AR122049A2 - Derivados de pirimidiniloxi benceno como herbicidas - Google Patents
Derivados de pirimidiniloxi benceno como herbicidasInfo
- Publication number
- AR122049A2 AR122049A2 ARP210101273A ARP210101273A AR122049A2 AR 122049 A2 AR122049 A2 AR 122049A2 AR P210101273 A ARP210101273 A AR P210101273A AR P210101273 A ARP210101273 A AR P210101273A AR 122049 A2 AR122049 A2 AR 122049A2
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- haloalkyl
- independently
- alkenyl
- alkoxy
- Prior art date
Links
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical class C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 title 1
- 239000004009 herbicide Substances 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 12
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract 10
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 4
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 4
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 3
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000004966 cyanoalkyl group Chemical group 0.000 abstract 3
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 3
- 125000004994 halo alkoxy alkyl group Chemical group 0.000 abstract 3
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- 125000005083 alkoxyalkoxy group Chemical group 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 2
- 125000000232 haloalkynyl group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 abstract 1
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 abstract 1
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 abstract 1
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract 1
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 abstract 1
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 abstract 1
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 abstract 1
- QBSOCTPGWBPYNI-UHFFFAOYSA-N 1-[2-(5-bromopyrimidin-2-yl)oxyphenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1OC1=NC=C(Br)C=N1 QBSOCTPGWBPYNI-UHFFFAOYSA-N 0.000 abstract 1
- MOTDDZJDLPQOMU-UHFFFAOYSA-N 2-[2-(5-bromopyrimidin-2-yl)oxyphenyl]acetonitrile Chemical compound BrC=1C=NC(=NC=1)OC1=C(C=CC=C1)CC#N MOTDDZJDLPQOMU-UHFFFAOYSA-N 0.000 abstract 1
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 abstract 1
- -1 C1−6-nitroalkyl Chemical group 0.000 abstract 1
- 150000001204 N-oxides Chemical class 0.000 abstract 1
- 229910006074 SO2NH2 Inorganic materials 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 abstract 1
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 abstract 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000006350 alkyl thio alkyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 125000004992 haloalkylamino group Chemical group 0.000 abstract 1
- 125000004461 halocycloalkylalkyl group Chemical group 0.000 abstract 1
- WWAVMSQVOMOCQM-UHFFFAOYSA-N methyl 2-(5-bromopyrimidin-2-yl)oxybenzoate Chemical compound COC(=O)C1=CC=CC=C1OC1=NC=C(Br)C=N1 WWAVMSQVOMOCQM-UHFFFAOYSA-N 0.000 abstract 1
- VHCQCTUTDKFBQH-UHFFFAOYSA-N methyl 2-(5-chloropyrimidin-2-yl)oxybenzoate Chemical compound COC(=O)C1=CC=CC=C1OC1=NC=C(Cl)C=N1 VHCQCTUTDKFBQH-UHFFFAOYSA-N 0.000 abstract 1
- 125000004971 nitroalkyl group Chemical group 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000000565 sulfonamide group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
-
- 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
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P13/00—Herbicides; Algicides
-
- 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
- A01N2300/00—Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Environmental Sciences (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Fertilizers (AREA)
Abstract
Reivindicación 1: Un compuesto seleccionado de la fórmula (1), N-óxidos y sales de estos, en donde: A es un compuesto A-1 - A-7 seleccionado del grupo de fórmulas (2); B es O ó S; R¹ es H, alquilo de C₁₋₆, alquenilo de C₂₋₆, alquinilo de C₂₋₆, haloalquilo de C₁₋₆, haloalquenilo de C₂₋₆, haloalquinilo de C₂₋₆, cicloalquilo de C₃₋₆, halocicloalquilo de C₃₋₆, halocicloalquilalquilo de C₃₋₆, alquilcicloalquilo de C₄₋₈, cicloalquilalquilo de C₄₋₈, alquilamino de C₁₋₆, haloalquilamino de C₁₋₆, dialquilamino de C₂₋₁₀, halodialquilamino de C₂₋₁₀, cicloamino de C₃₋₆, alcoxi de C₁₋₆, alqueniloxi de C₃₋₆, alquiniloxi de C₃₋₆, haloalcoxi de C₁₋₆, haloalqueniloxi de C₃₋₆, haloalquiniloxi de C₃₋₆, cicloalcoxi de C₃₋₆, halocicloalcoxi de C₃₋₆, cicloalquilalcoxi de C₄₋₈, halocicloalquilalcoxi de C₄₋₈, alcoxialquilo de C₂₋₆, haloalcoxialquilo de C₂₋₆, alcoxihaloalquilo de C₂₋₆, alcoxialcoxi de C₂₋₆, cianoalquilo de C₂₋₆, cianoalcoxi de C₂₋₆, cianoalcoxialquilo de C₃₋₇, hidroxialquilo de C₁₋₆, nitroalquilo de C₁₋₆, alquiltio de C₁₋₆, haloalquiltio de C₁₋₆, cicloalquiltio de C₃₋₈, alqueniltio de C₁₋₆, alquilsulfinilo de C₁₋₆, haloalquilsulfinilo de C₁₋₆, alquilsulfonilo de C₁₋₆, haloalquilsulfonilo de C₁₋₆, cicloalquilsulfonilo de C₃₋₈, alquiltioalquilo de C₂₋₆, haloalquiltioalquilo de C₂₋₆, bencilo, -N(R⁷)OR⁸, -ON(R⁹ᵃ)(R⁹ᵇ) o -N(R⁷)N(R⁹ᵃ)(R⁹ᵇ); Z es O ó S; R² es halógeno, ciano, nitro, alcoxi de C₁₋₆, alquilo de C₁₋₆, alquenilo de C₂₋₆, alquinilo de C₂₋₆, haloalquilo de C₁₋₆, cicloalquilo de C₃₋₆ o -SOₙR¹⁰; cada R³ es independientemente halógeno, ciano, nitro, CHO, C(=O)NH₂, C(=S)NH₂, SO₂NH₂, alquilo de C₁₋₄, alquenilo de C₂₋₄, alquinilo de C₂₋₄, haloalquilo de C₁₋₄, haloalquenilo de C₂₋₄, haloalquinilo de C₂₋₄, cicloalquilo de C₃₋₆, halocicloalquilo de C₃₋₆, alquilcicloalquilo de C₄₋₈, cicloalquilalquilo de C₄₋₈, alquilcarbonilo de C₂₋₆, haloalquilcarbonilo de C₂₋₆, alcoxicarbonilo de C₂₋₆, cicloalquilcarbonilo de C₃₋₇, alcoxi de C₂₋₄, alqueniloxi de C₃₋₄, alquiniloxi de C₃₋₄, haloalcoxi de C₁₋₄, cicloalcoxi de C₃₋₆, halocicloalcoxi de C₃₋₆, cicloalquilalcoxi de C₄₋₈, alcoxialquilo de C₂₋₆, haloalcoxialquilo de C₂₋₆, alcoxihaloalquilo de C₂₋₆, alcoxialcoxi de C₂₋₆, alquilcarboniloxi de C₂₋₄, cianoalquilo de C₂₋₆, cianoalcoxi de C₂₋₆, alquiltioalquilo de C₂₋₄, -C(=O)N(R¹¹ᵃ)(R¹¹ᵇ), -C(=NOR¹²)H, -C(=N(R¹³))H o -SOₙR¹⁴; m es 0, 1, 2 ó 3; cada n es independientemente 0, 1 ó 2; R⁴ es H, alquilo de C₁₋₆ o haloalquilo de C₁₋₆; R⁵ es H, alquilo de C₁₋₆, alquenilo de C₂₋₆, alquinilo de C₂₋₆, haloalquilo de C₁₋₆, haloalquenilo de C₂₋₆, haloalquinilo de C₂₋₆, cicloalquilo de C₃₋₆, halocicloalquilo de C₃₋₆, alquilcicloalquilo de C₄₋₈, cicloalquilalquilo de C₄₋₈, alcoxialquilo de C₂₋₆, haloalcoxialquilo de C₂₋₆, alcoxihaloalquilo de C₂₋₆, cianoalquilo de C₂₋₆, cianoalcoxialquilo de C₃₋₇, hidroxialquilo de C₁₋₆, nitroalquilo de C₁₋₆, alquiltioalquilo de C₂₋₆, haloalquiltioalquilo de C₂₋₆ o bencilo; cada R⁶ᵃ y R⁶ᵇ es independientemente H, alquilo de C₁₋₆ o haloalquilo de C₁₋₆; R⁷ es H, alquilo de C₁₋₆ o haloalquilo de C₁₋₆; R⁸ es H, alquilo de C₁₋₆, haloalquilo de C₁₋₆, alcoxialquilo de C₂₋₆, haloalcoxialquilo de C₂₋₆ o cianoalquilo de C₂₋₆; cada R⁹ᵃ y R⁹ᵇ es independientemente H, alquilo de C₁₋₆ o haloalquilo de C₁₋₆; R¹⁰ es independientemente alquilo de C₁₋₆, haloalquilo de C₁₋₆, alquilamino de C₁₋₆ o dialquilamino de C₂₋₁₀; cada R¹¹ᵃ es independientemente alquilo de C₁₋₄ o haloalquilo de C₁₋₄; cada R¹¹ᵇ es independientemente H, alquilo de C₁₋₄ o haloalquilo de C₁₋₄; cada R¹² es independientemente H o alquilo de C₁₋₄; cada R¹³ es independientemente H, amino, alquilo de C₁₋₄ o alquilamino de C₁₋₄; cada R¹⁴ es independientemente alquilo de C₁₋₆, haloalquilo de C₁₋₆, alquilamino de C₁₋₆ o dialquilamino de C₂₋₁₀; y R¹⁵ es H o alquilo de C₁₋₆; siempre que (i) cuando A es A-1, entonces R¹ es distinto de H, alquilo de C₁₋₆ o alquenilo de C₂₋₆; (ii) cuando A es A-6, entonces R¹ es distinto de alquilsulfonilo de C₁₋₆; (iii) cuando A es A-1, R² es Cl y R³ es 3-Br, entonces R¹ es distinto de alquiltio de C₂, alquilsulfinilo de C₂ o alquilsulfonilo de C₂; y (iv) el compuesto de la fórmula (1) es distinto de metil 2-[(5-cloro-2-pirimidinil)oxi]benzoato, metil 2-[(5-bromo-2-pirimidinil)oxi]benzoato, 1-[2-[(5-bromo-2-pirimidinil)oxi]fenil]-etanona y 2-[(5-bromo-2-pirimidinil)oxi]-bencenoacetonitrilo.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562171294P | 2015-06-05 | 2015-06-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR122049A2 true AR122049A2 (es) | 2022-08-10 |
Family
ID=56118068
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP160101675A AR104915A1 (es) | 2015-06-05 | 2016-06-03 | Derivados de 2-(feniloxi o feniltio)pirimidina como herbicidas |
| ARP210101273A AR122049A2 (es) | 2015-06-05 | 2021-05-10 | Derivados de pirimidiniloxi benceno como herbicidas |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP160101675A AR104915A1 (es) | 2015-06-05 | 2016-06-03 | Derivados de 2-(feniloxi o feniltio)pirimidina como herbicidas |
Country Status (26)
| Country | Link |
|---|---|
| US (2) | US11053204B2 (es) |
| EP (2) | EP3303305B9 (es) |
| JP (3) | JP6949731B2 (es) |
| KR (2) | KR20240045346A (es) |
| CN (2) | CN115785000A (es) |
| AR (2) | AR104915A1 (es) |
| AU (2) | AU2016270751B2 (es) |
| BR (1) | BR112017019995A2 (es) |
| CA (1) | CA2978480C (es) |
| CL (1) | CL2017002883A1 (es) |
| CO (1) | CO2017012518A2 (es) |
| DK (1) | DK3303305T3 (es) |
| EA (2) | EA037101B1 (es) |
| ES (1) | ES2909328T3 (es) |
| IL (2) | IL255172B (es) |
| MX (2) | MX390067B (es) |
| MY (2) | MY187605A (es) |
| PE (2) | PE20211472A1 (es) |
| PL (1) | PL3303305T3 (es) |
| SG (2) | SG11201707220WA (es) |
| SI (1) | SI3303305T1 (es) |
| TW (3) | TW202400564A (es) |
| UA (1) | UA124297C2 (es) |
| UY (2) | UY36712A (es) |
| WO (1) | WO2016196606A1 (es) |
| ZA (2) | ZA201706197B (es) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015108779A1 (en) | 2014-01-16 | 2015-07-23 | E. I. Du Pont De Nemours And Company | Pyrimidinyloxy benzene derivatives as herbicides |
| EP3619206B1 (en) | 2017-05-02 | 2024-02-14 | FMC Corporation | Pyrimidinyloxy benzo-fused compounds as herbicides |
| CN106946794B (zh) * | 2017-05-11 | 2019-07-05 | 赣南师范大学 | 一种2-嘧啶氧基苯甲酸衍生物及其制备方法和一种水面杂草除草剂 |
| CN112469712B (zh) | 2018-06-25 | 2024-08-13 | 拜耳公司 | 取代的2-杂芳基氧基吡啶及其盐，以及它们作为除草剂的用途 |
| EP3670505A1 (de) | 2018-12-18 | 2020-06-24 | Bayer AG | Substituierte pyridinyloxybenzole sowie deren salze und ihre verwendung als herbizide wirkstoffe |
| MX2021009954A (es) | 2019-02-19 | 2021-12-10 | Gowan Company L L C | Composiciones liquidas estables y metodos para usar las mismas. |
| AU2020318681A1 (en) * | 2019-07-22 | 2022-02-17 | Bayer Aktiengesellschaft | Substituted N-phenyl uracils, salts thereof and their use as herbicidal agents |
| TW202130623A (zh) * | 2019-12-02 | 2021-08-16 | 美商富曼西公司 | 用於合成2-硫烷嘧啶的製程 |
| GB202005175D0 (en) * | 2020-04-08 | 2020-05-20 | Syngenta Crop Protection Ag | Improvements in or relating to organic compounds |
| CN113683550A (zh) * | 2020-05-18 | 2021-11-23 | 兰州大学 | 一种n-(氰基(2-氰基取代苯基)甲基)取代的三级胺的合成方法 |
| GB202016569D0 (en) * | 2020-10-19 | 2020-12-02 | Syngenta Crop Protection Ag | Herbicidal compositions |
| EP4288418A1 (de) | 2021-02-04 | 2023-12-13 | Bayer Aktiengesellschaft | Substituierte (2-heteroaryloxyphenyl)sulfonate, sowie deren salze und ihre verwendung als herbizide wirkstoffe |
| CN113185467B (zh) * | 2021-04-20 | 2022-03-08 | 江苏乾元生物科技有限公司 | 一种苯嘧磺草胺的制备方法 |
| CN114380771B (zh) * | 2022-01-27 | 2023-07-21 | 浙江财和生物科技有限公司 | 氟噻草胺的制备方法 |
| US20250221410A1 (en) | 2022-03-28 | 2025-07-10 | Bayer Aktiengesellschaft | Substituted 2-c-azines and salts thereof, and use thereof as herbicidal active substances |
| JP2025512828A (ja) | 2022-03-28 | 2025-04-22 | バイエル・アクチエンゲゼルシヤフト | 置換２－アミノアジンおよびその塩、ならびにその除草性活性物質としての使用 |
| WO2025212359A1 (en) | 2024-03-30 | 2025-10-09 | Fmc Corporation | Bixlozone mixture, composition and herbicidal method |
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