JP2009221184A5 - - Google Patents
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- Publication number
- JP2009221184A5 JP2009221184A5 JP2008178336A JP2008178336A JP2009221184A5 JP 2009221184 A5 JP2009221184 A5 JP 2009221184A5 JP 2008178336 A JP2008178336 A JP 2008178336A JP 2008178336 A JP2008178336 A JP 2008178336A JP 2009221184 A5 JP2009221184 A5 JP 2009221184A5
- Authority
- JP
- Japan
- Prior art keywords
- chloro
- product
- solvent
- water
- dinitro
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 claims 25
- 239000000047 product Substances 0.000 claims 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 15
- 239000002904 solvent Substances 0.000 claims 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 6
- 239000013078 crystal Substances 0.000 claims 6
- WXNPZQIRDCDLJD-UHFFFAOYSA-N 3-chloro-5-(trifluoromethyl)pyridin-2-amine Chemical compound NC1=NC=C(C(F)(F)F)C=C1Cl WXNPZQIRDCDLJD-UHFFFAOYSA-N 0.000 claims 5
- 239000002253 acid Substances 0.000 claims 5
- 238000001035 drying Methods 0.000 claims 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- UZCGKGPEKUCDTF-UHFFFAOYSA-N fluazinam Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C([N+]([O-])=O)=C1NC1=NC=C(C(F)(F)F)C=C1Cl UZCGKGPEKUCDTF-UHFFFAOYSA-N 0.000 claims 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical group CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- 239000003513 alkali Substances 0.000 claims 3
- 150000002576 ketones Chemical class 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 150000002825 nitriles Chemical class 0.000 claims 3
- DPQYRXNRGNLPFC-UHFFFAOYSA-N 2,4-dichloro-1,3-dinitro-5-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C([N+]([O-])=O)=C1Cl DPQYRXNRGNLPFC-UHFFFAOYSA-N 0.000 claims 2
- -1 3-chloro-5-trifluoromethyl-2-pyridyl Chemical group 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical group CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 2
- 150000002170 ethers Chemical class 0.000 claims 2
- 238000000746 purification Methods 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- AYEIRDQZFMMZIW-UHFFFAOYSA-N 2,4-dichloro-1,5-dinitro-3-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC([N+]([O-])=O)=C(Cl)C(C(F)(F)F)=C1Cl AYEIRDQZFMMZIW-UHFFFAOYSA-N 0.000 claims 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 239000007810 chemical reaction solvent Substances 0.000 claims 1
- 125000000532 dioxanyl group Chemical group 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical group CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims 1
- 239000012535 impurity Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000003472 neutralizing effect Effects 0.000 claims 1
- 239000012074 organic phase Substances 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- 150000004992 toluidines Chemical class 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2008178336A JP5390800B2 (ja) | 2007-08-02 | 2008-07-08 | トルイジン化合物の製造方法 |
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007202210 | 2007-08-02 | ||
| JP2007202220 | 2007-08-02 | ||
| JP2007202220 | 2007-08-02 | ||
| JP2007202210 | 2007-08-02 | ||
| JP2007266000 | 2007-10-12 | ||
| JP2007266000 | 2007-10-12 | ||
| JP2008037841 | 2008-02-19 | ||
| JP2008037841 | 2008-02-19 | ||
| JP2008178336A JP5390800B2 (ja) | 2007-08-02 | 2008-07-08 | トルイジン化合物の製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009221184A JP2009221184A (ja) | 2009-10-01 |
| JP2009221184A5 true JP2009221184A5 (enExample) | 2011-06-16 |
| JP5390800B2 JP5390800B2 (ja) | 2014-01-15 |
Family
ID=40120103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008178336A Active JP5390800B2 (ja) | 2007-08-02 | 2008-07-08 | トルイジン化合物の製造方法 |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US8338612B2 (enExample) |
| EP (1) | EP2170829B1 (enExample) |
| JP (1) | JP5390800B2 (enExample) |
| KR (1) | KR101461259B1 (enExample) |
| CN (1) | CN101778824B (enExample) |
| AR (1) | AR068801A1 (enExample) |
| AU (1) | AU2008283242B2 (enExample) |
| BR (1) | BRPI0814887B1 (enExample) |
| CA (1) | CA2694939C (enExample) |
| CL (1) | CL2008002275A1 (enExample) |
| DK (1) | DK2170829T3 (enExample) |
| ES (1) | ES2503541T3 (enExample) |
| GE (1) | GEP20135742B (enExample) |
| HR (1) | HRP20140960T1 (enExample) |
| IL (1) | IL203608A (enExample) |
| MX (1) | MX2010001191A (enExample) |
| NZ (1) | NZ582589A (enExample) |
| PL (1) | PL2170829T3 (enExample) |
| PT (1) | PT2170829E (enExample) |
| RS (1) | RS53735B1 (enExample) |
| RU (1) | RU2470919C2 (enExample) |
| SI (1) | SI2170829T1 (enExample) |
| TW (1) | TWI417285B (enExample) |
| WO (1) | WO2009017241A2 (enExample) |
| ZA (1) | ZA201000670B (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2628475A1 (en) | 2005-11-23 | 2007-05-31 | Makhteshim Chemical Works Ltd. | Process for preparing pyridinamine polymorphs |
| ITBS20100012A1 (it) * | 2010-01-28 | 2011-07-29 | Finchimica Srl | Procedimento per la preparazione di fluazinam |
| CN103626695B (zh) * | 2013-12-04 | 2015-04-22 | 泰州百力化学股份有限公司 | 一种以混合溶剂为介质制备氟啶胺的新方法 |
| CN106316937A (zh) * | 2015-06-29 | 2017-01-11 | 江苏威耳化工有限公司 | 一种氟啶胺的制备方法 |
| CN109988103A (zh) * | 2017-12-29 | 2019-07-09 | 江苏扬农化工股份有限公司 | 一种合成氟啶胺的方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6052146B2 (ja) * | 1979-12-25 | 1985-11-18 | 石原産業株式会社 | Ｎ−ピリジルアニリン系化合物、それらの製造方法及びそれらを含有する有害生物防除剤 |
| JPS57126475A (en) * | 1981-01-28 | 1982-08-06 | Ishihara Sangyo Kaisha Ltd | N-pyridylaniline and pest controller containing the same |
| JPS60123471A (ja) * | 1983-12-07 | 1985-07-02 | Ishihara Sangyo Kaisha Ltd | Ν−（３−クロロ−５−トリフルオロメチル−２−ピリジル）−３−クロロ−２，６−ジニトロ−４−トリフルオロメチルアニリンの製造方法 |
| DE3905238A1 (de) * | 1989-02-21 | 1990-08-23 | Basf Ag | 2-anilino-cyanopyridine und diese enthaltende fungizide |
| CA2628475A1 (en) * | 2005-11-23 | 2007-05-31 | Makhteshim Chemical Works Ltd. | Process for preparing pyridinamine polymorphs |
-
2008
- 2008-07-08 JP JP2008178336A patent/JP5390800B2/ja active Active
- 2008-07-22 TW TW097127805A patent/TWI417285B/zh active
- 2008-07-29 CA CA2694939A patent/CA2694939C/en active Active
- 2008-07-29 MX MX2010001191A patent/MX2010001191A/es active IP Right Grant
- 2008-07-29 US US12/671,050 patent/US8338612B2/en active Active
- 2008-07-29 NZ NZ582589A patent/NZ582589A/en unknown
- 2008-07-29 PL PL08792139T patent/PL2170829T3/pl unknown
- 2008-07-29 PT PT87921391T patent/PT2170829E/pt unknown
- 2008-07-29 SI SI200831323T patent/SI2170829T1/sl unknown
- 2008-07-29 RU RU2010107469/04A patent/RU2470919C2/ru active
- 2008-07-29 AU AU2008283242A patent/AU2008283242B2/en active Active
- 2008-07-29 DK DK08792139.1T patent/DK2170829T3/en active
- 2008-07-29 EP EP08792139.1A patent/EP2170829B1/en active Active
- 2008-07-29 WO PCT/JP2008/063933 patent/WO2009017241A2/en not_active Ceased
- 2008-07-29 KR KR1020107002325A patent/KR101461259B1/ko active Active
- 2008-07-29 GE GEAP200811705A patent/GEP20135742B/en unknown
- 2008-07-29 HR HRP20140960AT patent/HRP20140960T1/hr unknown
- 2008-07-29 RS RS20140647A patent/RS53735B1/sr unknown
- 2008-07-29 BR BRPI0814887A patent/BRPI0814887B1/pt active IP Right Grant
- 2008-07-29 CN CN2008801016245A patent/CN101778824B/zh active Active
- 2008-07-29 ES ES08792139.1T patent/ES2503541T3/es active Active
- 2008-08-01 CL CL2008002275A patent/CL2008002275A1/es unknown
- 2008-08-01 AR ARP080103356A patent/AR068801A1/es active IP Right Grant
-
2010
- 2010-01-28 ZA ZA2010/00670A patent/ZA201000670B/en unknown
- 2010-01-31 IL IL203608A patent/IL203608A/en active IP Right Grant
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