MX2013008603A - Proceso para la preparacion de 4-amino-3-cloro-5-fluoro-6-picolina tos (sustituidos). - Google Patents
Proceso para la preparacion de 4-amino-3-cloro-5-fluoro-6-picolina tos (sustituidos).Info
- Publication number
- MX2013008603A MX2013008603A MX2013008603A MX2013008603A MX2013008603A MX 2013008603 A MX2013008603 A MX 2013008603A MX 2013008603 A MX2013008603 A MX 2013008603A MX 2013008603 A MX2013008603 A MX 2013008603A MX 2013008603 A MX2013008603 A MX 2013008603A
- Authority
- MX
- Mexico
- Prior art keywords
- picolinates
- fluoro
- chloro
- amino
- preparation
- Prior art date
Links
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical class OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 title 1
- KFPBGJYBKSQIAI-UHFFFAOYSA-N 3,4,5,6-tetrachloropyridine-2-carbonitrile Chemical compound ClC1=NC(C#N)=C(Cl)C(Cl)=C1Cl KFPBGJYBKSQIAI-UHFFFAOYSA-N 0.000 abstract 1
- -1 4-Amino-3-chloro-5-fluoro-6-(substituted)picolinates Chemical class 0.000 abstract 1
- 238000005576 amination reaction Methods 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 229910052723 transition metal Inorganic materials 0.000 abstract 1
- 150000003624 transition metals Chemical class 0.000 abstract 1
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
- C07D213/72—Nitrogen atoms
-
- 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
- C07D213/84—Nitriles
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
- 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
- C07D213/81—Amides; Imides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pyridine Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Los 4-amino-3-cloro-5-fluoro-6-picolinatos (sustituidos) se preparan de modo conveniente a partir de 3,4,5,6-tetracloropicolin onitrilo por medio de una serie de etapas que incluyen intercambio de flúor, aminación, intercambio de halógeno e hidrólisis, esterificación y acoplamiento asistido por metal de transición.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161435966P | 2011-01-25 | 2011-01-25 | |
| PCT/US2012/022285 WO2012103041A2 (en) | 2011-01-25 | 2012-01-24 | Process for the preparation of 4-amino-3-chloro-5-fluoro-6-(substituted) picolinates |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2013008603A true MX2013008603A (es) | 2013-08-12 |
| MX342328B MX342328B (es) | 2016-09-22 |
Family
ID=46544648
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2013008603A MX342328B (es) | 2011-01-25 | 2012-01-24 | Proceso para la preparacion de 4-amino-3-cloro-5-fluoro-6-picolina tos (sustituidos). |
Country Status (20)
| Country | Link |
|---|---|
| US (3) | US20120190857A1 (es) |
| EP (1) | EP2668163B1 (es) |
| JP (1) | JP5739018B2 (es) |
| KR (1) | KR101537879B1 (es) |
| CN (2) | CN103874685B (es) |
| AR (1) | AR085022A1 (es) |
| AU (1) | AU2012209277B2 (es) |
| BR (2) | BR112013019025A2 (es) |
| CA (1) | CA2825475C (es) |
| CO (1) | CO6731125A2 (es) |
| HK (2) | HK1199245A1 (es) |
| IL (1) | IL227646A (es) |
| MX (1) | MX342328B (es) |
| PL (1) | PL2668163T3 (es) |
| RU (1) | RU2545021C1 (es) |
| SG (1) | SG192093A1 (es) |
| TW (1) | TWI592401B (es) |
| UA (1) | UA106945C2 (es) |
| WO (1) | WO2012103041A2 (es) |
| ZA (1) | ZA201305577B (es) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI592401B (zh) | 2011-01-25 | 2017-07-21 | 陶氏農業科學公司 | 用於製備4-胺基-3-氯-5-氟-6-(經取代的)吡啶甲酸酯的方法(一) |
| US9637505B2 (en) | 2013-03-15 | 2017-05-02 | Dow Agrosciences Llc | 4-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their use as herbicides |
| HUE041698T2 (hu) | 2013-03-15 | 2019-05-28 | Dow Agrosciences Llc | Új 4-aminopiridin- és 6-aminopririmidin-karboxilátok mint herbicidek |
| US9113629B2 (en) | 2013-03-15 | 2015-08-25 | Dow Agrosciences Llc | 4-amino-6-(4-substituted-phenyl)-picolinates and 6-amino-2-(4-substituted-phenyl)-pyrimidine-4-carboxylates and their use as herbicides |
| JP6543241B2 (ja) | 2013-03-15 | 2019-07-10 | ダウ アグロサイエンシィズ エルエルシー | 4−アミノ−6−(複素環式)ピコリネートおよび6−アミノ−2−(複素環式)ピリミジン−4−カルボキシレートならびに除草剤としてのそれらの使用 |
| 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) |
| TW201524956A (zh) * | 2013-11-12 | 2015-07-01 | Dow Agrosciences Llc | 用於氟化化合物之過程(二) |
| 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) |
| 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 |
| AU2017268424B2 (en) | 2016-05-19 | 2021-07-15 | Corteva Agriscience Llc | Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates by direct suzuki coupling |
| CN107954925A (zh) * | 2016-10-18 | 2018-04-24 | 内蒙古佳瑞米精细化工有限公司 | 一种2,3-二氯-5-三氟甲基吡啶前杂的去除方法 |
| CN113015721B (zh) | 2018-09-19 | 2025-07-25 | 科迪华农业科技有限责任公司 | 毒莠定卤素类似物的制备 |
| CN115298167A (zh) * | 2020-03-18 | 2022-11-04 | 科迪华农业科技有限责任公司 | 6-芳基-4-氨基吡啶甲酸酯的改进合成 |
| US20230357155A1 (en) * | 2020-03-18 | 2023-11-09 | Corteva Agriscience Llc | Improved synthesis of 4-amino-6-(heterocyclic)picolinates |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3285925A (en) * | 1962-03-06 | 1966-11-15 | Dow Chemical Co | Amino-trichloropicolinic acid compounds |
| US3803159A (en) * | 1967-12-26 | 1974-04-09 | Dow Chemical Co | Fluorine containing cyanopyridines |
| US3629424A (en) * | 1967-12-26 | 1971-12-21 | Dow Chemical Co | Cyanofluoropyridines and fungicidal compositions and methods for using the same |
| US4336384A (en) * | 1981-04-23 | 1982-06-22 | The Dow Chemical Company | Preparation of 4-amino-3,5,6-trichloropicolinic acid |
| US5710106A (en) * | 1996-02-22 | 1998-01-20 | American Cyanamid Company | Substituted pyridine herbicidal agents |
| FR2803592A1 (fr) * | 2000-01-06 | 2001-07-13 | Aventis Cropscience Sa | Nouveaux derives de l'acide 3-hydroxypicolinique, leur procede de preparation et compositions fongicides les contenant. |
| US6297197B1 (en) | 2000-01-14 | 2001-10-02 | Dow Agrosciences Llc | 4-aminopicolinates and their use as herbicides |
| PT1246802E (pt) * | 2000-01-14 | 2007-06-18 | Dow Agrosciences Llc | 4-aminopicolinatos e sua utilização como herbicidas. |
| 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 |
| RU2428416C2 (ru) * | 2006-01-13 | 2011-09-10 | Дау Агросайенсиз Ллс | 6-(полизамещенный арил)-4-аминопиколинаты и их применение в качестве гербицидов |
| PL2193120T3 (pl) * | 2007-10-02 | 2017-01-31 | Dow Agrosciences Llc | Kwasy 2'podstowione-6-amino-5-alkilo-, alkenylo- lub alkinylo-4-pirymidynokarboksylowe i kwasy 6-podstawione-4-amino-3-alkilo-, alkenylo- lub alkinylopikolinowe oraz ich zastosowanie jako herbicydy |
| US8252938B2 (en) * | 2009-06-08 | 2012-08-28 | Dow Agrosciences, Llc. | Process for the preparation of 6-(aryl)-4-aminopicolinates |
| GB0910766D0 (en) * | 2009-06-22 | 2009-08-05 | Syngenta Ltd | Chemical compounds |
| GB201008290D0 (en) * | 2010-05-18 | 2010-06-30 | Syngenta Ltd | Chemical compounds |
| TWI592401B (zh) | 2011-01-25 | 2017-07-21 | 陶氏農業科學公司 | 用於製備4-胺基-3-氯-5-氟-6-(經取代的)吡啶甲酸酯的方法(一) |
-
2012
- 2012-01-20 TW TW101102582A patent/TWI592401B/zh not_active IP Right Cessation
- 2012-01-24 CN CN201280014336.2A patent/CN103874685B/zh not_active Expired - Fee Related
- 2012-01-24 KR KR1020137021995A patent/KR101537879B1/ko not_active Expired - Fee Related
- 2012-01-24 PL PL12739865T patent/PL2668163T3/pl unknown
- 2012-01-24 BR BR112013019025A patent/BR112013019025A2/pt not_active Application Discontinuation
- 2012-01-24 WO PCT/US2012/022285 patent/WO2012103041A2/en not_active Ceased
- 2012-01-24 HK HK14112715.3A patent/HK1199245A1/xx unknown
- 2012-01-24 UA UAA201310403A patent/UA106945C2/uk unknown
- 2012-01-24 JP JP2013551275A patent/JP5739018B2/ja not_active Expired - Fee Related
- 2012-01-24 MX MX2013008603A patent/MX342328B/es active IP Right Grant
- 2012-01-24 AR ARP120100234A patent/AR085022A1/es unknown
- 2012-01-24 SG SG2013056023A patent/SG192093A1/en unknown
- 2012-01-24 AU AU2012209277A patent/AU2012209277B2/en not_active Ceased
- 2012-01-24 BR BRBR102012001636-2A patent/BR102012001636A2/pt not_active Application Discontinuation
- 2012-01-24 US US13/356,669 patent/US20120190857A1/en not_active Abandoned
- 2012-01-24 RU RU2013139300/04A patent/RU2545021C1/ru not_active IP Right Cessation
- 2012-01-24 CN CN201510105205.0A patent/CN104788368B/zh not_active Expired - Fee Related
- 2012-01-24 EP EP12739865.9A patent/EP2668163B1/en not_active Not-in-force
- 2012-01-24 CA CA2825475A patent/CA2825475C/en not_active Expired - Fee Related
-
2013
- 2013-07-23 ZA ZA2013/05577A patent/ZA201305577B/en unknown
- 2013-07-24 IL IL227646A patent/IL227646A/en active IP Right Grant
- 2013-07-24 CO CO13175298A patent/CO6731125A2/es unknown
-
2014
- 2014-02-04 US US14/171,791 patent/US9067890B2/en not_active Expired - Fee Related
- 2014-12-18 HK HK16100734.3A patent/HK1213875A1/zh unknown
-
2015
- 2015-06-09 US US14/734,347 patent/US9452984B2/en not_active Expired - Fee Related
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