RU2002121652A - 4-Аминопиколинаты и их применение в качестве гербицидов - Google Patents
4-Аминопиколинаты и их применение в качестве гербицидовInfo
- Publication number
- RU2002121652A RU2002121652A RU2002121652/04A RU2002121652A RU2002121652A RU 2002121652 A RU2002121652 A RU 2002121652A RU 2002121652/04 A RU2002121652/04 A RU 2002121652/04A RU 2002121652 A RU2002121652 A RU 2002121652A RU 2002121652 A RU2002121652 A RU 2002121652A
- Authority
- RU
- Russia
- Prior art keywords
- halogen
- aryloxy
- trifluoromethyl
- alkoxy
- represent
- Prior art date
Links
- JRZBTJVSAANBEV-UHFFFAOYSA-N 4-aminopyridine-2-carboxylic acid Chemical class NC1=CC=NC(C(O)=O)=C1 JRZBTJVSAANBEV-UHFFFAOYSA-N 0.000 title claims 2
- 239000004009 herbicide Substances 0.000 title 1
- 229910052736 halogen Inorganic materials 0.000 claims 14
- 150000002367 halogens Chemical class 0.000 claims 14
- 125000004104 aryloxy group Chemical group 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 8
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 6
- 229910052799 carbon Inorganic materials 0.000 claims 6
- 230000002363 herbicidal effect Effects 0.000 claims 6
- 229920006395 saturated elastomer Polymers 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 4
- 229910052801 chlorine Inorganic materials 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 229910052731 fluorine Inorganic materials 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
- 229910052757 nitrogen Inorganic materials 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 2
- -1 C 1 -C 6 alkoxy Chemical group 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 239000002671 adjuvant Substances 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- NIXXQNOQHKNPEJ-UHFFFAOYSA-N aminopyralid Chemical compound NC1=CC(Cl)=NC(C(O)=O)=C1Cl NIXXQNOQHKNPEJ-UHFFFAOYSA-N 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- 0 Cc1c(*)c(C(O)=O)nc(*)c1* Chemical compound Cc1c(*)c(C(O)=O)nc(*)c1* 0.000 description 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
- C07D213/78—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
-
- 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
- C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/26—Radicals substituted by halogen atoms or nitro radicals
-
- 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
- C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen 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
- C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/32—Sulfur 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
- C07D213/61—Halogen atoms or nitro radicals
-
- 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
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- 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
- C07D213/89—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 with hetero atoms directly attached to the ring nitrogen atom
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Claims (10)
1. Соединение формулы I
где X представляет Н, галоген, C1-C6 алкокси, C1-C6 алкилтио, арилокси, нитро или трифторметил;
Y представляет галоген, C1-C6 алкокси, C1-C6 алкилтио, арилокси, гетероарилокси или трифторметил;
Z представляет галоген, C1-C6 алкокси, C1-C6 алкилтио, арилокси или нитро;
W представляет -NO2, -N3, -NR1R2, -N=CR3R4 или -NHN=CR3Р4,
где R1 и R2 независимо представляют Н, C1-С6 алкил, С3-С6 алкенил, С3-С6 алкинил, арил, гетероарил, гидрокси, C1-С6 алкокси, амино, C1-С6 ацил, C1-С6 карбалкокси, C1-С6 алкилкарбамил, C1-С6 алкилсульфонил, C1-С6 триалкилсилил или C1-С6 диалкилфосфонил, или R1 и R2, взятые вместе с N, представляют 5- или 6-членное насыщенное или ненасыщенное кольцо, которое может содержать дополнительные О, S или N гетероатомы;
R3 и R4 независимо представляют Н, C1-C6 алкил, С3-С6 алкенил, С3-С6 алкинил, арил или гетероарил, или R3 и R4, взятые вместе с =С, представляют 5- или 6-членное насыщенное кольцо;
и сельскохозяйственно приемлемые производные карбоновой кислоты при условии, что когда Х представляет Н или Cl, тогда оба Y и Z не являются Cl, или когда оба Х и Z представляют Cl, тогда Y не является Br.
2. Соединение по п.1,
где Х представляет Н, галоген или трифторметил;
Y представляет галоген, арилокси, гетероарилокси или трифторметил;
Z представляет галоген;
W представляет -NR1R2,
где R1 и R2 независимо представляют Н, C1-C6 алкил, С3-С6 алкенил, С3-С6 алкинил, или R1 и R2, взятые вместе с N, представляют 5- или 6-членное насыщенное кольцо, которое может содержать дополнительные О или N гетероатомы;
и сельскохозяйственно приемлемые соли, сложные эфиры или амиды карбоновой кислоты.
3. Соединение по п.1 или 2,
где Х представляет Н или F;
Y представляет F, Cl, Br или арилокси;
Z представляет Cl; и
W представляет -NH2.
4. Соединение по любому из пп.1-3, где Y представляет феноксигруппу, замещенную галогеном или C1-C4 алкильными группами в 3-положении.
5. Гербицидная композиция, содержащая гербицидно эффективное количество 4-аминопиколината формулы I
где Х представляет Н, галоген, C1-C6 алкокси, C1-C6 алкилтио, арилокси, нитро или трифторметил;
Y представляет галоген, C1-C6 алкокси, C1-C6 алкилтио, арилокси, гетероарилокси или трифторметил;
Z представляет галоген, C1-C6 алкокси, C1-C6 алкилтио, арилокси или нитро;
W представляет -NO2, -N3, -NR1R2, -N=CR3R4 или -NHN=CR3R4,
где R1 и R2 независимо представляют Н, C1-C6 алкил, С3-С6 алкенил, С3-С6 алкинил, арил, гетероарил, гидрокси, C1-C6 алкокси, амино, C1-C6 ацил, C1-C6 карбалкокси, C1-C6 алкилкарбамил, C1-C6 алкилсульфонил, C1-C6 триалкилсилил или C1-C6 диалкилфосфонил, или R1 и R2, взятые вместе с N, представляют 5- или 6-членное насыщенное или ненасыщенное кольцо, которое может содержать дополнительные О, S или N гетероатомы;
R3 и R4 независимо представляют Н, C1-C6 алкил, C3-C6 алкенил, С3-С6 алкинил, арил или гетероарил, или R3 и R1, взятые вместе с =С, представляют 5- или 6-членное насыщенное кольцо;
и сельскохозяйственно приемлемые производные карбоновой кислоты при условии, что когда Х представляет Cl, тогда оба Y и Z не являются Cl, в смеси с сельскохозяйственно приемлемым адъювантом или носителем.
6. Гербицидная композиция по п.5,
где Х представляет Н, галоген или трифторметил;
Y представляет галоген, арилокси, гетероарилокси или трифторметил;
Z представляет галоген;
W представляет -NR1R2,
где R1 и R2 независимо представляют Н, C1-C6 алкил, С3-С6 алкенил, С3-С6 алкинил, или R1 и R2, взятые вместе с N, представляют 5- или 6-членное насыщенное кольцо, которое может содержать дополнительные О или N гетероатомы;
и сельскохозяйственно приемлемые соли, сложные эфиры или амиды карбоновой кислоты.
7. Гербицидная композиция по п.5 или 6, где Х представляет Н или F;
Y представляет F, Cl, Br или арилокси;
Z представляет Cl;
W представляет -NH2.
8. Гербицидная композиция по любому из пп.5-7,
где Y представляет феноксигруппу, замещенную галогеном или C1-C4 алкильными группами в 3-положении.
9. Гербицидная композиция по п.5, содержащая 4-амино-3,6-дихлорпиридин-2-карбоновую кислоту или ее сельскохозяйственно приемлемую соль, сложный эфир или амид.
10. Способ борьбы с нежелательной растительностью, который включает контактирование растительности или места ее произрастания, либо внесение в почву для предотвращения появления всходов растительности гербицидно-эффективного количества гербицидной композиции по любому из пп.5-9.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17672000P | 2000-01-14 | 2000-01-14 | |
| US60/176,720 | 2000-01-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2002121652A true RU2002121652A (ru) | 2004-01-10 |
| RU2220959C1 RU2220959C1 (ru) | 2004-01-10 |
Family
ID=22645557
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2002121652/04A RU2220959C1 (ru) | 2000-01-14 | 2001-01-12 | 4-аминопиколинаты и их применение в качестве гербицидов |
Country Status (26)
| Country | Link |
|---|---|
| EP (2) | EP1246802B1 (ru) |
| JP (2) | JP4388724B2 (ru) |
| KR (2) | KR100560326B1 (ru) |
| CN (1) | CN1281591C (ru) |
| AR (1) | AR026836A1 (ru) |
| AT (2) | ATE356807T1 (ru) |
| AU (1) | AU760286B2 (ru) |
| BR (2) | BRPI0107649B8 (ru) |
| CA (1) | CA2396874C (ru) |
| CO (1) | CO5231161A1 (ru) |
| CR (2) | CR6696A (ru) |
| DE (1) | DE60127233T2 (ru) |
| DK (2) | DK1246802T3 (ru) |
| ES (2) | ES2279817T3 (ru) |
| HU (1) | HU228505B1 (ru) |
| IL (2) | IL150701A0 (ru) |
| MX (1) | MXPA02006933A (ru) |
| NO (1) | NO323777B1 (ru) |
| NZ (1) | NZ520244A (ru) |
| PL (1) | PL212932B1 (ru) |
| PT (2) | PT1246802E (ru) |
| RU (1) | RU2220959C1 (ru) |
| TW (1) | TWI235747B (ru) |
| UA (1) | UA57184C2 (ru) |
| WO (1) | WO2001051468A1 (ru) |
| ZA (1) | ZA200205557B (ru) |
Families Citing this family (52)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 (ru) * | 2003-04-02 | 2008-04-10 | Дау Агросайенсиз Ллс | 6-алкил или фенил-4-аминопиколинаты, гербицидная композиция, способ борьбы с нежелательной растительностью |
| UA81177C2 (ru) * | 2003-08-04 | 2007-12-10 | Дау Агросайєнсіз Ллс | 6-(1,1-дифторалкил)- 4-аминопиколинаты и их использование в качестве гербицидов |
| TWI355894B (en) | 2003-12-19 | 2012-01-11 | Du Pont | Herbicidal pyrimidines |
| TWI396682B (zh) * | 2006-01-13 | 2013-05-21 | Dow Agrosciences Llc | ６-（經多重取代之芳基）-４-胺基吡啶甲酸酯及其作為除草劑之用途 |
| TWI406849B (zh) * | 2006-10-04 | 2013-09-01 | Dow Agrosciences Llc | 鹵化４-胺基吡啶甲酸之經改良的電化學還原反應 |
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| CN109553574B (zh) * | 2018-12-27 | 2020-07-24 | 北京颖泰嘉和生物科技股份有限公司 | 吡啶酸类化合物及其制备方法、除草剂组合物及其应用 |
| CN110514766B (zh) * | 2019-09-11 | 2022-03-01 | 中国检验检疫科学研究院 | 一种食品中三氯甲基吡啶的测定方法 |
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| BE788756A (en) * | 1971-08-02 | 1973-03-13 | Dow Chemical Co | 4-amino-3,5dihalo- 6-alkyl picolinic acid derivs - selective herbicides |
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