DE3712464A1 - Neue halogenierte heterocyclische aetherverbindungen, ihre herstellung, diese verbindungen enthaltende herbicide und ihre anwendung zur regulierung des pflanzenwachstums - Google Patents
Neue halogenierte heterocyclische aetherverbindungen, ihre herstellung, diese verbindungen enthaltende herbicide und ihre anwendung zur regulierung des pflanzenwachstumsInfo
- Publication number
- DE3712464A1 DE3712464A1 DE19873712464 DE3712464A DE3712464A1 DE 3712464 A1 DE3712464 A1 DE 3712464A1 DE 19873712464 DE19873712464 DE 19873712464 DE 3712464 A DE3712464 A DE 3712464A DE 3712464 A1 DE3712464 A1 DE 3712464A1
- Authority
- DE
- Germany
- Prior art keywords
- group
- formula
- radical
- methyl
- atom
- Prior art date
- Legal status (The legal status 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 status listed.)
- Withdrawn
Links
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- 239000004009 herbicide Substances 0.000 title claims abstract description 9
- 230000008635 plant growth Effects 0.000 title claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title description 38
- 238000004519 manufacturing process Methods 0.000 title description 5
- 230000001105 regulatory effect Effects 0.000 title 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 22
- 125000003118 aryl group Chemical group 0.000 claims abstract description 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 9
- 239000001301 oxygen Substances 0.000 claims abstract description 9
- 125000005843 halogen group Chemical group 0.000 claims abstract description 8
- 125000006413 ring segment Chemical group 0.000 claims abstract description 7
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 6
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract description 3
- 125000002950 monocyclic group Chemical group 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 34
- -1 3-chlorothien-2-yl group Chemical group 0.000 claims description 32
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 19
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 13
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 11
- 239000004094 surface-active agent Substances 0.000 claims description 10
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- 238000002360 preparation method Methods 0.000 claims description 7
- 239000004593 Epoxy Substances 0.000 claims description 6
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
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- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 4
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
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- 238000011084 recovery Methods 0.000 description 1
- 238000006798 ring closing metathesis reaction Methods 0.000 description 1
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical class OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000012419 sodium bis(2-methoxyethoxy)aluminum hydride Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical class [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003459 sulfonic acid esters Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002426 superphosphate Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 150000005199 trimethylbenzenes Chemical class 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/08—Bridged systems
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/94—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom spiro-condensed with carbocyclic rings or ring systems, e.g. griseofulvins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/10—Spiro-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (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)
- Agronomy & Crop Science (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Furan Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US85160986A | 1986-04-14 | 1986-04-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3712464A1 true DE3712464A1 (de) | 1987-10-15 |
Family
ID=25311200
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19873712464 Withdrawn DE3712464A1 (de) | 1986-04-14 | 1987-04-13 | Neue halogenierte heterocyclische aetherverbindungen, ihre herstellung, diese verbindungen enthaltende herbicide und ihre anwendung zur regulierung des pflanzenwachstums |
Country Status (22)
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4782169A (en) * | 1986-10-06 | 1988-11-01 | E. I. Du Pont De Nemours And Company | 4,7-dioxatricyclo(3.2.1.03,6)octane ether |
| CN1031924A (zh) * | 1987-09-15 | 1989-03-29 | 纳幕尔杜邦公司 | 选择性氧杂二环烷 |
| KR890701017A (ko) * | 1987-09-15 | 1989-12-19 | 제임스 제이.플린 | 선택적 옥사비사이클로알칸 |
| US4828603A (en) * | 1988-03-21 | 1989-05-09 | E. I. Du Pont De Nemours And Company | Herbicidal oxatricyclo-nonane ethers |
| MY105897A (en) * | 1989-03-14 | 1994-11-30 | Du Pont | Selective oxabicycloalkanes. |
| US5234900A (en) * | 1989-09-11 | 1993-08-10 | E. I. Du Pont De Nemours And Company | Herbicidal oxabicyclo ethers |
| AU637406B2 (en) * | 1989-09-11 | 1993-05-27 | E.I. Du Pont De Nemours And Company | Oxabicyclo ethers. |
| WO1997016975A1 (en) * | 1994-05-11 | 1997-05-15 | John Selga | Herbicidal composition and method |
| PL2794627T3 (pl) | 2011-12-22 | 2019-04-30 | Alios Biopharma Inc | Podstawione nukleozydy, nukleotydy i ich analogi |
| USRE48171E1 (en) | 2012-03-21 | 2020-08-25 | Janssen Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| US9441007B2 (en) | 2012-03-21 | 2016-09-13 | Alios Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| CN105017275B (zh) * | 2015-07-16 | 2017-09-26 | 广西民族大学 | 以4‑萜品醇为原料合成2‑羟基‑1,4‑桉树脑的方法 |
| WO2024005209A1 (ja) * | 2022-06-30 | 2024-01-04 | 北興化学工業株式会社 | １，４－シネオール誘導体およびその中間体、上記誘導体を有効成分として含有する除草剤、除草剤の使用方法、ならびに農薬組成物を調製する方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4670041A (en) * | 1981-12-16 | 1987-06-02 | E. I. Du Pont De Nemours And Company | Oxabicycloalkane herbicides |
| US4410354A (en) * | 1982-02-01 | 1983-10-18 | Shell Oil Company | Spiro ether herbicides |
| US4525203A (en) * | 1984-06-15 | 1985-06-25 | Shell Oil Company | ((3,4,5,6-Tetrahydro-2H-pyran-2-yl)methoxy)oxabicycloalkane herbicides |
-
1987
- 1987-04-13 PL PL1987265141A patent/PL265141A1/xx unknown
- 1987-04-13 CH CH1451/87A patent/CH674364A5/fr not_active IP Right Cessation
- 1987-04-13 ZA ZA872625A patent/ZA872625B/xx unknown
- 1987-04-13 DD DD87301766A patent/DD263219A5/de not_active IP Right Cessation
- 1987-04-13 BR BR8701754A patent/BR8701754A/pt unknown
- 1987-04-13 FR FR878705209A patent/FR2597101B1/fr not_active Expired - Fee Related
- 1987-04-13 DE DE19873712464 patent/DE3712464A1/de not_active Withdrawn
- 1987-04-13 IT IT8767301A patent/IT1207389B/it active
- 1987-04-13 GR GR870593A patent/GR870593B/el unknown
- 1987-04-13 CN CN198787102716A patent/CN87102716A/zh active Pending
- 1987-04-13 JP JP62088996A patent/JPH0778051B2/ja not_active Expired - Lifetime
- 1987-04-13 GB GB8708790A patent/GB2188931B/en not_active Expired - Lifetime
- 1987-04-13 ZW ZW68/87A patent/ZW6887A1/xx unknown
- 1987-04-13 DK DK189587A patent/DK189587A/da not_active Application Discontinuation
- 1987-04-13 HU HU871632A patent/HU201221B/hu not_active IP Right Cessation
- 1987-04-13 AU AU71445/87A patent/AU596406B2/en not_active Expired - Fee Related
- 1987-04-13 ES ES8701073A patent/ES2005552A6/es not_active Expired
- 1987-04-13 NL NL8700865A patent/NL8700865A/nl not_active Application Discontinuation
- 1987-04-13 BE BE8700385A patent/BE1002100A5/fr not_active IP Right Cessation
- 1987-04-13 KR KR1019870003509A patent/KR950001023B1/ko not_active Expired - Lifetime
- 1987-04-13 PH PH35135A patent/PH23777A/en unknown
- 1987-04-13 IL IL82206A patent/IL82206A0/xx unknown
Non-Patent Citations (1)
| Title |
|---|
| DE- WEGLER, R.: Chemie der Pflanzenschutz- und Schädlingsbekämpfungsmittel, Band 5, Springer-Ver-lag Berlin (1977), Seite 54-61 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CH674364A5 (enrdf_load_stackoverflow) | 1990-05-31 |
| FR2597101A1 (fr) | 1987-10-16 |
| PL265141A1 (en) | 1989-03-06 |
| GR870593B (en) | 1987-08-14 |
| GB2188931B (en) | 1990-10-10 |
| IT8767301A0 (it) | 1987-04-13 |
| ES2005552A6 (es) | 1989-03-16 |
| KR950001023B1 (ko) | 1995-02-07 |
| BR8701754A (pt) | 1988-01-12 |
| BE1002100A5 (fr) | 1990-07-03 |
| DK189587A (da) | 1987-10-15 |
| HUT45183A (en) | 1988-06-28 |
| JPS62249980A (ja) | 1987-10-30 |
| ZA872625B (en) | 1987-11-25 |
| FR2597101B1 (fr) | 1993-08-27 |
| GB2188931A (en) | 1987-10-14 |
| DK189587D0 (da) | 1987-04-13 |
| AU7144587A (en) | 1987-10-15 |
| IL82206A0 (en) | 1987-10-30 |
| NL8700865A (nl) | 1987-11-02 |
| PH23777A (en) | 1989-11-03 |
| AU596406B2 (en) | 1990-05-03 |
| DD263219A5 (de) | 1988-12-28 |
| IT1207389B (it) | 1989-05-17 |
| KR880012607A (ko) | 1988-11-28 |
| CN87102716A (zh) | 1987-10-21 |
| JPH0778051B2 (ja) | 1995-08-23 |
| GB8708790D0 (en) | 1987-05-20 |
| HU201221B (en) | 1990-10-28 |
| ZW6887A1 (en) | 1987-07-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| 8130 | Withdrawal |