GB1472485A - 3,5-dihalo-6-fluoro-2-pyridyloxy compounds and their use as herbicides - Google Patents
3,5-dihalo-6-fluoro-2-pyridyloxy compounds and their use as herbicidesInfo
- Publication number
- GB1472485A GB1472485A GB1485375A GB1485375A GB1472485A GB 1472485 A GB1472485 A GB 1472485A GB 1485375 A GB1485375 A GB 1485375A GB 1485375 A GB1485375 A GB 1485375A GB 1472485 A GB1472485 A GB 1472485A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- fluoro
- dihalo
- prepared
- pyridyloxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000004009 herbicide Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 9
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 229910052700 potassium Inorganic materials 0.000 abstract 3
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 abstract 2
- 101150065749 Churc1 gene Proteins 0.000 abstract 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 abstract 2
- 102100038239 Protein Churchill Human genes 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 2
- 150000003222 pyridines Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 1
- JIVRVWBKZYHKMJ-UHFFFAOYSA-N 2-[[2-(3,5-dichloro-6-fluoropyridin-2-yl)oxyacetyl]amino]acetic acid Chemical compound OC(=O)CNC(=O)COC1=NC(F)=C(Cl)C=C1Cl JIVRVWBKZYHKMJ-UHFFFAOYSA-N 0.000 abstract 1
- ONIKNECPXCLUHT-UHFFFAOYSA-N 2-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1Cl ONIKNECPXCLUHT-UHFFFAOYSA-N 0.000 abstract 1
- PDWPJTGNVHAWRQ-UHFFFAOYSA-N 3-(3,5-dichloro-6-fluoropyridin-2-yl)oxypropane-1,2-diol Chemical compound OCC(O)COC1=NC(F)=C(Cl)C=C1Cl PDWPJTGNVHAWRQ-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- RENMDAKOXSCIGH-UHFFFAOYSA-N Chloroacetonitrile Chemical compound ClCC#N RENMDAKOXSCIGH-UHFFFAOYSA-N 0.000 abstract 1
- 239000004471 Glycine Substances 0.000 abstract 1
- 239000013543 active substance Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 238000005576 amination reaction Methods 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000002009 diols Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- TUZQQCNLYHIQSA-UHFFFAOYSA-N ethyl 2-(3,5-dichloro-6-fluoropyridin-2-yl)oxyacetate Chemical compound CCOC(=O)COC1=NC(F)=C(Cl)C=C1Cl TUZQQCNLYHIQSA-UHFFFAOYSA-N 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910000000 metal hydroxide Inorganic materials 0.000 abstract 1
- 150000004692 metal hydroxides Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003151 propanoic acid esters Chemical class 0.000 abstract 1
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical compound OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 230000007704 transition Effects 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46001074A | 1974-04-11 | 1974-04-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1472485A true GB1472485A (en) | 1977-05-04 |
Family
ID=23827055
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1485375A Expired GB1472485A (en) | 1974-04-11 | 1975-04-10 | 3,5-dihalo-6-fluoro-2-pyridyloxy compounds and their use as herbicides |
Country Status (8)
| Country | Link |
|---|---|
| AR (1) | AR215416A1 (https=) |
| BR (3) | BR7502229A (https=) |
| CA (1) | CA1034579A (https=) |
| GB (1) | GB1472485A (https=) |
| IN (3) | IN139197B (https=) |
| MY (1) | MY7800022A (https=) |
| SE (1) | SE7504139L (https=) |
| ZA (1) | ZA752141B (https=) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0057367A1 (de) * | 1981-01-28 | 1982-08-11 | Nihon Tokushu Noyaku Seizo K.K. | 2-Pyridyloxyacetanilid-Verbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung |
| EP0060423A1 (de) * | 1981-03-12 | 1982-09-22 | Nihon Tokushu Noyaku Seizo K.K. | 2-Pyridyloxy-acetanilide, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide |
| EP0199060A3 (de) * | 1985-04-03 | 1987-09-09 | Shell Agrar GmbH & Co. KG | Pyridylphosphorsäureester |
| GB2288394A (en) * | 1994-04-14 | 1995-10-18 | Dowelanco | Herbicidally active amides of triclopyr and fluroxypyr |
-
1975
- 1975-04-01 IN IN647/CAL/75A patent/IN139197B/en unknown
- 1975-04-01 IN IN646/CAL/75A patent/IN139196B/en unknown
- 1975-04-01 IN IN645/CAL/75A patent/IN139195B/en unknown
- 1975-04-04 ZA ZA00752141A patent/ZA752141B/xx unknown
- 1975-04-10 GB GB1485375A patent/GB1472485A/en not_active Expired
- 1975-04-10 CA CA224,299A patent/CA1034579A/en not_active Expired
- 1975-04-10 SE SE7504139A patent/SE7504139L/xx unknown
- 1975-04-11 BR BR2836/75A patent/BR7502229A/pt unknown
- 1975-04-11 AR AR258333A patent/AR215416A1/es active
- 1975-04-11 BR BR2223/75A patent/BR7502223A/pt unknown
- 1975-04-11 BR BR2224/75A patent/BR7502224A/pt unknown
-
1978
- 1978-12-30 MY MY22/78A patent/MY7800022A/xx unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0057367A1 (de) * | 1981-01-28 | 1982-08-11 | Nihon Tokushu Noyaku Seizo K.K. | 2-Pyridyloxyacetanilid-Verbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung |
| US4391629A (en) | 1981-01-28 | 1983-07-05 | Nihon Tokushu Noyaku Seizo K.K. | 2-Pyridyloxyacetanilides and their use as herbicides |
| EP0060423A1 (de) * | 1981-03-12 | 1982-09-22 | Nihon Tokushu Noyaku Seizo K.K. | 2-Pyridyloxy-acetanilide, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide |
| US4552586A (en) * | 1981-03-12 | 1985-11-12 | Nihon Tokushu Noyaku Seizo K.K. | Certain 2-pyridyloxyacetanilides and their use as herbicides |
| EP0199060A3 (de) * | 1985-04-03 | 1987-09-09 | Shell Agrar GmbH & Co. KG | Pyridylphosphorsäureester |
| GB2288394A (en) * | 1994-04-14 | 1995-10-18 | Dowelanco | Herbicidally active amides of triclopyr and fluroxypyr |
Also Published As
| Publication number | Publication date |
|---|---|
| BR7502223A (pt) | 1975-12-09 |
| AR215416A1 (es) | 1979-10-15 |
| CA1034579A (en) | 1978-07-11 |
| IN139197B (https=) | 1976-05-22 |
| MY7800022A (en) | 1978-12-31 |
| IN139195B (https=) | 1976-05-22 |
| BR7502229A (pt) | 1976-02-10 |
| BR7502224A (pt) | 1975-12-09 |
| IN139196B (https=) | 1976-05-22 |
| ZA752141B (en) | 1976-03-31 |
| AU7987275A (en) | 1976-10-14 |
| SE7504139L (sv) | 1975-10-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |