KR840006804A - 하이드록시알키닐-아졸릴 유도체의 제조방법 - Google Patents
하이드록시알키닐-아졸릴 유도체의 제조방법 Download PDFInfo
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- KR840006804A KR840006804A KR1019830005408A KR830005408A KR840006804A KR 840006804 A KR840006804 A KR 840006804A KR 1019830005408 A KR1019830005408 A KR 1019830005408A KR 830005408 A KR830005408 A KR 830005408A KR 840006804 A KR840006804 A KR 840006804A
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- South Korea
- Prior art keywords
- carbon atoms
- phenyl
- case
- halogen
- alkyl
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- 125000004432 carbon atom Chemical group C* 0.000 claims 21
- -1 metal complex salt Chemical class 0.000 claims 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 13
- 125000001424 substituent group Chemical group 0.000 claims 12
- 125000000217 alkyl group Chemical group 0.000 claims 11
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 8
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 8
- 229910052801 chlorine Inorganic materials 0.000 claims 8
- 239000000460 chlorine Substances 0.000 claims 8
- 229910052731 fluorine Inorganic materials 0.000 claims 8
- 239000011737 fluorine Substances 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 125000004414 alkyl thio group Chemical group 0.000 claims 5
- 125000004438 haloalkoxy group Chemical group 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000001188 haloalkyl group Chemical group 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims 2
- 125000002071 phenylalkoxy group Chemical group 0.000 claims 2
- 125000004660 phenylalkylthio group Chemical group 0.000 claims 2
- 150000003254 radicals Chemical class 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 claims 1
- IGERFAHWSHDDHX-UHFFFAOYSA-N 1,3-dioxanyl Chemical class [CH]1OCCCO1 IGERFAHWSHDDHX-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 150000000475 acetylene derivatives Chemical class 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims 1
- DKEKURXRUXRNES-UHFFFAOYSA-N bis(1h-pyrrol-2-yl)methanone Chemical compound C=1C=CNC=1C(=O)C1=CC=CN1 DKEKURXRUXRNES-UHFFFAOYSA-N 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 125000000532 dioxanyl group Chemical group 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 claims 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 239000003444 phase transfer catalyst Substances 0.000 claims 1
- 125000005359 phenoxyalkyl group Chemical group 0.000 claims 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical class [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole 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
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Environmental Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Health & Medical Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Polymerization Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Stereo-Broadcasting Methods (AREA)
- Measuring Pulse, Heart Rate, Blood Pressure Or Blood Flow (AREA)
- Combined Controls Of Internal Combustion Engines (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (3)
- 일반식(Ⅱ)의 아졸릴케톤을 염기 및 희석제의 존재하에, 적절하게는 상전이 촉매의 존재하에 일반식(Ⅲ)의 아세틸렌 유도체와 반응시키고, 경우에 따라 수득된 일반식(Ⅰ)화합물에 산 또는 금속염을 가함을 특징으로 하여 일반식(Ⅰ)의 하이드록시 알키닐 아졸릴 유도체 및 그의 산부가염 및 금속착염을 제조하는 방법.상기식에서, AZ은 1,2,4-트리아졸릴 또는 이미다졸릴을 나타내며 ; X는 임의로 치환된 페닐 또는 알킬을 나타내며 ; R은의 그룹을 나타내고, 여기에서, R1은 수소 또는 할로겐을 나타내며, R2는 할로겐을 나타내고, R3는 알킬티오, , 할로게노알콕시, 할로게노알킬티오, 알케닐, 알콕시카보닐 또는 시아노를 나타내거나, 각각의 경우 임의로 치환된 페닐, 페녹시, 페닐티오, 페닐알콕시 또는 페닐 알킬티오를 나타내며, n은 0, 1 또는 2를 나타내고, m은 0 또는 1을 나타내며, Het는 임의로 치환된 디옥소라닐 또는 디옥사닐을 나타낸다.
- 제1항에 있어서, AZ가 1,2,4-트리아졸-1-일 또는 이미다졸-1-일을 나타내고; X가 탄소수 1내지 4의 직쇄 또는 측쇄 알킬 또는 동일하거나 다른 치환기에 의해 임의로 일-, 이-, 삼-, 사- 또는 오- 치환된 페닐(여기에서 치환기는 할로겐, 탄소수 1내지 4의 알킬 ; 알콕시 및 알킬티오(각각의 경우 탄소수 1 또는 2); 할로게노알킬, 할로게노알콕시 및 할로게노알킬티오(각각의 경우 탄소수가 1 또는 2이고, 1내지 5의 동일하거나 다른 할로겐원자이다), 알독심라디칼, 케톡심라디칼 및 그의 에테르 유도체 ; 및 각각의 경우 할로겐 또는 탄소수 1 또는 2의 알킬에 의해 임의로 치환된 페닐, 페녹시, 벤질 및 벤질옥시일 수 있다)를 나타내며 ;여기에서 R1은 수소, 불소, 염소 또는 브롬을 나타내고,R2는 불소, 염소 또는 브롬을 나타내며, R3는 탄소수 1내지 4의 알킬티오 ; 할로게노 알콕시 또는 할로게노알킬티오(각각의 경우 탄소수 1 또는 2이고, 1내지 5의 동일하거나 다른 할로겐원자이다); 탄소수 2내지 6의 알케닐, 알킬부위가 탄소수 1내지 4인 알콕시카보닐, 시아노, 또는 페닐상에서 동일하거나 다른 치환기로 임의로 일-, 이-, 삼-, 사- 또는 오- 치환된 페닐, 페녹시, 페닐티오, 알킬부위가 탄소수 1내지 4인 페닐알콕시, 알킬부위가 탄소수 1내지 4인 페닐알킬티오〔여기에서 치환기는 각각의 경우에 할로겐 ; 탄소수 1내지 4의 알킬 ; 탄소수 1또는 2의 알콕시 및 알킬티오 ; 할로게노알킬, 할로게노알콕시 및 할로게노알킬티오(각각의 경우 탄소수가 1 또는 2이고, 1내지 5의 동일하거나 다른 할로겐 원자이다); 사이클로헥실, 디알킬아미노(각 알킬 부위가 탄소수 1내지 4이다), 니트로, 시아노, 알킬부위가 탄소수 1내지 4인 알콕시카보닐 및 할로겐으로 임의 치환된 페닐일 수 있다〕를 나타내고, n은 0, 1 또는 2를 나타내며, Het는 각각의 경우 동일하거나 다른 치환기에 의해 이의로 일-, 이-, 삼- 또는 오-치환된 디옥소란-2-일 또는 1,3-디옥사닐을 나타내는데, 디때 치환기는 탄소수 1내지 4의 알킬, 각각의 경우 페닐상에서 동일하거나 다른 치환기〔에, 할로겐, 탄소수 1내지 4의 알킬 ; 탄소수 1또는 2의 알콕시 및 알킬티오 ; 할로게노알킬, 할로게노알콕시 및 할로게노 알킬티오(각각의 경우 탄소수 1 또는 2이고, 1내지 5의 동일하거나 다른 할로겐원자)〕에 의해 임의로 일-, 이-, 삼-, 사-, 또는 오- 치환된 페닐 및 페녹시알킬(알킬부위가 탄소수 1내지 5인)일 수 있으며 ; m은 0 또는 1을 나타내는 일반식(Ⅰ)의 하이드록시알키닐-아졸릴 유도체를 제조하는 방법.
- 제1항에 있어서, AZ이 1,2,4-트리아졸-1-일 또는 이미다졸-1-일을 나타내고 ; X가 메틸, 에틸 또는 3급-부틸, 또는 동일하거나 다른 치환기에 의해 임의로 일-, 이- 또는 삼- 치환된 페닐을 나타내는데, 이때 치환기는 불소, 염소, 브롬, 메틸, 3급-부틸, 메톡시, 메틸티오, 트리플루오로메틸, 트리플루오로메톡시, 트리플루오로메틸티오, 하이드록시이미노메틸, 1-하이드록시이미노에틸, 메톡시이미노메틸 및 1-메톡시이미노 에틸 및 각각 불소, 염소 및 메틸에 의해 임의로 치환된 페닐, 페녹시, 벤질 및 벤질옥시 일 수 있으며 ;〔여기에서 R1은 수소, 불소, 또는 염소를 나타내고; R2는 불소 또는 염소를 나타내며; R3는 메틸티오, 에틸티오, 트리플루오로메톡시, 트리플루오로메틸티오, 비닐, 메톡시카보닐, 에톡시카보닐 또는 시아노, 또는 각각의 경우 동일하거나 다른 치환기(예, 불소, 염소, 메틸, 에틸, 메톡시, 메틸티오, 트리플루오로메틸, 트리플루오로메톡시, 트리플루오로메틸티오, 디메틸아미노, 메톡시카보닐 및 에톡시카보닐)에 의해 페닐환상에서 임의로 일- 또는 이-치환된 페닐, 페녹시, 페닐티오, 페닐메톡시 또는 페닐메틸티오를 나타내고 ; n은 0,1 또는 2를 나타내며 ; Het는 각각의 경우 동일하거나 다른 치환기에 의해 임의로 일-, 이- 또는 삼-치환된 디옥소란-2-일, 1,3-디옥산-5-일 또는 1,3-디옥산-2-일을 나타내는데, 이때 치환기는 메틸, 에틸, n-프로필 이소프로필 및 각각의 경우 불소, 염소, 메틸, 트리플루오로메틸 및 트리플루오로메톡시 그룹으로부터의 동일하거나 다른 치환기에 의해 임의로 일-, 이- 또는 삼-치환된 페닐 및 페녹시메틸일 수 있고 ; m은 0 또는 1을 나타낸다〕의 그룹을 나타내는 일반식(Ⅰ)의 하이드록시 알키닐아졸릴 유도체를 제조하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3242222.9 | 1982-11-15 | ||
| DE19823242222 DE3242222A1 (de) | 1982-11-15 | 1982-11-15 | Hydroxyalkinyl-azolyl-derivate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR840006804A true KR840006804A (ko) | 1984-12-03 |
Family
ID=6178181
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019830005408A KR840006804A (ko) | 1982-11-15 | 1983-11-15 | 하이드록시알키닐-아졸릴 유도체의 제조방법 |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US4622333A (ko) |
| EP (1) | EP0108995B1 (ko) |
| JP (1) | JPS59104368A (ko) |
| KR (1) | KR840006804A (ko) |
| AT (1) | ATE20060T1 (ko) |
| AU (1) | AU561625B2 (ko) |
| BR (1) | BR8306242A (ko) |
| CA (1) | CA1213593A (ko) |
| DD (1) | DD213825A5 (ko) |
| DE (2) | DE3242222A1 (ko) |
| DK (1) | DK520783A (ko) |
| EG (1) | EG16288A (ko) |
| ES (1) | ES527257A0 (ko) |
| GR (1) | GR79070B (ko) |
| HU (1) | HU191495B (ko) |
| IE (1) | IE56278B1 (ko) |
| IL (1) | IL70196A (ko) |
| NZ (1) | NZ206250A (ko) |
| PH (1) | PH20170A (ko) |
| PT (1) | PT77618B (ko) |
| TR (1) | TR21963A (ko) |
| ZA (1) | ZA838469B (ko) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3222191A1 (de) * | 1982-06-12 | 1983-12-15 | Bayer Ag, 5090 Leverkusen | Hydroxyalkinyl-azolyl-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
| DE3242252A1 (de) * | 1982-11-15 | 1984-05-17 | Bayer Ag, 5090 Leverkusen | Heterocyclisch substituierte hydroxyalkyl-azolyl-derivate |
| DE3501245A1 (de) * | 1985-01-16 | 1986-07-17 | Bayer Ag | Azolyl-aroxymethyl-dimethylpentinole |
| GB8519836D0 (en) * | 1985-08-07 | 1985-09-11 | Ici Plc | Heterocyclic compounds |
| GB8530429D0 (en) * | 1985-12-10 | 1986-01-22 | Ici Plc | Heterocyclic compounds |
| DE3627673A1 (de) * | 1986-08-14 | 1988-02-25 | Bayer Ag | Verfahren zur herstellung optisch aktiver 2-hydroxyethyl-azol-derivate |
| DE3824434A1 (de) * | 1988-07-19 | 1990-01-25 | Bayer Ag | Substituierte 1-aryl-3-cycloalkyl-4-(1,2,4-triazol-1-yl)-but-1-in-3-ole, verfahren sowie substituierte 2-arylethinyl-2-cycloalkyl-oxirane und cycloalkyl-arylethinylketone als zwischenprodukte zu ihrer herstellung, und ihre verwendung in fungiziden mitteln |
| GB8825313D0 (en) * | 1988-10-28 | 1988-11-30 | Ici Plc | Heterocyclic compounds |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2918894A1 (de) * | 1979-05-10 | 1980-11-20 | Bayer Ag | Fluorierte 1-triazolyl-butan-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
| DE2926096A1 (de) * | 1979-06-28 | 1981-01-08 | Basf Ag | Fungizide beta -triazolylether, ihre herstellung und verwendung |
| DE2926280A1 (de) * | 1979-06-29 | 1981-01-08 | Basf Ag | Fungizide alpha -triazolylglykolderivate, ihre herstellung und verwendung |
| DE2951164A1 (de) * | 1979-12-19 | 1981-07-16 | Bayer Ag, 5090 Leverkusen | Substituierte triazolylmethyl-tert.-butyl-ketone, verfahren zu ihrer herstellung und ihre verwendung als pflanzenschutzmittel sowie als zwischenprodukte |
| DE2951163A1 (de) * | 1979-12-19 | 1981-07-16 | Bayer Ag, 5090 Leverkusen | Substituierte triazolylmethyl-tert.-butyl-carbinole, verfahren zu ihrer herstellung und ihre verwendung als pflanzenschutzmittel sowie als zwischenprodukte |
| DE3106076A1 (de) * | 1981-02-19 | 1982-09-09 | Bayer Ag, 5090 Leverkusen | 1-hydroxyethyl-azol-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als pflanzenwachstumsregulatoren und fungizide |
| DE3018866A1 (de) * | 1980-05-16 | 1981-11-26 | Bayer Ag, 5090 Leverkusen | 1-hydroxyethyl-azol-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als pflanzenwachstumsregulatoren und fungizide |
| DE3018865A1 (de) * | 1980-05-16 | 1981-11-26 | Bayer Ag, 5090 Leverkusen | Antimikrobielle mittel |
| DE3025308A1 (de) * | 1980-07-04 | 1982-01-28 | Bayer Ag, 5090 Leverkusen | Metallsalzkomplexe von n-propargylaniliden, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
| US4321272A (en) * | 1980-08-25 | 1982-03-23 | Syntex (U.S.A.) Inc. | Derivatives of substituted N-alkylimidazoles |
| JPS5770872A (en) * | 1980-10-22 | 1982-05-01 | Ono Pharmaceut Co Ltd | Imidazole derivative and biosynthetic inhibitor against thromboxana a2 containg the same |
| EP0052424B2 (en) * | 1980-11-19 | 1990-02-28 | Imperial Chemical Industries Plc | Triazole compounds, a process for preparing them, their use as plant fungicides and fungicidal compositions containing them |
| DE3048267A1 (de) * | 1980-12-20 | 1982-07-15 | Bayer Ag, 5090 Leverkusen | Substituierte 1-azolyl-butan-2-ole, verfahren zu ihrer herstellung und ihre verwendung als pflanzenschutzmittel sowie als zwischenprodukte |
| DE3104311A1 (de) * | 1981-02-07 | 1982-08-19 | Bayer Ag, 5090 Leverkusen | 2-azolylmethyl-1,3-dioxolan- und -dioxan-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
| DE3111238A1 (de) * | 1981-03-21 | 1982-10-07 | Bayer Ag, 5090 Leverkusen | Substituierte triazolylmethyl-oxirane, verfahren zu ihrer herstellung sowie ihre verwendung als zwischenprodukte |
| DE3124580A1 (de) * | 1981-06-23 | 1983-01-05 | Bayer Ag, 5090 Leverkusen | Fungizide mittel |
| EP0078594B1 (en) * | 1981-08-19 | 1987-01-14 | Imperial Chemical Industries Plc | Triazole derivatives, processes for preparing them, compositions containing them and processes for combating fungi and regulating plant growth |
-
1982
- 1982-11-15 DE DE19823242222 patent/DE3242222A1/de not_active Withdrawn
-
1983
- 1983-11-01 US US06/547,806 patent/US4622333A/en not_active Expired - Fee Related
- 1983-11-02 AT AT83110888T patent/ATE20060T1/de not_active IP Right Cessation
- 1983-11-02 DE DE8383110888T patent/DE3363805D1/de not_active Expired
- 1983-11-02 EP EP83110888A patent/EP0108995B1/de not_active Expired
- 1983-11-07 PT PT77618A patent/PT77618B/pt unknown
- 1983-11-07 AU AU21037/83A patent/AU561625B2/en not_active Ceased
- 1983-11-11 IL IL70196A patent/IL70196A/xx unknown
- 1983-11-11 JP JP58211117A patent/JPS59104368A/ja active Pending
- 1983-11-13 EG EG709/83A patent/EG16288A/xx active
- 1983-11-14 PH PH29830A patent/PH20170A/en unknown
- 1983-11-14 HU HU833903A patent/HU191495B/hu not_active IP Right Cessation
- 1983-11-14 CA CA000441064A patent/CA1213593A/en not_active Expired
- 1983-11-14 GR GR72966A patent/GR79070B/el unknown
- 1983-11-14 DK DK520783A patent/DK520783A/da not_active Application Discontinuation
- 1983-11-14 DD DD83256669A patent/DD213825A5/de unknown
- 1983-11-14 NZ NZ206250A patent/NZ206250A/en unknown
- 1983-11-14 ZA ZA838469A patent/ZA838469B/xx unknown
- 1983-11-14 ES ES527257A patent/ES527257A0/es active Granted
- 1983-11-14 BR BR8306242A patent/BR8306242A/pt unknown
- 1983-11-14 IE IE2649/83A patent/IE56278B1/xx unknown
- 1983-11-15 KR KR1019830005408A patent/KR840006804A/ko not_active Application Discontinuation
- 1983-11-15 TR TR21963A patent/TR21963A/xx unknown
-
1986
- 1986-01-02 US US06/815,692 patent/US4818762A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ATE20060T1 (de) | 1986-06-15 |
| EP0108995A1 (de) | 1984-05-23 |
| NZ206250A (en) | 1986-05-09 |
| HU191495B (en) | 1987-02-27 |
| IL70196A0 (en) | 1984-02-29 |
| PH20170A (en) | 1986-10-14 |
| DE3363805D1 (de) | 1986-07-03 |
| ES8406444A1 (es) | 1984-07-16 |
| BR8306242A (pt) | 1984-06-19 |
| AU2103783A (en) | 1984-05-24 |
| PT77618B (en) | 1986-03-19 |
| DD213825A5 (de) | 1984-09-26 |
| IE832649L (en) | 1984-05-15 |
| EG16288A (en) | 1986-12-30 |
| US4818762A (en) | 1989-04-04 |
| EP0108995B1 (de) | 1986-05-28 |
| DK520783D0 (da) | 1983-11-14 |
| TR21963A (tr) | 1985-12-11 |
| CA1213593A (en) | 1986-11-04 |
| DK520783A (da) | 1984-05-16 |
| AU561625B2 (en) | 1987-05-14 |
| DE3242222A1 (de) | 1984-05-17 |
| ZA838469B (en) | 1984-07-25 |
| GR79070B (ko) | 1984-10-02 |
| PT77618A (en) | 1983-12-01 |
| JPS59104368A (ja) | 1984-06-16 |
| US4622333A (en) | 1986-11-11 |
| IE56278B1 (en) | 1991-06-05 |
| ES527257A0 (es) | 1984-07-16 |
| IL70196A (en) | 1987-09-16 |
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