EA201892204A3 - Способ получения промежуточных соединений для получения азоксистробина - Google Patents
Способ получения промежуточных соединений для получения азоксистробинаInfo
- Publication number
- EA201892204A3 EA201892204A3 EA201892204A EA201892204A EA201892204A3 EA 201892204 A3 EA201892204 A3 EA 201892204A3 EA 201892204 A EA201892204 A EA 201892204A EA 201892204 A EA201892204 A EA 201892204A EA 201892204 A3 EA201892204 A3 EA 201892204A3
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- compound
- producing
- azoxystrobin
- trimethylamine catalyst
- present
- Prior art date
Links
- 239000005730 Azoxystrobin Substances 0.000 title abstract 3
- WFDXOXNFNRHQEC-GHRIWEEISA-N azoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 WFDXOXNFNRHQEC-GHRIWEEISA-N 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 6
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 4
- 239000000543 intermediate Substances 0.000 abstract 3
- 229940126062 Compound A Drugs 0.000 abstract 2
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 abstract 2
- 239000002351 wastewater Substances 0.000 abstract 2
- XJPZKYIHCLDXST-UHFFFAOYSA-N 4,6-dichloropyrimidine Chemical compound ClC1=CC(Cl)=NC=N1 XJPZKYIHCLDXST-UHFFFAOYSA-N 0.000 abstract 1
- XKMRRTOUMJRJIA-UHFFFAOYSA-N ammonia nh3 Chemical compound N.N XKMRRTOUMJRJIA-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000006555 catalytic reaction Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0237—Amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/30—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D247/00—Heterocyclic compounds containing rings having two nitrogen atoms as the only ring hetero atoms, according to more than one of groups C07D229/00 - C07D245/00
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Настоящее изобретение предусматривает способ получения промежуточных соединений для получения азоксистробина, включающий проведение реакции соединения A и дихлорпиримидина в присутствии триметиламинового катализатора с добавлением раствора метоксида натрия в метаноле или добавлением метоксида натрия и метанола по отдельности с получением смеси соединения B и соединения C. В настоящем изобретении соединение B и соединение C, представляющие собой промежуточные соединения для получения азоксистробина, синтезируют из соединения A, при этом катализ осуществляют посредством применения триметиламинового катализатора, обеспечивающего протекание реакции с высокой эффективностью и высоким выходом. Кроме того, триметиламиновый катализатор характеризуется низкой точкой кипения и, таким образом, его можно легко регенерировать, благодаря чему содержание аммиачного азота в сточных водах может быть снижено и могут быть также снижены сложности и высокая стоимость обработки сточных вод. Регенерированный триметиламиновый катализатор может быть использован повторно в получении промежуточного соединения B, при этом он также характеризуется высокой каталитической активностью и также может обеспечивать высокий выход продуктов. Способ согласно настоящему изобретению имеет значительные преимущества по затратам при синтезе и является подходящим для производства в промышленном масштабе.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711049390.1A CN109721545B (zh) | 2017-10-31 | 2017-10-31 | 一种嘧菌酯中间体的制备方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EA201892204A2 EA201892204A2 (ru) | 2019-09-30 |
| EA201892204A3 true EA201892204A3 (ru) | 2019-10-31 |
| EA036250B1 EA036250B1 (ru) | 2020-10-19 |
Family
ID=61167920
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201892204A EA036250B1 (ru) | 2017-10-31 | 2018-10-29 | Способ получения промежуточных соединений для получения азоксистробина |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US10150741B1 (ru) |
| EP (1) | EP3476837B1 (ru) |
| JP (1) | JP6719527B2 (ru) |
| KR (1) | KR102061868B1 (ru) |
| CN (1) | CN109721545B (ru) |
| AR (1) | AR113808A1 (ru) |
| AU (1) | AU2018253450B2 (ru) |
| BR (1) | BR102018002949B1 (ru) |
| CA (1) | CA3022388C (ru) |
| DK (1) | DK3476837T3 (ru) |
| EA (1) | EA036250B1 (ru) |
| ES (1) | ES2800576T3 (ru) |
| HU (1) | HUE049906T2 (ru) |
| IL (1) | IL262406B (ru) |
| LT (1) | LT3476837T (ru) |
| NZ (1) | NZ747549A (ru) |
| PL (1) | PL3476837T3 (ru) |
| PT (1) | PT3476837T (ru) |
| SI (1) | SI3476837T1 (ru) |
| TW (1) | TWI685488B (ru) |
| UA (1) | UA120333C2 (ru) |
| ZA (1) | ZA201807240B (ru) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112174897B (zh) * | 2020-09-18 | 2021-08-03 | 广东石油化工学院 | 一种嘧菌酯中间体的制备方法 |
| CN112403514B (zh) * | 2020-11-30 | 2023-05-19 | 河北威远生物化工有限公司 | 一种用于制备嘧菌酯中间体的催化体系及嘧菌酯的制备方法 |
| CN114685376B (zh) * | 2020-12-28 | 2024-06-07 | 北京颖泰嘉和生物科技股份有限公司 | 嘧菌酯中间体的制备方法 |
| WO2023203574A1 (en) * | 2022-04-22 | 2023-10-26 | Nacl Industries Limited | A process for preparation of azoxystrobin |
| CN117548142A (zh) * | 2022-08-04 | 2024-02-13 | 北京颖泰嘉和生物科技股份有限公司 | 一种组合物及其应用 |
| CN115557901A (zh) * | 2022-10-21 | 2023-01-03 | 湖北有宜新材料科技有限公司 | 一种嘧啶呋喃酮的高效生产方法 |
| CN116120241B (zh) * | 2023-02-27 | 2024-07-16 | 江苏快达农化股份有限公司 | 一种复合催化剂合成嘧菌酯中间体的方法 |
| CN116924997A (zh) * | 2023-07-14 | 2023-10-24 | 江苏剑牌农化股份有限公司 | 一种嘧菌酯中间体的制备方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE74711B1 (en) * | 1990-07-27 | 1997-07-30 | Ici Plc | Fungicides |
| GB9122430D0 (en) | 1990-11-16 | 1991-12-04 | Ici Plc | Chemical process |
| UA53611C2 (ru) * | 1996-03-07 | 2003-02-17 | Амерікан Ціанамід Компані | Способ получения несиметричных 4,6-бис(арилокси)пиримидиновых соединений |
| CN100564362C (zh) | 2007-10-24 | 2009-12-02 | 北京颖泰嘉和科技股份有限公司 | 嘧菌酯及其类似物的制备方法 |
| CN102311392B (zh) * | 2011-08-24 | 2014-01-22 | 重庆紫光化工股份有限公司 | 嘧菌酯及其合成中专用中间体的合成方法 |
| CN103214423B (zh) * | 2013-03-20 | 2016-03-16 | 北京颖泰嘉和生物科技股份有限公司 | 一种丙烯酸酯类化合物的制备方法 |
| WO2014203270A2 (en) * | 2013-06-19 | 2014-12-24 | Bhagiradha Chemicals & Industries Limited | Process for the preparation of acrylate derivatives |
| CN103467387B (zh) * | 2013-09-05 | 2016-03-16 | 北京颖泰嘉和生物科技股份有限公司 | 一种制备嘧菌酯及其中间体的方法 |
| CN104725321B (zh) * | 2013-12-20 | 2017-11-21 | 上海泰禾国际贸易有限公司 | 一种嘧菌酯中间体的制备方法 |
| WO2015102016A1 (en) * | 2013-12-31 | 2015-07-09 | Bhagiradha Chemicals & Industries Limited | Process for the preparation of methyl 2-[2-(6-chloropyrimidin-4-yloxy) phenyl]-3,3- dimethoxypropionate |
| CN104926736B (zh) | 2015-05-29 | 2019-05-17 | 重庆紫光化工股份有限公司 | 一种嘧菌酯及其中间体的合成方法 |
| CN106810502A (zh) * | 2015-11-29 | 2017-06-09 | 青岛森美克化工技术有限公司 | 一种嘧菌酯中间体的制备方法 |
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2017
- 2017-10-31 CN CN201711049390.1A patent/CN109721545B/zh active Active
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2018
- 2018-01-12 US US15/869,186 patent/US10150741B1/en active Active
- 2018-02-06 PL PL18155198T patent/PL3476837T3/pl unknown
- 2018-02-06 DK DK18155198.7T patent/DK3476837T3/da active
- 2018-02-06 SI SI201830074T patent/SI3476837T1/sl unknown
- 2018-02-06 EP EP18155198.7A patent/EP3476837B1/en active Active
- 2018-02-06 HU HUE18155198A patent/HUE049906T2/hu unknown
- 2018-02-06 LT LTEP18155198.7T patent/LT3476837T/lt unknown
- 2018-02-06 PT PT181551987T patent/PT3476837T/pt unknown
- 2018-02-06 ES ES18155198T patent/ES2800576T3/es active Active
- 2018-02-15 BR BR102018002949-5A patent/BR102018002949B1/pt active IP Right Grant
- 2018-10-16 IL IL262406A patent/IL262406B/en active IP Right Grant
- 2018-10-22 AU AU2018253450A patent/AU2018253450B2/en active Active
- 2018-10-23 NZ NZ747549A patent/NZ747549A/en unknown
- 2018-10-26 TW TW107137993A patent/TWI685488B/zh active
- 2018-10-29 JP JP2018203243A patent/JP6719527B2/ja active Active
- 2018-10-29 EA EA201892204A patent/EA036250B1/ru unknown
- 2018-10-29 UA UAA201810611A patent/UA120333C2/uk unknown
- 2018-10-29 CA CA3022388A patent/CA3022388C/en active Active
- 2018-10-30 KR KR1020180131028A patent/KR102061868B1/ko active Active
- 2018-10-30 ZA ZA2018/07240A patent/ZA201807240B/en unknown
- 2018-10-30 AR ARP180103151A patent/AR113808A1/es active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| EP3476837B1 (en) | 2020-04-08 |
| SI3476837T1 (sl) | 2020-08-31 |
| AU2018253450B2 (en) | 2019-09-26 |
| ES2800576T3 (es) | 2020-12-30 |
| IL262406A (en) | 2019-02-28 |
| EP3476837A1 (en) | 2019-05-01 |
| US10150741B1 (en) | 2018-12-11 |
| ZA201807240B (en) | 2019-07-31 |
| CN109721545B (zh) | 2020-09-11 |
| KR102061868B1 (ko) | 2020-01-02 |
| CA3022388A1 (en) | 2019-04-30 |
| CN109721545A (zh) | 2019-05-07 |
| BR102018002949A2 (pt) | 2019-06-04 |
| PT3476837T (pt) | 2020-07-15 |
| AU2018253450A1 (en) | 2019-05-16 |
| CA3022388C (en) | 2020-05-26 |
| AR113808A1 (es) | 2020-06-10 |
| TWI685488B (zh) | 2020-02-21 |
| KR20190049569A (ko) | 2019-05-09 |
| NZ747549A (en) | 2020-01-31 |
| PL3476837T3 (pl) | 2020-09-21 |
| EA201892204A2 (ru) | 2019-09-30 |
| UA120333C2 (uk) | 2019-11-11 |
| DK3476837T3 (da) | 2020-07-20 |
| EA036250B1 (ru) | 2020-10-19 |
| LT3476837T (lt) | 2020-09-25 |
| TW201918474A (zh) | 2019-05-16 |
| JP6719527B2 (ja) | 2020-07-08 |
| IL262406B (en) | 2020-09-30 |
| HUE049906T2 (hu) | 2020-11-30 |
| BR102018002949B1 (pt) | 2020-10-20 |
| JP2019081754A (ja) | 2019-05-30 |
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