description

이미노티아졸린류, 그의 제조방법 및 제초제로서의 용도, 및 그의 제조용 중간체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (17)

  1. 하기 식(1)의 이미노티아졸린 화합물.
    [상기 식중, R1은 할로겐, 할로(저급)알킬, 할로(저급)알콕시 또는 할로(저급)알킬티오이고; R2은 저급 알킬, 염소, 브롬 또는 요오드이며; R3은 (저급알킬)카르보닐, (저급 시클로알킬)카르보닐, (저급 시클로알콕시)카르보닐, (저급 알콕시)카르보닐 또는 (저급 알킬)술포닐이고 이들은 모두 할로겐, 저급 알킬, 자급 알콕시, 저급시클로알킬 및 저급 시클로알콕시에서 선택된 적어도 하나의 치환기에 의해 이의로 치환되며; R4은 할로겐이다].
  2. 하기 식(Ⅰ)의 이미노티아졸린 화합물.
    (상기 식중, R1은 할로겐, 할로(C1-C3)알킬, 할로(C1-C3)알콕시 또는 할로(C1-C3)알킬티오이고; R2은 C1-C2알킬, 염소, 브롬 또는 요오드이며; R3은 C1-C6알킬카르보닐, C3-6시클로알킬카르보닐, C3-C6시클로알콕시카르보닐, C1-C6알콕시카르보닐 또는 C1-C6알킬술포닐이고 이들은 모두 할로겐, C1-C3알킬, C1-C3알콕시, C3-C6시클로알킬 및 C3-C6시클로알콕시에서 선택된 적어도 하나의 치환기에 의해 이의로 치환되며; R4은 할로겐이다].
  3. 제1항에 있어서, R4가 파라위치에 있는 화합물.
  4. 제1항에 있어서, R4가 불소인 화합물.
  5. 제1항에 있어서, R1가 할로(C1-C3)알킬인 화합물.
  6. 제1항에 있어서, R1가 트리플루오로메틸인인 화합물.
  7. 제1항에 있어서, R2가 C1-C2알킬인 화합물.
  8. 제1항에 있어서, R3가 C1-C6알킬카르보닐 또는 C3-C6시클로알킬카르보닐이고 이들은 모두 할로겐, C1-C3알킬 및 C1-C3알콕시에서 선택된 적어도 하나의 치환기에 의해 임의로 치환된 화합물.
  9. 제8항에 있어서, R2가 C1-C2알킬인 화합물.
  10. 제9항에 있어서, R4가 파라 위치의 불소인 화합물.
  11. 하기 식(Ⅱ)의 이미노티아졸린딘 화합물을 염기 또는 산과 반응시켜 하기 식(1-1)의 화합물을 수득하거나; 또는 하기 식(Ⅳ)의 이미노티아졸린 화합물을 염기 존재하에 식 R3-Cl 또는 R3-O-R3의 화합물과 반응시키거나 식 R3-O-R3의 화합물과 반응시켜 하기 식(1-1)의 이미노티아졸린 화합물을 수득하거나; 또는 하기 식(1-5)의 이미노티아졸린 화합물을 연기 존재하에 하기 식(ⅩⅤ)의 알코올과 반응시켜 하기 식(1-2)의 이미노티아졸린 화합물을 수득하거나; 또는 하기 식(Ⅶ) 또는 (Ⅷ)의 이미노티아졸린 화합물을 염소화제, 브롬화제 또는 요오드화제와 반응시켜 하기 식(1-3)의 이미노티아졸린 화합물을 수득함을 특징으로 하는 하기 식(Ⅰ)의 이미노티아졸린 화합물의 제조방법.
    [상기 식중, R1은 할로겐, 할로(C1-C3)알킬, 할로(C1-C3)알콕시 또는 할로(C1-C3)알킬티오이고; R2은 C1-C2알킬, 염소, 브롬 또는 요오드이며; R3은 C1-C6알킬카르보닐, C3-C6시클로알킬카르보닐, C3-C6시클로알콕시카르보닐, C1-C6알콕시카르보닐 또는 C1-C6알킬술포닐이고 이들은 모두 할로겐, C1-C3알킬, C1-C3알콕시, C3-C6시클로알킬 및 C3-C6시클로알콕시에서 선택된 적어도 하나의 치환기에 의해 이의로 치환되며; R4은 할로겐이고, R6은 수소 또는 메틸이며: R8은 C1-C6알킬이고, R9은 C1-C6알킬이며, R10은 염소, 브롬 또는 요오드이다].
  12. 하기 식(Ⅳ)의 이미노티아졸린 화합물.
    [상기 식중, R1은 할로겐, 할로(저급)알킬, 할로(저급)알콕시 또는 할로(저급)알킬티오이고; R4은 할로겐이며; R6은 수소 또는 메틸이다].
  13. 하기 식(Ⅳ)의 이미노티아졸린 화합물.
    [상기 식중, R1은 할로겐, 할로(C1-C3)알킬, 할로(C1-C3)알콕시 또는 할로(C1-C2)알킬티오이고; R4은 할로겐이며; R6은 수소 또는 메틸이다].
  14. 하기 식(Ⅰ-4)의 화합물을 산으로 가부분해함을 특징으로 하는 하기 식(Ⅳ)의 이미노티아졸린 화합물의 제조방법.
    [상기 식중, R1은 할로겐, 할로(C1-C3)알킬, 할로(C1-C3)알콕시 또는 할로(C1-C3)알킬티오이고; R4은 할로겐이며; R6은 수소 또는 메틸이고, R7은 C1-C6알킬카르보닐이다].
  15. 활성성분으로 제초적 유효량의 제1항의 화합뭍, 및 비활성 담체 또는 희석제를 함유하는 제초제 조성물.
  16. 제초적 유효량의 제1항의 화합물 및 비활성 담체 또는 희석제를 원하지 않는 잡초가 성장하거나 성장할 지역에 살포함을 특징으로 하는, 원하지 않는 잡초의 제조방법.
  17. 제16항에 있어서, 화합물이 조성물 형태로 살포되는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개되는 것임.
KR1019920015060A 1991-08-23 1992-08-21 이미노티아졸린류, 그의 제조방법 및 제초제로서의 용도, 및 그의 제조용 중간체 KR930004285A (ko)

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AU (1) AU655487B2 (ko)
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CA (1) CA2076358A1 (ko)
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HUT62872A (en) 1993-06-28
TW227559B (ko) 1994-08-01
AU655487B2 (en) 1994-12-22
RU2056413C1 (ru) 1996-03-20
CA2076358A1 (en) 1993-02-24
AU2111392A (en) 1993-02-25
EP0529482A1 (en) 1993-03-03

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