RU2002121773A - Селективное электрохимическое восстановление галогенированных 4-аминопиколиновых кислот - Google Patents
Селективное электрохимическое восстановление галогенированных 4-аминопиколиновых кислотInfo
- Publication number
- RU2002121773A RU2002121773A RU2002121773/04A RU2002121773A RU2002121773A RU 2002121773 A RU2002121773 A RU 2002121773A RU 2002121773/04 A RU2002121773/04 A RU 2002121773/04A RU 2002121773 A RU2002121773 A RU 2002121773A RU 2002121773 A RU2002121773 A RU 2002121773A
- Authority
- RU
- Russia
- Prior art keywords
- cathode
- potential
- acids
- amino
- solution
- Prior art date
Links
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
- C07D213/803—Processes of preparation
-
- 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
- C07D213/04—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
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/25—Reduction
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Pyridine Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Claims (9)
1. Способ получения 4-амино-3-галогенпиколиновой кислоты формулы I
в которой Х представляет С1 или Br;
Y представляет Н, F, С1, Br или С1-С4-алкил;
R независимо представляет Н или С1-С4-алкил,
причем способ предусматривает пропускание постоянного или переменного электрического тока от анода к катоду через раствор 4-амино-3,5-дигалогенпиколиновой кислоты формулы II
в которой X, Y и R являются такими, как определено выше, и в которой оба Х представляют либо С1, либо Br, при катодном потенциале от -0,4 до -1,7 В относительно Ag/AgCl (3,0 М С1-)-электрода сравнения, и извлечение продукта, при условии, что, когда Х является хлором, то Y не является бромом.
3. Способ по любому из пп.1 и 2, в котором раствор 4-амино-3,5-дигалогенпиколиновой кислоты является основным водным раствором.
4. Способ по любому из пп.1-3, в котором Х представляет С1, и катодный потенциал составляет от -0,8 до -1,7 В.
5. Способ по любому из пп.1-4, в котором Y представляет С1.
6. Способ по любому из пп.1-3, в котором Х представляет Br, и катодный потенциал составляет от -0,4 до -1,1 В.
7. Способ по п.6, в котором Y представляет Br.
8. Способ по любому из пп.1-7, в котором катодом является серебро.
9. Способ по любому из пп.1-8, в котором серебряный катод активируют анодированием в водном щелочном растворе при потенциале не менее от +0,3 до +0,7 В с последующей обратной поляризацией.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US17671900P | 2000-01-14 | 2000-01-14 | |
US60/176,719 | 2000-01-14 |
Publications (2)
Publication Number | Publication Date |
---|---|
RU2002121773A true RU2002121773A (ru) | 2004-01-10 |
RU2254401C2 RU2254401C2 (ru) | 2005-06-20 |
Family
ID=22645552
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU2002121773/04A RU2254401C2 (ru) | 2000-01-14 | 2001-01-12 | Селективное электрохимическое восстановление галогенированных 4-аминопиколиновых кислот |
Country Status (23)
Country | Link |
---|---|
US (1) | US6352635B2 (ru) |
EP (1) | EP1248867B1 (ru) |
JP (1) | JP4615809B2 (ru) |
KR (1) | KR100727279B1 (ru) |
CN (1) | CN1238565C (ru) |
AT (1) | ATE247726T1 (ru) |
AU (1) | AU2001229457A1 (ru) |
CA (1) | CA2396253C (ru) |
CZ (1) | CZ296504B6 (ru) |
DE (1) | DE60100620T2 (ru) |
DK (1) | DK1248867T3 (ru) |
ES (1) | ES2204866T3 (ru) |
HU (1) | HU225146B1 (ru) |
IL (1) | IL150703A (ru) |
MX (1) | MXPA02006890A (ru) |
NZ (1) | NZ519768A (ru) |
PL (1) | PL195415B1 (ru) |
PT (1) | PT1248867E (ru) |
RU (1) | RU2254401C2 (ru) |
TR (1) | TR200301395T4 (ru) |
TW (1) | TW548347B (ru) |
UA (1) | UA70405C2 (ru) |
WO (1) | WO2001051684A1 (ru) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10259362A1 (de) * | 2002-12-18 | 2004-07-08 | Siemens Ag | Verfahren zum Abscheiden einer Legierung auf ein Substrat |
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 |
EP1526192A1 (de) * | 2003-10-24 | 2005-04-27 | Siemens Aktiengesellschaft | Elektrolytisches Verfahren zum Abscheiden einer gradierten Schicht auf ein Substrat und Bauteil |
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 |
US7666293B2 (en) * | 2007-10-04 | 2010-02-23 | Dow Agrosciences Llc | Electrochemical reduction of halogenated 4-aminopicolinic acids |
ITMI20081282A1 (it) * | 2008-07-15 | 2010-01-16 | Industrie De Nora Spa | Processo di trattamento di reflui industriali |
CN101603179B (zh) * | 2009-06-29 | 2013-11-06 | 浙江工业大学 | 3,5,6-三氯吡啶甲酸的电解合成方法 |
WO2011053582A1 (en) | 2009-10-27 | 2011-05-05 | Dow Agrosciences Llc | Improved silver cathode activation |
TWI529163B (zh) * | 2011-01-25 | 2016-04-11 | 陶氏農業科學公司 | 用於製備4-胺基-5-氟-3-鹵素-6-(經取代之)吡啶甲酸酯的方法 |
CN102358944A (zh) * | 2011-08-23 | 2012-02-22 | 哈尔滨理工大学 | 一种氨基吡啶氯化物的制备方法 |
JP6167114B2 (ja) * | 2012-01-31 | 2017-07-19 | カウンシル オブ サイエンティフィック アンド インダストリアル リサーチ | ナノ構造の酸化銀膜使用の水性ボルタンメトリー農薬センサおよびそのセンサの製造方法 |
CN104988531B (zh) * | 2015-07-07 | 2017-11-07 | 浙江工业大学 | 一种氯代吡啶甲酸电催化选择性脱氯制备吡啶甲酸的方法 |
CN105803481B (zh) * | 2016-03-22 | 2018-03-27 | 浙江埃森化学有限公司 | 一种催化电解制备4‑氨基‑3,6‑二氯吡啶‑2‑甲酸的方法 |
CN105887129B (zh) * | 2016-05-16 | 2017-12-29 | 浙江工业大学 | 一种三氯甲基吡啶衍生物电化学选择性脱氯制备甲基吡啶衍生物的方法 |
CN105887128B (zh) * | 2016-05-16 | 2018-01-12 | 浙江工业大学 | 一种五氯吡啶电催化选择性氢化脱氯的方法 |
CN105887127B (zh) * | 2016-05-16 | 2017-12-29 | 浙江工业大学 | 一种电化学选择性脱氯制备氯甲基吡啶衍生物的方法 |
CN107778226B (zh) * | 2016-08-26 | 2019-07-02 | 利尔化学股份有限公司 | 一种4-氨基-3,6-二氯吡啶-2-甲酸的纯化方法 |
CN108611656B (zh) * | 2016-12-12 | 2019-07-30 | 利尔化学股份有限公司 | 一种4-氨基-3,6-二氯吡啶-2-甲酸的合成方法 |
CN109763138A (zh) * | 2017-11-09 | 2019-05-17 | 山东润博生物科技有限公司 | 一种3,6-二氯水杨酸的制备方法 |
CN114075675B (zh) * | 2021-11-18 | 2023-09-29 | 永农生物科学有限公司 | 电解脱氯合成4-氨基-3,6-二氯吡啶甲酸的方法及产品和应用 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3285925A (en) * | 1962-03-06 | 1966-11-15 | Dow Chemical Co | Amino-trichloropicolinic acid compounds |
US3694332A (en) | 1971-03-05 | 1972-09-26 | Dow Chemical Co | Electrolytic reduction of halogenated pyridines |
US4242183A (en) * | 1979-04-13 | 1980-12-30 | The Dow Chemical Company | Highly active silver cathode, preparation of same and use to make 2,3,5-trichloropyridine |
US4217185A (en) * | 1979-07-02 | 1980-08-12 | The Dow Chemical Company | Electrolytic production of certain trichloropicolinic acids and/or 3,6-dichloropicolinic acid |
JPH0670277B2 (ja) * | 1984-06-14 | 1994-09-07 | ザ・ダウ・ケミカル・カンパニー | ポリクロロピコリネートアニオンの電解還元用エキスパンデッドメタル銀電極 |
JPS6227582A (ja) * | 1985-07-22 | 1987-02-05 | ザ ダウ ケミカル カンパニ− | ステンレススチ−ル陽極よりなる電解セル及びポリクロロピコリン酸塩アニオンの製造方法 |
DE4333697A1 (de) * | 1993-10-02 | 1995-04-06 | Merck Patent Gmbh | Verfahren zur Herstellung von 3-Aminopyridinen aus 3-Nitropyridinen |
US6297197B1 (en) * | 2000-01-14 | 2001-10-02 | Dow Agrosciences Llc | 4-aminopicolinates and their use as herbicides |
-
2001
- 2001-01-12 RU RU2002121773/04A patent/RU2254401C2/ru active
- 2001-01-12 HU HU0204185A patent/HU225146B1/hu unknown
- 2001-01-12 ES ES01942388T patent/ES2204866T3/es not_active Expired - Lifetime
- 2001-01-12 CA CA002396253A patent/CA2396253C/en not_active Expired - Lifetime
- 2001-01-12 CN CNB01803456XA patent/CN1238565C/zh not_active Expired - Lifetime
- 2001-01-12 TR TR2003/01395T patent/TR200301395T4/xx unknown
- 2001-01-12 PT PT01942388T patent/PT1248867E/pt unknown
- 2001-01-12 AT AT01942388T patent/ATE247726T1/de active
- 2001-01-12 DK DK01942388T patent/DK1248867T3/da active
- 2001-01-12 KR KR1020027009048A patent/KR100727279B1/ko active IP Right Grant
- 2001-01-12 JP JP2001551257A patent/JP4615809B2/ja not_active Expired - Lifetime
- 2001-01-12 WO PCT/US2001/001185 patent/WO2001051684A1/en active IP Right Grant
- 2001-01-12 PL PL01355993A patent/PL195415B1/pl unknown
- 2001-01-12 TW TW090100785A patent/TW548347B/zh not_active IP Right Cessation
- 2001-01-12 MX MXPA02006890A patent/MXPA02006890A/es active IP Right Grant
- 2001-01-12 IL IL15070301A patent/IL150703A/xx unknown
- 2001-01-12 CZ CZ20022404A patent/CZ296504B6/cs not_active IP Right Cessation
- 2001-01-12 AU AU2001229457A patent/AU2001229457A1/en not_active Abandoned
- 2001-01-12 US US09/760,325 patent/US6352635B2/en not_active Expired - Lifetime
- 2001-01-12 DE DE60100620T patent/DE60100620T2/de not_active Expired - Lifetime
- 2001-01-12 NZ NZ519768A patent/NZ519768A/xx not_active IP Right Cessation
- 2001-01-12 EP EP01942388A patent/EP1248867B1/en not_active Expired - Lifetime
- 2001-12-01 UA UA2002086672A patent/UA70405C2/ru unknown
Also Published As
Publication number | Publication date |
---|---|
CA2396253A1 (en) | 2001-07-19 |
DE60100620T2 (de) | 2004-03-11 |
EP1248867A1 (en) | 2002-10-16 |
KR20020063624A (ko) | 2002-08-03 |
TW548347B (en) | 2003-08-21 |
NZ519768A (en) | 2002-11-26 |
JP4615809B2 (ja) | 2011-01-19 |
UA70405C2 (ru) | 2004-10-15 |
RU2254401C2 (ru) | 2005-06-20 |
PL195415B1 (pl) | 2007-09-28 |
JP2003519726A (ja) | 2003-06-24 |
US6352635B2 (en) | 2002-03-05 |
ATE247726T1 (de) | 2003-09-15 |
WO2001051684A1 (en) | 2001-07-19 |
TR200301395T4 (tr) | 2004-04-21 |
CZ296504B6 (cs) | 2006-03-15 |
MXPA02006890A (es) | 2003-01-28 |
EP1248867B1 (en) | 2003-08-20 |
DK1248867T3 (da) | 2003-12-08 |
PT1248867E (pt) | 2003-12-31 |
AU2001229457A1 (en) | 2001-07-24 |
PL355993A1 (en) | 2004-05-31 |
DE60100620D1 (de) | 2003-09-25 |
HUP0204185A3 (en) | 2003-04-28 |
CN1394241A (zh) | 2003-01-29 |
CA2396253C (en) | 2009-05-26 |
KR100727279B1 (ko) | 2007-06-13 |
ES2204866T3 (es) | 2004-05-01 |
CN1238565C (zh) | 2006-01-25 |
IL150703A (en) | 2005-09-25 |
HU225146B1 (en) | 2006-07-28 |
US20010054559A1 (en) | 2001-12-27 |
HUP0204185A2 (hu) | 2003-03-28 |
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