AR080160A1 - Cianobutiratos sustituidos con accion herbicida, proceso para prepararlos, composicion herbicida que los contiene y metodo para controlar vegetacion indeseada - Google Patents
Cianobutiratos sustituidos con accion herbicida, proceso para prepararlos, composicion herbicida que los contiene y metodo para controlar vegetacion indeseadaInfo
- Publication number
- AR080160A1 AR080160A1 ARP110100418A ARP110100418A AR080160A1 AR 080160 A1 AR080160 A1 AR 080160A1 AR P110100418 A ARP110100418 A AR P110100418A AR P110100418 A ARP110100418 A AR P110100418A AR 080160 A1 AR080160 A1 AR 080160A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- haloalkyl
- alkoxy
- groups
- alkylthio
- Prior art date
Links
- 239000004009 herbicide Substances 0.000 title abstract 3
- 239000000203 mixture Substances 0.000 title abstract 2
- 230000002363 herbicidal effect Effects 0.000 title 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 8
- 229910052757 nitrogen Inorganic materials 0.000 abstract 6
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 5
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 5
- 229910052736 halogen Inorganic materials 0.000 abstract 5
- 229910052760 oxygen Inorganic materials 0.000 abstract 5
- 229910052717 sulfur Inorganic materials 0.000 abstract 5
- 125000004414 alkyl thio group Chemical group 0.000 abstract 4
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 4
- 150000002367 halogens Chemical group 0.000 abstract 4
- 125000005842 heteroatom Chemical group 0.000 abstract 4
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 abstract 4
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 3
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 abstract 2
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- -1 cyanobutyrate compound Chemical class 0.000 abstract 2
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 2
- 125000004995 haloalkylthio group Chemical group 0.000 abstract 2
- 125000002950 monocyclic group Chemical group 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 abstract 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract 1
- 125000006648 (C1-C8) haloalkyl group Chemical group 0.000 abstract 1
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- 150000001204 N-oxides Chemical class 0.000 abstract 1
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 1
- 125000005108 alkenylthio group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000005133 alkynyloxy group Chemical group 0.000 abstract 1
- 125000005109 alkynylthio group Chemical group 0.000 abstract 1
- 125000002619 bicyclic group Chemical group 0.000 abstract 1
- 125000002618 bicyclic heterocycle group Chemical group 0.000 abstract 1
- 150000001721 carbon Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 1
- 125000002911 monocyclic heterocycle group Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/41—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by carboxyl groups, other than cyano groups
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
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- A—HUMAN NECESSITIES
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- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
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- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/48—Nitro-carboxylic acids; Derivatives thereof
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
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- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
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- 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
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- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
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- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
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- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
- C07C255/44—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms at least one of the singly-bound nitrogen atoms being acylated
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- C07C271/40—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings
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- C07C271/44—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
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- C07C323/11—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/16—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings
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- C07C323/46—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having at least one of the nitrogen atoms, not being part of nitro or nitroso groups, further bound to other hetero atoms
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- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Composiciones que los comprenden y su uso como herbicidas, así como un método para controlar la vegetacion indeseada. Reivindicacion 1: Un compuesto de cianobutirato caracterizado porque tiene la formula (1) en donde las variables tienen el siguiente significado: R es halogeno, ciano, nitro, alquilo C1-4, haloalquilo C1-4, alquenilo C2-6, alquinilo C2-6, alcoxi C1-4, alquiltio C1-4 o Z-(tri-alquil C1-4)sililo; R1 es hidrogeno, Z-CN, alquilo C1-8, Z-cicloalquilo C3-6, haloalquilo C1-8, alcoxi C1-4-alquilo C1-4, alquiltio C1-4-alquilo C1-4, alquenilo C3-8, Z-cicloalquenilo C3-6, alquinilo C3-8, NRiRii, Z-(tri-alquil C1-4)sililo, Z-N=C(Ra)2, Z-C(Ra)=NRa, Z-C(=T)Ra, Z-P(=T)(Ra)2, Z-fenilo o un heterociclo saturado, insaturado o aromático monocíclico de 3 a 7 miembros o bicíclico de 9 o 10 miembros que contiene 1, 2, 3 o 4 heteroátomos seleccionados del grupo que consiste en O, N y S, que puede tener grupos de carbonilo o tiocarbonilo y que se une mediante carbono o nitrogeno; T es O o S; Ra es hidrogeno, TH, alquilo C1-8, haloalquilo C1-4, Z-cicloalquilo C3-6, alquenilo C2-8, Z-cicloalquenilo C5-6, alquinilo C2-8, Z-alcoxi C1-6, Z-haloalcoxi C1-4, Z-alqueniloxi C3-8, Z-alquiniloxi C3-8, Z-alquiltio C1-4, Z-haloalquiltio C1-4, Z-alqueniltio C3-8, Z-alquiniltio C3-8, NRiRii, alquilsulfonilo C1-6, oxi-alquilenoxi C1-3, Z-C(=T)-RA, Z-T-C(=T)-RA, Z-(tri-alquil C1-4)sililo, Z-fenilo, Z-fenoxi, Z-fenilamino o un heterociclo monocíclico de 3 a 7 miembros o bicíclico de 9 o 10 miembros que contiene 1, 2, 3 o 4 heteroátomos seleccionados del grupo que consiste en O, N y S, en donde los grupos cíclicos son no sustituidos o pueden tener 1, 2, 3 o 4 grupos Rb y/o grupos carbonilo o tiocarbonilo; Ri, Rii independientemente entre sí, son hidrogeno, alquilo C1-8, haloalquilo C1-4, alquenilo C3-8, alquinilo C3-8, Z-cicloalquilo C3-6, Z-alcoxi C1-8, Z-alquiltio C1-8, Z-haloalcoxi C1-8, Z-haloalquiltio C1-8, Z-C(=T)-RA, en donde RA es TH, alquilo C1-4, alcoxi C1-4 o alquiltio C1-4; Ri y Rii, junto con el átomo de nitrogeno al que están unidos, también pueden formar un heterociclo monocíclico de 3 a 7 miembros o bicíclico de 9 o 10 miembros, que contiene 1, 2, 3 o 4 heteroátomos seleccionados del grupo que consiste en O, N y S y que puede tener grupos carbonilo o tiocarbonilo; Rb independientemente entre sí, es Z-CN, Z-TH, Z-NO2, Z-halogeno, alquilo C1-8, haloalquilo C1-4, alquenilo C2-8, alquinilo C2-8, Z-alcoxi C1-8, Z-haloalcoxi C1-8, Z-alquiltio C1-8, Z-haloalquiltio C1-8, Z-cicloalquilo C3-10, T-Z-cicloalquilo C3-10, Z-C(=T)-Ra, NRiRii, Z-(tri-alquil C1-4)sililo, Z-fenilo y S(O)mRbb, en donde Rbb es alquilo C1-8 o haloalquilo C1-6; m es 0, 1 o 2; Rb, junto con el grupo Rb unido al átomo de carbono adyacente, también puede formar un anillo saturado o parcial o totalmente insaturado de 5 o 6 miembros que, además de átomos de carbono, puede contener 1, 2 o 3 heteroátomos seleccionados del grupo que consiste en O, N y S; Z es un enlace covalente o alquileno C1-8; n es 0, 1, 2, 3, 4 o 5; R2, R3, independientemente entre sí, son halogeno, ciano, nitro, alquilo C1-4, alcoxi C1-4, S(O)mRbb, NRiRii, haloalquilo C1-4 o haloalcoxi C1-4; en donde en los grupos R y R1 y sus subsustituyentes, las cadenas de carbono y/o los grupos cíclicos pueden ser parcial o totalmente sustituidos con grupos Ra y/o Rb; o un N-oxido o una sal de aquél adecuada en la agricultura; siempre que R2 y R3 no sean ambos cloro, si el índice n es 0 o 1 y R es halogeno o Rn es 3,5-Cl2 y R1 es alquilo C1-4 o H; y R2 y R3 no sean ambos fluor, si el índice n es 1 y R es halogeno y R1 es alquilo C1-4.
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| US30298310P | 2010-02-10 | 2010-02-10 | |
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| ARP110100418A AR080160A1 (es) | 2010-02-10 | 2011-02-10 | Cianobutiratos sustituidos con accion herbicida, proceso para prepararlos, composicion herbicida que los contiene y metodo para controlar vegetacion indeseada |
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| AR089249A1 (es) | 2011-12-19 | 2014-08-06 | Bayer Ip Gmbh | 4-ciano-3-fenil-4-(piridin-3-il)butanoatos sustituidos, procedimientos para su preparacion y su uso como herbicidas y como reguladores del crecimiento de plantas |
| AU2013361704B2 (en) * | 2012-12-21 | 2017-04-20 | Bayer Cropscience Ag | Substituted 4-cyan-3-(pyridyl)-4-phenylbutanoates, method for the production thereof and uses as herbicides and plant growth regulators |
| US9957248B2 (en) | 2014-07-04 | 2018-05-01 | Bayer Cropscience Aktiengesellshaft | Substituted 5-hydroxy-2-heteroaryl-3-phenylpentanonitrile derivatives, processes for their preparation and their use as herbicides and/or plant growth regulators |
| JP2017533190A (ja) | 2014-10-08 | 2017-11-09 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | 置換5−ヒドロキシ−2−フェニル−3−ヘテロアリールペンタンニトリル誘導体、その製造方法ならびに除草剤および/または植物成長調節剤としてのその使用 |
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