AR089629A1 - Metodos para aislar (4-cloro-2-fluoro-3-substituido-fenil)boronatos y metodos para utilizar los mismos - Google Patents
Metodos para aislar (4-cloro-2-fluoro-3-substituido-fenil)boronatos y metodos para utilizar los mismosInfo
- Publication number
- AR089629A1 AR089629A1 ARP130100012A ARP130100012A AR089629A1 AR 089629 A1 AR089629 A1 AR 089629A1 AR P130100012 A ARP130100012 A AR P130100012A AR P130100012 A ARP130100012 A AR P130100012A AR 089629 A1 AR089629 A1 AR 089629A1
- Authority
- AR
- Argentina
- Prior art keywords
- chloro
- fluorine
- phenylboronate
- substituted
- dimethoxyethane
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 12
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 abstract 10
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 5
- 239000001569 carbon dioxide Substances 0.000 abstract 5
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical class OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 abstract 5
- 239000007787 solid Substances 0.000 abstract 4
- LVOXVUFKRAUPQA-UHFFFAOYSA-N (4-chloro-2-fluoro-3-methoxyphenyl)-dimethoxyborane Chemical compound COB(OC)C1=CC=C(Cl)C(OC)=C1F LVOXVUFKRAUPQA-UHFFFAOYSA-N 0.000 abstract 3
- 229910003002 lithium salt Inorganic materials 0.000 abstract 3
- 159000000002 lithium salts Chemical class 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 abstract 2
- 235000011089 carbon dioxide Nutrition 0.000 abstract 2
- GUUWIMCGWXFZKT-UHFFFAOYSA-M lithium;methyl carbonate Chemical compound [Li+].COC([O-])=O GUUWIMCGWXFZKT-UHFFFAOYSA-M 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- QASFEHCRPLPGES-UHFFFAOYSA-N 1-chloro-3-fluoro-2-methoxybenzene Chemical compound COC1=C(F)C=CC=C1Cl QASFEHCRPLPGES-UHFFFAOYSA-N 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- SIOXPEMLGUPBBT-UHFFFAOYSA-M picolinate Chemical compound [O-]C(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-M 0.000 abstract 1
- 230000002194 synthesizing effect Effects 0.000 abstract 1
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical compound COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
-
- 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/803—Processes of preparation
-
- 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/803—Processes of preparation
- C07D213/807—Processes of preparation by oxidation of pyridines or condensed pyridines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Reivindicación 1: Un método para aislar un 4-cloro-2-flúor-3-fenilboronato sustituido, que comprende: agregar un gas de dióxido de carbono o un sólido de dióxido de carbono (hielo seco) a una solución que comprende un 4-cloro-2-flúor-3-fenilboronato sustituido, un solvente orgánico inerte, y al menos una sal de litio para hacer reaccionar la al menos una sal de litio con el gas de dióxido de carbono y formar una mezcla que comprende al 4-cloro-2-flúor-3-fenilboronato sustituido, el solvente orgánico inerte y un sólido precipitado; y retirar el sólido precipitado de la mezcla. Reivindicación 6: Un método para sintetizar y asilar el 4-cloro-2-flúor-3-metoxifenilboronato de dimetilo, que comprende: poner en contacto una solución que comprende 2-cloro-6-fluoranisol y 1,2-dimetoxietano con n-butil litio para formar una mezcla de reacción que comprende 6-cloro-2-flúor-3-litioanisol y el 1,2-dimetoxietano; contactar la mezcla de reacción con el borato de trimetilo para formar una solución salinizada de fenilboronato que comprende 4-cloro-2-flúor-3-metoxifenilboronato de dimetilo, el 1,2-dimetoxietano, y al menos una sal de litio; introducir un gas de dióxido de carbono o un sólido de dióxido de carbono (hielo seco) a la solución salinizada de fenilboronato para formar una mezcla que comprende al 4-cloro-2-flúor-3-metoxifenilboronato de dimetilo, el 1,2-dimetoxietano, y el metilcarbonato de litio; y separar el metilcarbonato de litio para formar una solución desalinizada de fenilboronato que comprende al 4-cloro-2-flúor-3-metoxifenilboronato de dimetilo y el 1, 2-dimetoxietano. Reivindicación 10: Un método para usar un 4-cloro-2-flúor-3-fenilboronato sustituido que comprende hacer reaccionar el 4-cloro-2-flúor-3-fenilboronato sustituido con 4-acetilamino-3, 6-dicloropiridin-2-carboxilato de metilo para producir un metil-4-acetilamino-3-cloro-6-(4-cloro-2-flúor-3-fenilo sustituido)piridin-2-carboxilato.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161582175P | 2011-12-30 | 2011-12-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR089629A1 true AR089629A1 (es) | 2014-09-03 |
Family
ID=48695352
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP130100012A AR089629A1 (es) | 2011-12-30 | 2013-01-02 | Metodos para aislar (4-cloro-2-fluoro-3-substituido-fenil)boronatos y metodos para utilizar los mismos |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US9045502B2 (es) |
| EP (1) | EP2797932B1 (es) |
| JP (1) | JP6068501B2 (es) |
| KR (1) | KR102065950B1 (es) |
| CN (1) | CN104080791B (es) |
| AR (1) | AR089629A1 (es) |
| AU (1) | AU2012362364B2 (es) |
| BR (1) | BR112014016049B8 (es) |
| CA (2) | CA2861872C (es) |
| CO (1) | CO7010844A2 (es) |
| IL (1) | IL233355A (es) |
| IN (1) | IN2014DN05755A (es) |
| MX (1) | MX356476B (es) |
| PL (1) | PL2797932T3 (es) |
| RU (1) | RU2626975C2 (es) |
| WO (1) | WO2013101987A1 (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014100364A1 (en) * | 2012-12-21 | 2014-06-26 | Dow Agrosciences Llc | Herbicidal compositions comprising 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and flurtamone |
| EP3041849A4 (en) | 2013-09-05 | 2017-04-19 | Dow AgroSciences LLC | Methods for producing borylated arenes |
| TW201625354A (zh) | 2014-06-16 | 2016-07-16 | 陶氏農業科學公司 | 用於製備氧硼基化芳烴之方法 |
| JP7113762B2 (ja) * | 2016-05-19 | 2022-08-05 | コルテバ アグリサイエンス エルエルシー | 直接的な鈴木カップリングによる６－アリール－４－アミノピコリネートおよび２－アリール－６－アミノピリミジン－４－カルボキシレートの合成 |
| CN106450633B (zh) * | 2016-10-17 | 2022-07-01 | 北京真空电子技术研究所(中国电子科技集团公司第十二研究所） | 一种正交场放大器 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR037228A1 (es) * | 2001-07-30 | 2004-11-03 | Dow Agrosciences Llc | Compuestos del acido 6-(aril o heteroaril)-4-aminopicolinico, composicion herbicida que los comprende y metodo para controlar vegetacion no deseada |
| DE10150615A1 (de) * | 2001-10-12 | 2003-04-30 | Clariant Gmbh | Verfahren zur metallorganischen Herstellung organischer Zwischenprodukte |
| KR101350071B1 (ko) * | 2006-01-13 | 2014-01-14 | 다우 아그로사이언시즈 엘엘씨 | 6-(다-치환 아릴)-4-아미노피콜리네이트 및 그의제초제로서의 용도 |
| TWI396505B (zh) * | 2006-01-13 | 2013-05-21 | Dow Agrosciences Llc | ２-（聚-經取代芳基）-６-胺-５-鹵-４-嘧啶羧酸及其作為除草劑之用途 |
| US7964758B2 (en) * | 2006-02-13 | 2011-06-21 | Nissan Chemical Industries, Ltd. | Process for production of 2-(substituted phenyl)-3,3,3-trifluoropropene compound |
| EP2311815B1 (en) * | 2007-08-13 | 2012-12-19 | Dow AgroSciences LLC | 2-(2-Fluoro-substituted phenyl)-6-amino-5-chloro-4-pyrimidinecarboxylates and their use as herbicides |
| AR068145A1 (es) * | 2007-08-30 | 2009-11-04 | Dow Agrosciences Llc | 2- (fenil sustituido )-6-amino-5-alcoxi, tiolcoxi y aminoalquil-4- pirimidina carboxilatos, sus usos como herbicidas y composicion herbicida |
| EP2332914B1 (en) * | 2007-10-02 | 2013-03-13 | Dow AgroSciences LLC | Substituted 4-amino-picolinic acids and their use as herbicides |
| PL2231678T3 (pl) * | 2008-01-11 | 2013-12-31 | Dow Agrosciences Llc | Sposób selektywnego deprotonowania i funkcjonalizacji 1-fluoro-2-podstawionych-3-chlorobenzenów |
| UA113412C2 (xx) * | 2011-06-30 | 2017-01-25 | 3-алкокси, тіоалкіл і аміно-4-аміно-6-(заміщені) піколінати та їхнє застосування як гербіцидів |
-
2012
- 2012-12-28 IN IN5755DEN2014 patent/IN2014DN05755A/en unknown
- 2012-12-28 RU RU2014131453A patent/RU2626975C2/ru active
- 2012-12-28 PL PL12861211T patent/PL2797932T3/pl unknown
- 2012-12-28 AU AU2012362364A patent/AU2012362364B2/en active Active
- 2012-12-28 WO PCT/US2012/071920 patent/WO2013101987A1/en active Application Filing
- 2012-12-28 BR BR112014016049A patent/BR112014016049B8/pt active IP Right Grant
- 2012-12-28 CA CA2861872A patent/CA2861872C/en active Active
- 2012-12-28 EP EP12861211.6A patent/EP2797932B1/en active Active
- 2012-12-28 MX MX2014008010A patent/MX356476B/es active IP Right Grant
- 2012-12-28 US US13/729,580 patent/US9045502B2/en active Active
- 2012-12-28 JP JP2014550485A patent/JP6068501B2/ja active Active
- 2012-12-28 CN CN201280068666.XA patent/CN104080791B/zh active Active
- 2012-12-28 KR KR1020147020893A patent/KR102065950B1/ko active IP Right Grant
- 2012-12-28 CA CA3085614A patent/CA3085614C/en active Active
-
2013
- 2013-01-02 AR ARP130100012A patent/AR089629A1/es active IP Right Grant
-
2014
- 2014-06-24 IL IL233355A patent/IL233355A/en active IP Right Grant
- 2014-07-18 CO CO14156101A patent/CO7010844A2/es unknown
-
2015
- 2015-05-13 US US14/711,540 patent/US9376390B2/en active Active
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Legal Events
| Date | Code | Title | Description |
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| FG | Grant, registration |