CA2679343C - 2-aryl-5-heterocyclyl-cyclohexane-1,3-dione compounds and their use as herbicides - Google Patents
2-aryl-5-heterocyclyl-cyclohexane-1,3-dione compounds and their use as herbicides Download PDFInfo
- Publication number
- CA2679343C CA2679343C CA2679343A CA2679343A CA2679343C CA 2679343 C CA2679343 C CA 2679343C CA 2679343 A CA2679343 A CA 2679343A CA 2679343 A CA2679343 A CA 2679343A CA 2679343 C CA2679343 C CA 2679343C
- Authority
- CA
- Canada
- Prior art keywords
- c5alkyl
- formula
- compound
- halogen
- nitro
- 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.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/04—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no 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
- C07D309/06—Radicals substituted by oxygen 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
- A01N43/02—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
- A01N43/08—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 with oxygen as the ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/02—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D305/04—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D305/06—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no 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 the ring atoms
-
- 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
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/12—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/20—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hydrogen atoms and substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D309/22—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
- C07D313/02—Seven-membered rings
- C07D313/04—Seven-membered rings not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/46—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings substituted on the ring sulfur atom
- C07D333/48—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings substituted on the ring sulfur atom by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D335/00—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
- C07D335/02—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/10—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
- Pyrane Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0704653.5A GB0704653D0 (en) | 2007-03-09 | 2007-03-09 | Novel herbicides |
| GB0704653.5 | 2007-03-09 | ||
| PCT/EP2008/001840 WO2008110307A1 (en) | 2007-03-09 | 2008-03-07 | 2-aryl-5-heterocyclyl-cyclohexane-1,3-dione compounds and their use as herbicides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2679343A1 CA2679343A1 (en) | 2008-09-18 |
| CA2679343C true CA2679343C (en) | 2015-09-29 |
Family
ID=37988740
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2679343A Expired - Fee Related CA2679343C (en) | 2007-03-09 | 2008-03-07 | 2-aryl-5-heterocyclyl-cyclohexane-1,3-dione compounds and their use as herbicides |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US8536351B2 (enExample) |
| EP (1) | EP2134699B1 (enExample) |
| JP (1) | JP5457200B2 (enExample) |
| KR (1) | KR20090119991A (enExample) |
| CN (1) | CN101730688B (enExample) |
| AR (1) | AR065649A1 (enExample) |
| AT (1) | ATE509016T1 (enExample) |
| AU (1) | AU2008226073B2 (enExample) |
| BR (1) | BRPI0808683B1 (enExample) |
| CA (1) | CA2679343C (enExample) |
| CO (1) | CO6210770A2 (enExample) |
| DK (1) | DK2134699T3 (enExample) |
| ES (1) | ES2366596T3 (enExample) |
| GB (1) | GB0704653D0 (enExample) |
| HR (1) | HRP20110592T1 (enExample) |
| PL (1) | PL2134699T3 (enExample) |
| PT (1) | PT2134699E (enExample) |
| RU (1) | RU2009136668A (enExample) |
| WO (1) | WO2008110307A1 (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8680012B2 (en) | 2006-12-14 | 2014-03-25 | Syngenta Crop Protection Llc | 4-phenyl-pyrane-3,5-diones,4-phenyl-thiopyrane-3,6-diones and cyclohexanetriones as novel herbicides |
| GB0704652D0 (en) | 2007-03-09 | 2007-04-18 | Syngenta Participations Ag | Novel herbicides |
| GB0710223D0 (en) * | 2007-05-29 | 2007-07-11 | Syngenta Ltd | Novel Herbicides |
| GB0712653D0 (en) * | 2007-06-28 | 2007-08-08 | Syngenta Ltd | Novel herbicides |
| GB0714981D0 (en) | 2007-08-01 | 2007-09-12 | Syngenta Ltd | Novel herbicides |
| GB0715454D0 (en) | 2007-08-08 | 2007-09-19 | Syngenta Ltd | Novel herbicides |
| GB0715576D0 (en) | 2007-08-09 | 2007-09-19 | Syngenta Ltd | Novel herbicides |
| ES2395595T3 (es) * | 2007-12-13 | 2013-02-13 | Syngenta Limited | Pirandionas, tiopirandionas y ciclohexanotrionas que tienen propiedades herbicidas |
| GB0812310D0 (en) | 2008-07-03 | 2008-08-13 | Syngenta Ltd | Novel herbicides |
| GB0819205D0 (en) * | 2008-10-20 | 2008-11-26 | Syngenta Ltd | Novel herbicides |
| GB0822834D0 (en) | 2008-12-15 | 2009-01-21 | Syngenta Ltd | Novel herbicides |
| GB0900641D0 (en) | 2009-01-15 | 2009-02-25 | Syngenta Ltd | Novel herbicides |
| ES2466918T3 (es) * | 2009-01-19 | 2014-06-11 | Bayer Cropscience Ag | Uso de compuestos de 2-aril-5-heterociclil-ciclohexano-1,3-diona como insecticidas y/o acaricidas |
| GB0901086D0 (en) | 2009-01-22 | 2009-03-11 | Syngenta Ltd | Novel herbicides |
| GB0901834D0 (en) | 2009-02-04 | 2009-03-11 | Syngenta Ltd | Novel herbicides |
| GB0901835D0 (en) | 2009-02-04 | 2009-03-11 | Syngenta Ltd | Novel herbicides |
| KR101703633B1 (ko) | 2009-03-11 | 2017-02-07 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | 할로겐알킬메틸렌옥시페닐-치환된 케토에놀 |
| AU2009349912A1 (en) * | 2009-07-17 | 2012-02-02 | Syngenta Limited | Novel herbicides |
| DE102010008644A1 (de) | 2010-02-15 | 2011-08-18 | Bayer Schering Pharma Aktiengesellschaft, 13353 | Zyklische Ketoenole zur Therapie |
| BR112012030473A2 (pt) * | 2010-05-31 | 2015-09-29 | Syngenta Participations Ag | pesticidas baseados em derivados pirrolidina espiroheterocíclicos |
| JP6212503B2 (ja) | 2012-01-26 | 2017-10-11 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | 魚類寄生虫を駆除するためのフェニル置換ケトエノール |
| RS57084B1 (sr) * | 2012-12-21 | 2018-06-29 | Syngenta Ltd | Herbicidno aktivna ciklična dion jedinjenja, ili njihovi derivati, supstituisana sa fenil grupom koja ima supstituent koji sadrži alkinil grupu |
| JP6433993B2 (ja) | 2013-05-30 | 2018-12-05 | シンジェンタ リミテッド | 除草活性（アルキニル−フェニル）置換環状ジオン化合物およびその誘導体 |
| GB201411418D0 (en) * | 2014-06-26 | 2014-08-13 | Syngenta Participations Ag | Compounds |
| CN110734386A (zh) * | 2019-10-28 | 2020-01-31 | 新乡市锦源化工有限公司 | 一种对氨基乙酰苯胺的制备方法 |
| CN113121341A (zh) * | 2019-12-31 | 2021-07-16 | 江苏中旗科技股份有限公司 | 一种合成2,6-二乙基-4-甲基苯乙酸酯的方法 |
| CN113754613B (zh) * | 2021-09-27 | 2023-06-30 | 北京工商大学 | 一种4-烯醇的苯硫基环醚化方法 |
| CN115819228A (zh) * | 2022-11-29 | 2023-03-21 | 南方医科大学 | 一种2-芳基-2-环己二酮烯醇酯类化合物的合成方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4256659A (en) * | 1977-03-28 | 1981-03-17 | Union Carbide Corporation | Method of preparing 2-aryl-1,3-cyclohexanedione compounds |
| US4659372A (en) * | 1977-03-28 | 1987-04-21 | Union Carbide Corporation | Biocidal 2-aryl-1,3-cyclohexanedione enol ester compounds |
| US4409153A (en) * | 1980-03-28 | 1983-10-11 | Union Carbide Corporation | O-(2-Aryl-3-oxo-1-cyclohexenyl) phosphates |
| US4351666A (en) * | 1980-06-27 | 1982-09-28 | Union Carbide Corporation | Enol derivatives of 2-aryl-1,3-cyclohexanedione compound as sugar enhancer for plants |
| ZW12488A1 (en) * | 1987-09-25 | 1988-11-23 | Chevron Res | 2-/1-(5-halothienylmethoxyimino)ethyl/-3-hydroxy-5-(tetrahydro-2h-thiopyranyl)-cyclohex-2-en-1-one and derivatives thereof and their use as selective herbicides and to control lateral buds in tobacco plants |
| JPH02726A (ja) * | 1987-11-28 | 1990-01-05 | Nippon Soda Co Ltd | シクロヘキセノン誘導体、その製造方法及び除草剤 |
| DE59102422D1 (de) * | 1990-10-19 | 1994-09-08 | Basf Ag | Ungesättigte Cyclohexenonoximether. |
| DE10016544A1 (de) * | 2000-04-03 | 2001-10-11 | Bayer Ag | C2-phenylsubstituierte Ketoenole |
-
2007
- 2007-03-09 GB GBGB0704653.5A patent/GB0704653D0/en not_active Ceased
-
2008
- 2008-03-07 AR ARP080100955A patent/AR065649A1/es active IP Right Grant
- 2008-03-07 PL PL08716354T patent/PL2134699T3/pl unknown
- 2008-03-07 DK DK08716354.9T patent/DK2134699T3/da active
- 2008-03-07 CA CA2679343A patent/CA2679343C/en not_active Expired - Fee Related
- 2008-03-07 AU AU2008226073A patent/AU2008226073B2/en not_active Ceased
- 2008-03-07 JP JP2009552127A patent/JP5457200B2/ja not_active Expired - Fee Related
- 2008-03-07 WO PCT/EP2008/001840 patent/WO2008110307A1/en not_active Ceased
- 2008-03-07 AT AT08716354T patent/ATE509016T1/de active
- 2008-03-07 EP EP08716354A patent/EP2134699B1/en not_active Not-in-force
- 2008-03-07 KR KR1020097021081A patent/KR20090119991A/ko not_active Withdrawn
- 2008-03-07 PT PT08716354T patent/PT2134699E/pt unknown
- 2008-03-07 CN CN2008800137859A patent/CN101730688B/zh not_active Expired - Fee Related
- 2008-03-07 US US12/530,476 patent/US8536351B2/en not_active Expired - Fee Related
- 2008-03-07 RU RU2009136668/04A patent/RU2009136668A/ru not_active Application Discontinuation
- 2008-03-07 ES ES08716354T patent/ES2366596T3/es active Active
- 2008-03-07 HR HR20110592T patent/HRP20110592T1/hr unknown
- 2008-03-07 BR BRPI0808683A patent/BRPI0808683B1/pt not_active IP Right Cessation
-
2009
- 2009-09-07 CO CO09095057A patent/CO6210770A2/es not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DK2134699T3 (da) | 2011-08-29 |
| KR20090119991A (ko) | 2009-11-23 |
| ATE509016T1 (de) | 2011-05-15 |
| WO2008110307A1 (en) | 2008-09-18 |
| RU2009136668A (ru) | 2011-04-20 |
| HRP20110592T1 (hr) | 2011-09-30 |
| CN101730688A (zh) | 2010-06-09 |
| EP2134699B1 (en) | 2011-05-11 |
| JP5457200B2 (ja) | 2014-04-02 |
| JP2010520866A (ja) | 2010-06-17 |
| AR065649A1 (es) | 2009-06-24 |
| BRPI0808683A2 (pt) | 2014-08-12 |
| US20100113270A1 (en) | 2010-05-06 |
| BRPI0808683B1 (pt) | 2016-07-19 |
| CO6210770A2 (es) | 2010-10-20 |
| EP2134699A1 (en) | 2009-12-23 |
| GB0704653D0 (en) | 2007-04-18 |
| AU2008226073A1 (en) | 2008-09-18 |
| PL2134699T3 (pl) | 2011-10-31 |
| PT2134699E (pt) | 2011-08-25 |
| ES2366596T3 (es) | 2011-10-21 |
| US8536351B2 (en) | 2013-09-17 |
| CA2679343A1 (en) | 2008-09-18 |
| AU2008226073B2 (en) | 2014-01-23 |
| CN101730688B (zh) | 2012-06-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20130605 |
|
| MKLA | Lapsed |
Effective date: 20220908 |
|
| MKLA | Lapsed |
Effective date: 20210308 |