KR930023343A - 피리딜 유도체 - Google Patents
피리딜 유도체 Download PDFInfo
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- KR930023343A KR930023343A KR1019930007856A KR930007856A KR930023343A KR 930023343 A KR930023343 A KR 930023343A KR 1019930007856 A KR1019930007856 A KR 1019930007856A KR 930007856 A KR930007856 A KR 930007856A KR 930023343 A KR930023343 A KR 930023343A
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- pyridyl
- formula
- methyl
- general formula
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- 125000004076 pyridyl group Chemical group 0.000 title claims abstract 12
- 150000001875 compounds Chemical class 0.000 claims abstract 7
- 239000000575 pesticide Substances 0.000 claims abstract 3
- -1 4-chlorophenyl-ethynyl Chemical group 0.000 claims 15
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 7
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- 239000003085 diluting agent Substances 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 238000006243 chemical reaction Methods 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 241000607479 Yersinia pestis Species 0.000 claims 3
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000004438 haloalkoxy group Chemical group 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 claims 2
- YTLYLLTVENPWFT-UPHRSURJSA-N (Z)-3-aminoacrylic acid Chemical compound N\C=C/C(O)=O YTLYLLTVENPWFT-UPHRSURJSA-N 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 239000004606 Fillers/Extenders Substances 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 125000004666 alkoxyiminoalkyl group Chemical group 0.000 claims 1
- 150000001720 carbohydrates Chemical class 0.000 claims 1
- 235000014633 carbohydrates Nutrition 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 239000012022 methylating agents Substances 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 239000000543 intermediate Substances 0.000 abstract 1
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
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon 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
- C07D213/72—Nitrogen atoms
-
- 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
-
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
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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)
- Pyridine Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
본 발명은 하기 일반식 (Ⅰ)의 신규 피리딜 유도체, 그의 제조방법, 및 신규 중간체에 관한 것이다.
상기식에서, Ar 및 A는 명세서에서 정의한 바와같다.
일반식 (Ⅰ)의 신규 화합물은 농약으로서 사용된다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (11)
- 일반식 (Ⅰ)의 피리딜 유도체.상기식에서, Ar은 임의로 치환된 페닐 또는 임의로 치환된 피리딜을 나타내고, A는 CH2그룹 또는 구조식의 래디칼을 나타내며, 단, 화합물 메틸 2-메톡시-1-{N-[6-(4-클로로페닐-에티닐)-2-피리딜]-N-메틸}-아미노-마크릴레이트, 메틸 2-메톡시-1-{N-[6-(2-플루오로-4-클로로페닐-에티닐)-2-피리딜]-N-메틸}-아미노-아크릴레이트, 메틸 2-메톡시-1-{N-(4-플루오로-2-클로로페닐-에티닐)-2-피리딜]-N-메틸}-아미노-아크릴레이트 및 메틸 2-메톡시-1-{N-(6-페닐-에티닐)-2-피리딜]-N-메틸}-아미노-아크릴레이트는 제외된다.
- 제 1항에 있어서, Ar이 각각 동일하거나 상이한 치환체에 의해 임의로 일치환되거나 다치환된 페닐 또는 피리딜을 나타내고, 여기에서 각 경우에 적합한 치환체는 할로겐, 시아노, 니트로, 각각 1 내지 4개의 탄소원자를 가지며 각 경우에 직쇄 또는 측쇄인 알킬, 알콕시 또는 알킬티오, 각각 1내지 4개의 탄소원자 및 1 내지 9개의 동일하거나 상이한 할로겐 원자를 갖는 각 경우에 직쇄 또는 측쇄인 할로게노알킬, 할로게노알콕시 또는 할로게노알킬티오, 각각 개개 알킬 부위에 1 내지 4개의 탄소원자를 갖는 각 경우에 직쇄 또는 측쇄인 알콕시카보닐 또는 알콕스이미노알킬, 및 할로겐 및/또는 탄수소 1내지 4의 직쇄 또는 측쇄 알킬로 구성된 그룹중에서 선택된 동일하거나 상이한 치완체에 의해 임의로 일치환되거나 다치환된 페닐이며, A는 CH2그룹 또는 구조식의 래디칼을 나타내는 일반식(Ⅰ)의 피리딜 유도체.
- 제 1항에 있어서, Ar이 각각 동일하거나 상이한 치완체에 의해 임의로 일치환 내지 삼치환된 페닐, 2-피리딜, 3-피리딜 또는 4-피리딜을 나타내고, 여기에서 각 경우에 적합한 치환체는 할로겐, 시아노, 니트로, 각각 1 내지 4개의 탄소원자를 가지며 각 경우에 직쇄 또는 측쇄인 알킬, 알콕시 또는 알킬티오, 각각 1 내지 4개의 탄소원자 및 1 내지 9개의 동일하거나 상이한 할로겐 원자를 갖는 각 경우에 직쇄 또는 측쇄인 할로게노알킬, 할로게노알콕시 또는 할로게노알킬티오, 각각 개개 알킬 부위에 1 내지 4개의 탄소원자를 갖는 각 경우에 직쇄 또는 측쇄인 알콕시카보닐 또는 알콕스이미노알킬이며, A는 CH2그룹 또는 구조식의 래디칼을 나타내는 일반식 (Ⅰ)의 화합물.
- 제 1항에 있어서, Ar이 각각 동일하거나 상이한 치환체에 의해 임의로 일치환되거나 이치환된 페닐, 2-피리딜 또는 4-피리딜을 나타내고, 여기에서 각 경우에 적합한 치환체는 불소, 염소, 브롬, 시아노, 니트로, 메틸, 에틸, n- 또는 i-프로필, n-, i-, s- 또는 t-부틸 ,메톡시, 에톡시, n- 또는 i-프로폭시, n-, i-, s- 또는 t-부톡시, 메틸티오, 에틸티오, 트리플루오로메틸, 트리플루오로메톡시, 트리플루오로메틸티오, 메톡시카보닐, 에톡시카보닐, 메톡스이미노메틸, 메톡스이미노에틸, 에톡스이미노메틸 또는 에톡스이미노에틸이며, A는 CH2그룹 또는 구조식의 래디칼을 나타내는 일반식(Ⅰ)의 화합물.
- a) 일반식(Ⅱ)의 페닐에티닐 화합물을, 적합하다면 희석제의 존재하, 적합하다면 촉매의 존재하 및 적합하다면 반응 보조제의 존재하에서 구조식(Ⅲ)의 메틸 N-(6-브로모-2-피리딜)-사코시네이트와 반응시키거나, b) 구조식(Ⅳ)의 메틸 N-(6-에티닐-2-피리딜)-사코시네이트를, 적합하다면 희석제의 존재하, 적합하다면 촉매의 존재하 및 적합하다면 반응 보조제의 존재하에서 일반식(Ⅴ)의 할로게노방향족 화합물과 반응시키거나, c) 연속 반응 단계에 의해, 우선 제 1단계에서, 방법 (a) 또는 (b)에 의해 수득될 수 있는 일반식(Ia)의 피리딜 유도체를, 적합하다면 희석제의 존재하에서 일반식 (Ⅵ)의 오르토포름산 디아미드 에스테르와 반응시키고, 생성된 일반식(Ⅶ)의 아미노 아크릴레이트를, 제 2단계에서, 적합하다면 희석제의 존재항에서 일차로 묽은 무기산으로 가수분해 시킨후, 생성된 일반식(Ⅷ)의 하이드록시 아크릴레이트를, 제3 단계에서는 적합하다면 희석제의 존재하 및 적합하다면 반응 보조제의 존재하에서 메틸화제와 반응시킴을 특징으로하여, 일반식(Ⅰ)의 피리딜 유도체의 제조방법.상기식에서, Ar 및 A는 제 1항에서 정의한 바와같고, Ⅹ는 브롬 또는 요오드를 나타내며, R1은 수소 또는 알킬을 나타내고, R2및 R3는 각 경우에 서로에 대해 독립적으로 알킬을 나타내거나, 이들이 결합된 탄소원자와 함께는 사이클로알킬 래디칼을 나타내며, R4및 R5는 각 경우에 서로에 대해 독립적으로 알킬을 나타내거나, 이들이 결합된 질소원자와 함께는 임의로 추가의 헤테로원자를 함유할 수 있는 헤테로사이클을 나타낸다.
- 구조식 (Ⅳ)의 메틸 N-(6-에티닐-2-피리딜)-사코시네이트.
- 구조식 (Ⅸ)의 메틸 N-[6-(2-트리메틸실릴-에티닐)-2-피리딜]-사코시네이트.
- 제 1항 내지 제 7항에 따른 일반식(Ⅰ), 구조식(Ⅳ) 또는 구조식(Ⅸ)의 피리딜 유도체를 적어도 하나 함유함을 특징으로 하는 농약.
- 해충을 구제하기 위한 제 1항 내지 7항에 따른 일반식(Ⅰ), 구조식(Ⅳ) 또는 구조식(Ⅸ)의 피리딜 유도체의 용도.
- 제 1항 내지 7항에 따른 일반식(Ⅰ), 구조식(Ⅳ) 또는 구조식(Ⅸ)의 피리딜 유도체를 해충 및/또는 그들의 환경에 작용시킴을 특징으로 하여 해충을 구제하는 방법.
- 제 1항 내지 7항에 따른 일반식(Ⅰ), 구조식(Ⅳ) 또는 구조식(Ⅸ)의 피리딜 유도체를 증량제 및/또는 계면활성제와 혼합함을 특징으로하는 농약의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4215469A DE4215469A1 (de) | 1992-05-11 | 1992-05-11 | Pyridyl-Derivate |
| DEP4215469.3 | 1992-05-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR930023343A true KR930023343A (ko) | 1993-12-18 |
Family
ID=6458583
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019930007856A KR930023343A (ko) | 1992-05-11 | 1993-05-07 | 피리딜 유도체 |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0579908B1 (ko) |
| JP (1) | JPH0649029A (ko) |
| KR (1) | KR930023343A (ko) |
| BR (1) | BR9301798A (ko) |
| DE (2) | DE4215469A1 (ko) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX9708552A (es) * | 1995-05-09 | 1997-12-31 | Basf Ag | (het)ariloxi-, -tio- y -aminocrotonatos, su preparacion y uso. |
| JPH10185018A (ja) * | 1996-12-27 | 1998-07-14 | Yokohama Rubber Co Ltd:The | 高圧ホース |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8521082D0 (en) * | 1985-08-22 | 1985-09-25 | Ici Plc | Fungicides |
| DE3904931A1 (de) * | 1989-02-17 | 1990-08-23 | Bayer Ag | Pyridyl-substituierte acrylsaeureester |
| GB8926429D0 (en) * | 1989-11-22 | 1990-01-10 | Ici Plc | Fungicides |
-
1992
- 1992-05-11 DE DE4215469A patent/DE4215469A1/de not_active Withdrawn
-
1993
- 1993-04-28 EP EP93106887A patent/EP0579908B1/de not_active Expired - Lifetime
- 1993-04-28 DE DE59307314T patent/DE59307314D1/de not_active Expired - Fee Related
- 1993-05-07 JP JP5130007A patent/JPH0649029A/ja active Pending
- 1993-05-07 KR KR1019930007856A patent/KR930023343A/ko not_active Application Discontinuation
- 1993-05-10 BR BR9301798A patent/BR9301798A/pt not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0579908A3 (de) | 1994-02-02 |
| DE4215469A1 (de) | 1993-11-18 |
| EP0579908A2 (de) | 1994-01-26 |
| DE59307314D1 (de) | 1997-10-16 |
| BR9301798A (pt) | 1993-11-16 |
| JPH0649029A (ja) | 1994-02-22 |
| EP0579908B1 (de) | 1997-09-10 |
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| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |