AR093978A1 - Proceso para la preparacion de 4-amino-5-fluor-3-cloro-6-(sustituido)-picolinatos - Google Patents
Proceso para la preparacion de 4-amino-5-fluor-3-cloro-6-(sustituido)-picolinatosInfo
- Publication number
- AR093978A1 AR093978A1 ARP130104695A ARP130104695A AR093978A1 AR 093978 A1 AR093978 A1 AR 093978A1 AR P130104695 A ARP130104695 A AR P130104695A AR P130104695 A ARP130104695 A AR P130104695A AR 093978 A1 AR093978 A1 AR 093978A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- alkyl
- amino
- substituted
- fluorine
- Prior art date
Links
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
- C07D213/78—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
- C07C251/04—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C251/10—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton
- C07C251/12—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton being acyclic
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Los compuestos de la presente poseen propiedades herbicidas. Reivindicación 1: Un proceso para la preparación de 4-amino-5-flúor-3-cloro-6-(sustituido)-picolinato de la fórmula (1) en la que R¹ representa alquil C₁₋₄, ciclopropil, alquenil C₂₋₄ o fenil sustituido desde 1 hasta 4 sustituyentes independientemente seleccionados a partir del halógeno, alquil C₁₋₄, haloalquil C₁₋₄, alcoxi C₁₋₄ o haloalcoxi C₁₋₄ y R² representa alquil C₁₋₄, que incluye los siguientes pasos: a) contactar ácido trifluoroacético con p-metoxianilina en presencia de triarilfosfina y una base trialquilamina en un solvente tetracloruro de carbono para obtener un cloruro acetilmidoil de la fórmula (2); b) contactar cloruro de acetimidoil de la fórmula (2) con alquil C₁₋₄ propiolato fórmula (3) en la que R² se encuentra de la manera que se define anteriormente, en presencia de yoduro de cobre(I), un yoduro de metal alcali y un fosfato de metal alcali en un solvente aprótico polar para obtener un (imino)pent-2-inoato de la fórmula (4) en la que R² se encuentra de la manera definida anteriormente; c) ciclando el (imino)pent-2-inoato de la fórmula (4) con una amina de la fórmula (5) en la que R¹ se encuentra de la manera definida anteriormente, en presencia de una base de metal alcali inorgánico en un solvente aprótico polar a una temperatura a partir de la temperatura ambiente hasta alrededor de 100ºC para obtener un alquil 4-amino-5-flúor-6-(sustituido)-picolinato de la fórmula (6) en la que R¹ y R² se encuentran de la manera definida anteriormente y d) halogenando y desprotegiendo el alquil 4-amino-5-flúor-6-(sustituido)picolinato de la fórmula (6) con 1.3-dicloro-5.5-dimetilimidazolidina-2.4-diona fórmula (7) en presencia de un ácido mineral en un solvente polar para obtener 4-amino-5-flúor-3-cloro-(sustituido)-picolinato de la fórmula (1).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261736841P | 2012-12-13 | 2012-12-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR093978A1 true AR093978A1 (es) | 2015-07-01 |
Family
ID=50931648
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP130104695A AR093978A1 (es) | 2012-12-13 | 2013-12-13 | Proceso para la preparacion de 4-amino-5-fluor-3-cloro-6-(sustituido)-picolinatos |
Country Status (16)
| Country | Link |
|---|---|
| US (3) | US9260392B2 (es) |
| EP (1) | EP2931047B1 (es) |
| JP (1) | JP6239003B2 (es) |
| KR (1) | KR20150095785A (es) |
| CN (2) | CN105007734B (es) |
| AR (1) | AR093978A1 (es) |
| AU (1) | AU2013359247B2 (es) |
| BR (1) | BR102013032022A2 (es) |
| CA (1) | CA2894676A1 (es) |
| IL (1) | IL239224B (es) |
| MX (1) | MX2015007532A (es) |
| NZ (1) | NZ708700A (es) |
| PL (1) | PL2931047T3 (es) |
| RU (1) | RU2015128095A (es) |
| WO (1) | WO2014093580A1 (es) |
| ZA (1) | ZA201504165B (es) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW201609652A (zh) | 2013-11-12 | 2016-03-16 | 陶氏農業科學公司 | 用於氟化化合物之過程（三） |
| TW201609651A (zh) | 2013-11-12 | 2016-03-16 | 陶氏農業科學公司 | 用於氟化化合物之過程（一） |
| BR102014028164A2 (pt) * | 2013-11-12 | 2015-09-08 | Dow Agrosciences Llc | processo para fluoração de compostos |
| TWI726900B (zh) | 2015-08-04 | 2021-05-11 | 美商陶氏農業科學公司 | 用於氟化化合物之過程 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3830822A (en) * | 1970-08-04 | 1974-08-20 | Ici Ltd | Bis-pyridyl amines |
| 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 |
| UA82358C2 (uk) * | 2003-04-02 | 2008-04-10 | Дау Агросайенсиз Ллс | 6-алкіл або алкеніл-4-амінопіколінати гербіцидна композиція, спосіб боротьби з небажаною рослинністю |
| CN102731382B (zh) * | 2006-01-13 | 2015-09-02 | 美国陶氏益农公司 | 6-(多取代芳基)-4-氨基吡啶甲酸酯及其作为除草剂的用途 |
| EP2634175A1 (en) * | 2007-10-02 | 2013-09-04 | Dow AgroSciences LLC | Substituted 4-amino-picolinic acids and their use as herbicides |
| US8252938B2 (en) * | 2009-06-08 | 2012-08-28 | Dow Agrosciences, Llc. | Process for the preparation of 6-(aryl)-4-aminopicolinates |
| CN101798282A (zh) * | 2010-03-30 | 2010-08-11 | 中国科学院上海有机化学研究所 | 多取代的含氟吡啶 |
| KR101554404B1 (ko) * | 2011-01-25 | 2015-09-18 | 다우 아그로사이언시즈 엘엘씨 | 제초제로서의 6-아미노-2-치환된-5-비닐실릴피리미딘-4-카르복실산 및 에스테르 및 4-아미노-6-치환된-3-비닐실릴피리딘-2-카르복실산 및 에스테르 |
| TWI529163B (zh) * | 2011-01-25 | 2016-04-11 | 陶氏農業科學公司 | 用於製備４－胺基－５－氟－３－鹵素－６－（經取代之）吡啶甲酸酯的方法 |
| TWI537252B (zh) * | 2011-01-25 | 2016-06-11 | 陶氏農業科學公司 | 用於製備４－胺基－５－氟－３－鹵素－６－（經取代之）吡啶甲酸酯的方法（一） |
-
2013
- 2013-12-12 CN CN201380064597.XA patent/CN105007734B/zh not_active Expired - Fee Related
- 2013-12-12 PL PL13863202T patent/PL2931047T3/pl unknown
- 2013-12-12 CN CN201710073216.4A patent/CN106977453A/zh active Pending
- 2013-12-12 BR BRBR102013032022-6A patent/BR102013032022A2/pt not_active Application Discontinuation
- 2013-12-12 WO PCT/US2013/074575 patent/WO2014093580A1/en active Application Filing
- 2013-12-12 NZ NZ708700A patent/NZ708700A/en not_active IP Right Cessation
- 2013-12-12 JP JP2015547525A patent/JP6239003B2/ja not_active Expired - Fee Related
- 2013-12-12 CA CA2894676A patent/CA2894676A1/en not_active Abandoned
- 2013-12-12 US US14/104,127 patent/US9260392B2/en not_active Expired - Fee Related
- 2013-12-12 EP EP13863202.1A patent/EP2931047B1/en not_active Not-in-force
- 2013-12-12 RU RU2015128095A patent/RU2015128095A/ru not_active Application Discontinuation
- 2013-12-12 KR KR1020157018308A patent/KR20150095785A/ko not_active Application Discontinuation
- 2013-12-12 AU AU2013359247A patent/AU2013359247B2/en not_active Ceased
- 2013-12-12 MX MX2015007532A patent/MX2015007532A/es unknown
- 2013-12-13 AR ARP130104695A patent/AR093978A1/es unknown
-
2015
- 2015-06-04 IL IL239224A patent/IL239224B/en not_active IP Right Cessation
- 2015-06-09 ZA ZA2015/04165A patent/ZA201504165B/en unknown
-
2016
- 2016-02-10 US US15/040,577 patent/US9518019B2/en not_active Expired - Fee Related
- 2016-08-23 US US15/243,996 patent/US20160355468A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| NZ708700A (en) | 2016-10-28 |
| CN105007734B (zh) | 2017-03-15 |
| JP2016504318A (ja) | 2016-02-12 |
| ZA201504165B (en) | 2016-11-30 |
| CN105007734A (zh) | 2015-10-28 |
| WO2014093580A1 (en) | 2014-06-19 |
| AU2013359247B2 (en) | 2016-02-18 |
| US9518019B2 (en) | 2016-12-13 |
| MX2015007532A (es) | 2015-10-14 |
| IL239224B (en) | 2018-01-31 |
| EP2931047A4 (en) | 2016-06-08 |
| JP6239003B2 (ja) | 2017-11-29 |
| BR102013032022A2 (pt) | 2014-10-21 |
| PL2931047T3 (pl) | 2018-01-31 |
| EP2931047A1 (en) | 2015-10-21 |
| CA2894676A1 (en) | 2014-06-19 |
| CN106977453A (zh) | 2017-07-25 |
| KR20150095785A (ko) | 2015-08-21 |
| EP2931047B1 (en) | 2017-08-16 |
| AU2013359247A1 (en) | 2014-06-19 |
| US20160159742A1 (en) | 2016-06-09 |
| IL239224A0 (en) | 2015-07-30 |
| RU2015128095A (ru) | 2017-01-18 |
| US9260392B2 (en) | 2016-02-16 |
| US20160355468A1 (en) | 2016-12-08 |
| US20140171650A1 (en) | 2014-06-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FB | Suspension of granting procedure |