AR095303A1 - 4-amino-6-(piridil y fenil 2-sustituido)-picolinatos y 6-amino-2-(piridil y fenil 2-sustituido)-pirimidin-4 carboxilatos y su uso como herbicidas - Google Patents
4-amino-6-(piridil y fenil 2-sustituido)-picolinatos y 6-amino-2-(piridil y fenil 2-sustituido)-pirimidin-4 carboxilatos y su uso como herbicidasInfo
- Publication number
- AR095303A1 AR095303A1 ARP140101004A ARP140101004A AR095303A1 AR 095303 A1 AR095303 A1 AR 095303A1 AR P140101004 A ARP140101004 A AR P140101004A AR P140101004 A ARP140101004 A AR P140101004A AR 095303 A1 AR095303 A1 AR 095303A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- haloalkyl
- alkoxy
- thio
- hydrogen
- Prior art date
Links
- WGNUNYPERJMVRM-UHFFFAOYSA-N 3-pyridylacetic acid Chemical compound OC(=O)CC1=CC=CN=C1 WGNUNYPERJMVRM-UHFFFAOYSA-N 0.000 title 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 title 2
- 150000007942 carboxylates Chemical class 0.000 title 1
- 239000004009 herbicide Substances 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 14
- 239000001257 hydrogen Substances 0.000 abstract 14
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 12
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 11
- 150000002431 hydrogen Chemical group 0.000 abstract 11
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 10
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 10
- 125000000232 haloalkynyl group Chemical group 0.000 abstract 10
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 abstract 9
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 abstract 9
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 abstract 8
- 229910052801 chlorine Inorganic materials 0.000 abstract 8
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 8
- 150000001875 compounds Chemical class 0.000 abstract 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 6
- 229910052731 fluorine Inorganic materials 0.000 abstract 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 6
- 229910052794 bromium Inorganic materials 0.000 abstract 5
- 229910052736 halogen Inorganic materials 0.000 abstract 5
- 150000002367 halogens Chemical group 0.000 abstract 5
- 229910052740 iodine Inorganic materials 0.000 abstract 5
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 4
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 3
- -1 halocyclopropyl Chemical group 0.000 abstract 3
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 2
- 125000001188 haloalkyl group Chemical group 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 abstract 1
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 abstract 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- 125000006519 CCH3 Chemical group 0.000 abstract 1
- 150000001204 N-oxides Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000001721 carbon Chemical group 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000005347 halocycloalkyl group Chemical group 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 abstract 1
- 125000005499 phosphonyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
Classifications
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
Reivindicación 1: Un compuesto de la fórmula (1) en donde X es N o CY, en donde Y es hidrógeno, halógeno, alquilo C₁₋₃, haloalquilo C₁₋₃, alcoxi C₁₋₃, haloalcoxi C₁₋₃, alquil C₁₋₃-tio o haloalquil C₁₋₃-tio; R¹ es OR¹, en donde R¹ es H, alquilo C₁₋₈ o arilalquilo C₇₋₁₀; R² es halógeno, alquilo C₁₋₄, haloalquilo C₁₋₄, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquil C₁₋₄-tio, haloalquil C₁₋₄-tio, amino, alquil C₁₋₄-amino, haloalquil C₂₋₄-amino, formilo, (alquil C₁₋₃)carbonilo, (haloalquil C₁₋₃)carbonilo, ciano o un grupo de la fórmula -CR¹⁷=CR¹⁸-SiR¹⁹R²⁰R²¹, en donde R¹⁷ es hidrógeno, F o Cl; R¹⁸ es hidrógeno, F, Cl, alquilo C₁₋₄ o haloalquilo C₁₋₄; y R¹⁹, R²⁰ y R²¹ son, de modo independiente, alquilo C₁₋₁₀, cicloalquilo C₃₋₆, haloalquilo C₁₋₁₀, halocicloalquilo C₃₋₆, fenilo, fenilo sustituido, alcoxi C₁₋₁₀ u OH; R³ y R⁴ son, de modo independiente, hidrógeno, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₃₋₆, haloalquenilo C₃₋₆, alquinilo C₃₋₆, haloalquinilo C₃₋₆, hidroxi, alcoxi C₁₋₆, haloalcoxi C₁₋₆, formilo, (alquil C₁₋₃)carbonilo, (haloalquil C₁₋₃)carbonilo, (alcoxi C₁₋₆)carbonilo, (alquil C₁₋₆)carbamilo, (alquil C₁₋₆)sulfonilo, tri(alquil C₁₋₆)sililo, di(alquil C₁₋₆)fosfonilo o R³ y R⁴ tomados junto con el átomo de nitrógeno al que están unidos forman un anillo saturado o insaturado de 5 ó 6 miembros o R³ y R⁴ tomados juntos representan =CR³R⁴, en donde R³ y R⁴ son, de modo independiente, hidrógeno, alquilo C₁₋₆, alquenilo C₃₋₆, alquinilo C₃₋₆, alcoxi C₁₋₆ o alquil C₁₋₆-amino o R³ y R⁴ tomados junto con el átomo de carbono al que están unidos forman un anillo saturado de 5 ó 6 miembros; Ar está seleccionado del grupo que consiste en las fórmulas (2), (3), (4), (5), (6) y (7), en donde W¹ es F; W² es hidrógeno o F; W³ es Cl, Br, I, alquilo C₁₋₄, haloalquilo C₁₋₄, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquil C₁₋₄-tio o haloalquil C₁₋₄-tio; X¹ es hidrógeno, F, Cl, Br, I, alquilo C₁₋₄, haloalquilo C₁₋₄, ciclopropilo, halociclopropilo, alcoxi C₁₋₄ o haloalcoxi C₁₋₄; X² es hidrógeno, F, Cl, Br, I, alquilo C₁₋₄, haloalquilo C₁₋₄, ciclopropilo, halociclopropilo, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, CN, CONH₂, CO₂H o NO₂; X³ es F, Cl, Br, I, alquilo C₁₋₄, haloalquilo C₁₋₄, ciclopropilo, halociclopropilo, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, CN, CONH₂, CO₂H o NO₂; Y¹ es halógeno, alquilo C₁₋₄, haloalquilo C₁₋₄, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquil C₁₋₄-tio, haloalquil C₁₋₄-tio, amino, alquil C₁₋₄-amino, haloalquil C₁₋₄-amino, alquilo C₁₋₆ sustituido con (alcoxi C₁₋₆), CN o NO₂; Y² es hidrógeno o F; Z¹ es halógeno, alquilo C₁₋₄, haloalquilo C₁₋₄, ciclopropilo, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquil C₁₋₄-tio o haloalquil C₁₋₄-tio; Z² es hidrógeno, halógeno, alquilo C₁₋₄, haloalquilo C₁₋₄, ciclopropilo, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquil C₁₋₄-tio o haloalquil C₁₋₄-tio; Z³ es Cl, Br, I, alquilo C₁₋₄, haloalquilo C₁₋₄, ciclopropilo, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquil C₁₋₄-tio o haloalquil C₁₋₄-tio; Z⁴ es alquilo C₁₋₄, haloalquilo C₁₋₄, ciclopropilo, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquil C₁₋₄-tio o haloalquil C₁₋₄-tio; y en donde cuando Ar es: g) el compuesto de fórmula (2) entonces X es N, CH, CF, CCl o CCH₃; siempre que v) X¹ no sea hidrógeno, F, Cl u OCH₃ cuando R² es Cl o vinilo y X es N; vi) X¹ no sea hidrógeno, Cl u OCH₃ cuando R² es Cl y X es CH; vii) X¹ no sea Cl cuando R² es Cl y X es CF; y viii) X¹ no sea CF₃, ciclopropilo u OCH₃ cuando R² es OCH₃ y X es CF; h) el compuesto de fórmula (3) entonces X es N, CH o CF; siempre que X¹ no sea hidrógeno, CH₃ u OCH₃ cuando R² es Cl y X es N; i) el compuesto de fórmula (4) entonces X es N, CH o CF; j) el compuesto de fórmula (5) entonces X es N, CH o CF; k) el compuesto de fórmula (6) entonces X es N, CH o CF; y l) el compuesto de fórmula (7) entonces X es N, CH o CF; siempre que W³ no sea Cl, CH₃, CF₃ u OCH₃ cuando Y² es hidrógeno; o uno de sus N-óxidos o sales aceptables en agricultura.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361791892P | 2013-03-15 | 2013-03-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR095303A1 true AR095303A1 (es) | 2015-10-07 |
Family
ID=51529785
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP140101004A AR095303A1 (es) | 2013-03-15 | 2014-03-14 | 4-amino-6-(piridil y fenil 2-sustituido)-picolinatos y 6-amino-2-(piridil y fenil 2-sustituido)-pirimidin-4 carboxilatos y su uso como herbicidas |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US10765114B2 (es) |
| EP (1) | EP2967057B1 (es) |
| JP (3) | JP2016514138A (es) |
| CN (2) | CN105208859A (es) |
| AR (1) | AR095303A1 (es) |
| BR (1) | BR102014006211B8 (es) |
| ES (1) | ES2712103T3 (es) |
| HU (1) | HUE041698T2 (es) |
| PL (1) | PL2967057T3 (es) |
| UY (1) | UY35475A (es) |
| WO (1) | WO2014150809A1 (es) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016040521A1 (en) * | 2014-09-10 | 2016-03-17 | The Regents Of The University Of California | Herbicidal and fungicidal compositions and their uses |
| GB201604969D0 (en) | 2016-03-23 | 2016-05-04 | Syngenta Participations Ag | Improvements in or relating to organic compounds |
| GB201604970D0 (en) | 2016-03-23 | 2016-05-04 | Syngenta Participations Ag | Improvements in or relating to organic compounds |
| 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 |
| CN109561682B (zh) | 2016-06-27 | 2021-05-11 | 牧牛研究所株式会社 | 包含异噁唑啉环的吡啶类化合物及其作为除草剂的用途 |
| US11180470B2 (en) * | 2016-07-25 | 2021-11-23 | Basf Se | Herbicidal pyrimidine compounds |
| JP6681314B2 (ja) * | 2016-10-31 | 2020-04-15 | 日機装株式会社 | 水処理装置および水処理方法 |
| GB201715324D0 (en) * | 2017-09-22 | 2017-11-08 | Syngenta Participations Ag | Improvements in or relating to organic compounds |
| GB201715323D0 (en) * | 2017-09-22 | 2017-11-08 | Syngenta Participations Ag | Improvements in or relating to organic compounds |
| CN109704961A (zh) * | 2019-02-16 | 2019-05-03 | 安徽华胜医药科技有限公司 | 一种2-溴-2-(2-氟-3-甲氧基苯基)乙酸乙酯的合成方法 |
| CN110885290A (zh) * | 2019-12-16 | 2020-03-17 | 阿里生物新材料（常州）有限公司 | 一种3-氟-2-甲基-4-三氟甲基苯胺盐酸盐的合成方法 |
| CN119707787B (zh) * | 2024-12-24 | 2025-09-19 | 陕西师范大学 | 一种光连续流动合成4-烷基吡啶类化合物的方法 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| TWI355894B (en) * | 2003-12-19 | 2012-01-11 | Du Pont | Herbicidal pyrimidines |
| WO2006062979A1 (en) | 2004-12-06 | 2006-06-15 | E.I. Dupont De Nemours And Company | Herbicidal 6-cyclopropyl-substitute 4-aminopicolinic acid derivatives |
| RU2428416C2 (ru) | 2006-01-13 | 2011-09-10 | Дау Агросайенсиз Ллс | 6-(полизамещенный арил)-4-аминопиколинаты и их применение в качестве гербицидов |
| AU2007204887B2 (en) | 2006-01-13 | 2011-06-23 | Corteva Agriscience Llc | 2-(poly-substituted aryl)-6-amino-5-halo-4-pyrimidinecarboxylic acids and their use as herbicides |
| US7642220B2 (en) | 2007-08-30 | 2010-01-05 | Dow Agrosciences Llc | 2-(substituted phenyl)-6-amino-5-alkoxy, thioalkoxy and aminoalkyl-4-pyrimidinecarboxylates and their use as herbicides |
| 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 |
| GB0808664D0 (en) * | 2008-05-13 | 2008-06-18 | Syngenta Ltd | Chemical compounds |
| WO2010099279A1 (en) * | 2009-02-27 | 2010-09-02 | Dow Agrosciences Llc | N-alkoxyamides of 6-(substituted phenyl)-4-aminopicolinates and 2-(substituted phenyl)-6-amino-4-pyrimidinecarboxylates and their use as selective herbicides for crops |
| GB0907625D0 (en) * | 2009-05-01 | 2009-06-10 | Syngenta Ltd | Method of controlling undesired vegetation |
| TWI596088B (zh) * | 2011-01-25 | 2017-08-21 | 陶氏農業科學公司 | ４－胺基－６－（經取代的苯基）吡啶甲酸酯及６－胺基－２－（經取代的苯基）－４－嘧啶羧酸酯之芳烷酯以及其等作為除草劑之用途 |
| 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 |
| CA2825392C (en) * | 2011-01-25 | 2016-10-25 | Dow Agrosciences Llc | 6-amino-2-substituted-5-vinylsilylpyrimidine-4-carboxylic acids and esters and 4-amino-6-substituted-3-vinylsilylpyridine-2-carboxylic acids and esters as herbicides |
| 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） |
| BR102012016297A8 (pt) * | 2011-06-30 | 2018-07-31 | Dow Agrosciences Llc | 3-alcóxi, tioalquila e amino-4-amino-6-(substituídos)picolinatos e sua aplicação como herbicidas |
| US8912120B2 (en) * | 2012-07-24 | 2014-12-16 | Dow Agrosciences, Llc. | Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and synthetic auxin herbicides |
| NZ708681A (en) * | 2012-12-13 | 2016-09-30 | Dow Agrosciences Llc | Processes for the preparation of 4-amino-3-halo-6- (substituted)picolinates and 4-amino-5-fluoro-3-halo-6- (substituted)picolinates |
| 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 |
| US9854801B2 (en) * | 2015-10-01 | 2018-01-02 | Dow Agrosciences Llc | Weed control from applications of an ethylene inhibitor and a pyridine carboxylic acid herbicide |
| MX2018015186A (es) * | 2016-06-10 | 2019-04-24 | Dow Agrosciences Llc | Composiciones herbicidas protegidas que contienen halauxifen y metodos de uso de estas en especies de brassica. |
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2014
- 2014-03-12 HU HUE14768802A patent/HUE041698T2/hu unknown
- 2014-03-12 JP JP2016501464A patent/JP2016514138A/ja not_active Withdrawn
- 2014-03-12 WO PCT/US2014/024285 patent/WO2014150809A1/en not_active Ceased
- 2014-03-12 CN CN201480026863.4A patent/CN105208859A/zh active Pending
- 2014-03-12 EP EP14768802.2A patent/EP2967057B1/en active Active
- 2014-03-12 CN CN202110442807.0A patent/CN113292502A/zh active Pending
- 2014-03-12 PL PL14768802T patent/PL2967057T3/pl unknown
- 2014-03-12 ES ES14768802T patent/ES2712103T3/es active Active
- 2014-03-13 US US14/209,675 patent/US10765114B2/en active Active
- 2014-03-14 AR ARP140101004A patent/AR095303A1/es active IP Right Grant
- 2014-03-14 UY UY0001035475A patent/UY35475A/es not_active Application Discontinuation
- 2014-03-14 BR BR102014006211A patent/BR102014006211B8/pt active IP Right Grant
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2018
- 2018-08-02 JP JP2018145522A patent/JP6757374B2/ja active Active
- 2018-12-14 JP JP2018234012A patent/JP2019073516A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| UY35475A (es) | 2014-10-31 |
| BR102014006211B1 (pt) | 2020-02-04 |
| CN113292502A (zh) | 2021-08-24 |
| BR102014006211A2 (pt) | 2016-08-02 |
| EP2967057B1 (en) | 2018-11-21 |
| JP2019073516A (ja) | 2019-05-16 |
| EP2967057A1 (en) | 2016-01-20 |
| JP2018199686A (ja) | 2018-12-20 |
| WO2014150809A1 (en) | 2014-09-25 |
| JP2016514138A (ja) | 2016-05-19 |
| BR102014006211B8 (pt) | 2022-08-23 |
| PL2967057T3 (pl) | 2019-05-31 |
| US20140274703A1 (en) | 2014-09-18 |
| ES2712103T3 (es) | 2019-05-09 |
| EP2967057A4 (en) | 2017-03-01 |
| CN105208859A (zh) | 2015-12-30 |
| JP6757374B2 (ja) | 2020-09-16 |
| US10765114B2 (en) | 2020-09-08 |
| HUE041698T2 (hu) | 2019-05-28 |
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