MX2009003963A - Procedimiento para preparar difluorometilpirazolilcarboxilatos. - Google Patents
Procedimiento para preparar difluorometilpirazolilcarboxilatos.Info
- Publication number
- MX2009003963A MX2009003963A MX2009003963A MX2009003963A MX2009003963A MX 2009003963 A MX2009003963 A MX 2009003963A MX 2009003963 A MX2009003963 A MX 2009003963A MX 2009003963 A MX2009003963 A MX 2009003963A MX 2009003963 A MX2009003963 A MX 2009003963A
- Authority
- MX
- Mexico
- Prior art keywords
- alkyl
- phenyl
- general formula
- carboxylates
- compound
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- LGMKNNGCUUUDAO-UHFFFAOYSA-N FC(F)OC(=O)C=1C=CNN=1 Chemical class FC(F)OC(=O)C=1C=CNN=1 LGMKNNGCUUUDAO-UHFFFAOYSA-N 0.000 title 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- -1 difluoromethyl-substitutedpyrazol-4-yl carboxylates Chemical class 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Chemical group 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Chemical group 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 229910000077 silane Inorganic materials 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/04—Esters of silicic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Un procedimiento para preparar pirazol-4-ilcarboxilatos sustituidos con difluorometilo de la fórmula II (ver fórmula (I)) en donde R1 es alquilo C1-C8, cicloalquilo C3-C8, alcoxi C1-C4-alquilo C1-C4, etc.; y R2 es hidrógeno, alquilo C1-C4, bencilo o fenilo, en donde a) se hace reaccionar un compuesto de la fórmula general II (ver fórmula (II)) en donde X es flúor, cloro o bromo, R1 tiene uno de los significados previamente indicados y R4 es alquilo C1-C8, cicloalquilo C3-C8, alquenilo C2-C8, bencilo o fenilo, con un compuesto de silano de la fórmula general R3nSiCl(4-n), en donde n es 1, 2 ó 3 y los sustituyentes R3 están seleccionads, de modo independiente entre sí, de alquilo C1-C8 o fenilo, y con un metal, que está seleccionado entre los metales del grupo 1, 2, 3, 4 y 12 del sistema periódico y que presenta un potencial redox inferior a -0,7 V, referido a un electro de hidrógeno normal (a 25 ºC y 101,325 kPa); y b) la mezcla de reacción de la etapa a) se hace reaccionar con un compuesto de la formula general III R2HN-NH2 en donde R2 tiene uno de los significados previamente indicados.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06123461 | 2006-11-03 | ||
| PCT/EP2007/061833 WO2008053043A1 (de) | 2006-11-03 | 2007-11-02 | Verfahren zur herstellung von difluormethylpyrazolylcarboxylaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2009003963A true MX2009003963A (es) | 2009-05-11 |
Family
ID=38050191
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2009003963A MX2009003963A (es) | 2006-11-03 | 2007-11-02 | Procedimiento para preparar difluorometilpirazolilcarboxilatos. |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US8115012B2 (es) |
| EP (1) | EP2086944B1 (es) |
| JP (1) | JP5284266B2 (es) |
| KR (1) | KR20090080108A (es) |
| CN (1) | CN101535274B (es) |
| AR (1) | AR063464A1 (es) |
| AT (1) | ATE455105T1 (es) |
| AU (1) | AU2007316081B2 (es) |
| BR (1) | BRPI0718222A2 (es) |
| CA (1) | CA2666746C (es) |
| DE (1) | DE502007002646D1 (es) |
| DK (1) | DK2086944T3 (es) |
| EA (1) | EA017900B1 (es) |
| ES (1) | ES2338281T3 (es) |
| IL (1) | IL198288A0 (es) |
| MX (1) | MX2009003963A (es) |
| PL (1) | PL2086944T3 (es) |
| SI (1) | SI2086944T1 (es) |
| UA (1) | UA97498C2 (es) |
| WO (1) | WO2008053043A1 (es) |
| ZA (1) | ZA200903792B (es) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8115012B2 (en) | 2006-11-03 | 2012-02-14 | Basf Se | Process for preparing difluoromethylpyrazolyl carboxylates |
| AU2007338031B2 (en) * | 2006-12-21 | 2012-08-16 | Basf Se | Process for preparing fluoromethyl-substituted heterocyclic compounds |
| UA99460C2 (ru) * | 2007-06-01 | 2012-08-27 | Басф Се | Способ получения n-замещенных (3-дигалометил-1-метилпиразол-4-ил)карбоксамидов |
| WO2008152138A2 (de) * | 2007-06-15 | 2008-12-18 | Basf Se | Verfahren zur herstellung difluormethylsubstituierter pyrazolverbindungen |
| UA99919C2 (ru) * | 2007-07-12 | 2012-10-25 | Басф Се | Кристаллическая форма 3-(дифторметил)-метил-n-(3',4',5'-трифторо[1,1'-бифенил]-2-ил)-1h-пиразол-4-карбоксамида, способа ее получения, агент для защиты растений и способ борьбы с нежелательным ростом растения |
| CN101959840B (zh) | 2008-02-29 | 2014-04-16 | 巴斯夫欧洲公司 | 制备2-烷氧基亚甲基-4,4-二氟-3-氧丁酸烷基酯的方法 |
| EP2100883A1 (de) * | 2008-03-10 | 2009-09-16 | Bayer CropScience AG | Verfahren zur regioselektiven Synthese von 1-Alkyl-3-haloalkyl-pyrazol-4carbonsäure-Derivaten |
| US8586750B2 (en) * | 2008-05-02 | 2013-11-19 | Basf Se | Method for the production of halogen-substituted 2-(aminomethylidene)-3-oxobutyric acid esters |
| BRPI0911898A2 (pt) * | 2008-05-02 | 2015-10-13 | Basf Se | processo para preparar compostos, e, composto. |
| BRPI0911767A2 (pt) | 2008-05-05 | 2015-07-28 | Basf Se | Processo, e, composto. |
| BRPI0912383A2 (pt) * | 2008-05-08 | 2015-07-28 | Basf Se | Processo para preparar aril carboxamidas |
| EP2307384B1 (en) * | 2008-07-21 | 2012-04-25 | Basf Se | Process for preparing 1,3-disubstituted pyrazolecarboxylic esters |
| GB0908435D0 (en) * | 2009-05-15 | 2009-06-24 | Syngenta Ltd | Processes |
| BR112012010484A2 (pt) | 2009-11-05 | 2016-03-15 | Basf Se | processo para preparar compostos da fórmula i, composto e processo para prepapar compostos de pirazol 1,3 dissubstituídos da fórmula vi. |
| BR112012010486A2 (pt) | 2009-11-05 | 2016-03-15 | Basf Se | processo para preparação de compostos 1-3 pirazol, processo para preparação de um acido pirazolcarboxilico da formula ia e processo para preparação de um composto da formula v |
| GB201004301D0 (en) * | 2010-03-15 | 2010-04-28 | Syngenta Participations Ag | Process |
| EP2595962B1 (en) | 2010-07-23 | 2018-07-11 | Solvay Sa | Process for the preparation of esters of 1-substituted-3-fluoroalkyl-pyrazole-4-carboxylic acids |
| WO2012025469A1 (en) | 2010-08-24 | 2012-03-01 | Solvay Sa | Improved process for the preparation of esters of 1-h-pyrazole-4-carboxylic acids |
| US8987470B2 (en) * | 2010-10-27 | 2015-03-24 | Solvay Sa | Process for the preparation of pyrazole-4-carboxamides |
| BR112013022613A2 (pt) | 2011-03-07 | 2016-12-06 | Basf Se | processo para a preparação de um composto |
| EP2546229A1 (de) | 2011-07-15 | 2013-01-16 | Friedrich-Alexander-Universität Erlangen-Nürnberg | Verfahren zur Synthese von Aminobiphenylen |
| WO2013132006A1 (de) | 2012-03-07 | 2013-09-12 | Friedrich-Alexander-Universität Erlangen-Nürnberg | Verfahren zur synthese von aminobiphenylen unter verwendung von arylhydrazinen |
| EP2644593A1 (en) * | 2012-03-30 | 2013-10-02 | Solvay Sa | Dialkoxymethyl oxobutyric acid esters, their manufacture and use |
| EP2671874B1 (en) | 2012-06-06 | 2016-01-13 | Solvay Sa | Preparation of esters of 1-substituted-3-fluoroalkyl-pyrazole-4-carboxylic acids |
| TWI654180B (zh) | 2012-06-29 | 2019-03-21 | 美商艾佛艾姆希公司 | 殺真菌之雜環羧醯胺 |
| US8871947B2 (en) | 2013-02-04 | 2014-10-28 | KingChem LLC | Preparation of alkyl 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid ester |
| TWI596095B (zh) * | 2013-03-13 | 2017-08-21 | 中外製藥股份有限公司 | Dihydropyridazine-3,5-dione derivatives |
| EP2986594B1 (en) | 2013-04-15 | 2017-05-17 | E. I. du Pont de Nemours and Company | Fungicidal amides |
| US9139507B2 (en) | 2013-12-09 | 2015-09-22 | KingChem LLC. | Process for the preparation of alkyl 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylate and its analogs |
| WO2017054112A1 (zh) * | 2015-09-28 | 2017-04-06 | 常州市卜弋科研化工有限公司 | 3-氟代烷基-1-甲基吡唑-4-羧酸的制备方法 |
| CN108699004A (zh) * | 2016-02-18 | 2018-10-23 | 索尔维公司 | 用于制造羧酰胺的方法 |
| CN106279025B (zh) * | 2016-08-15 | 2017-10-10 | 浙江永太科技股份有限公司 | 一种含吡唑环的二酯化合物及其制备方法 |
| CN112041303A (zh) | 2018-05-21 | 2020-12-04 | Pi工业有限公司 | 制备取代的杂环化合物的方法 |
| JP7064216B2 (ja) * | 2019-02-27 | 2022-05-10 | 国立大学法人 東京大学 | アルコキシビニリデン化合物の製造方法、ピラゾール化合物の製造方法 |
| CN111116364B (zh) * | 2019-12-30 | 2022-11-11 | 浙江本立科技股份有限公司 | 2-多卤代乙酰基-3-烷氧基丙烯酸酯的制备方法 |
| WO2022233129A1 (en) | 2021-05-05 | 2022-11-10 | Fujian Yongjing Technology Co., Ltd | New process for the synthesis of 5-fluoro-3- (difuoromethyl) -5-fluoro-1-methyl-1h-pyrazole-4-carboxylic acid derivatives and the free acid thereof |
| EP4396164A4 (en) * | 2021-08-31 | 2025-12-03 | Upl Ltd | METHOD FOR THE PRODUCTION OF BIXAFEN |
| CN115160226A (zh) * | 2022-07-19 | 2022-10-11 | 欧阳建峰 | 一种一步缩合法制备联苯吡菌胺的方法 |
| CN119285548A (zh) * | 2024-10-08 | 2025-01-10 | 湖南化工研究院有限公司 | 一种氟唑菌酰胺的制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5093347A (en) | 1991-01-28 | 1992-03-03 | Monsanto Company | 3-difluoromethylpyrazolecarboxamide fungicides, compositions and use |
| US5223526A (en) | 1991-12-06 | 1993-06-29 | Monsanto Company | Pyrazole carboxanilide fungicides and use |
| IL111793A (en) * | 1993-11-30 | 1998-12-06 | Lilly Co Eli | Process for preparing 2,2-Difluoroketene silyl acetals and alpha,alpha-difluoro-beta-silyloxy-1,3-dioxolane-4-propanoic acid esters |
| HUP0301661A3 (en) * | 2000-07-24 | 2003-11-28 | Bayer Cropscience Ag | Biphenyl carboxamides |
| DE10215292A1 (de) | 2002-02-19 | 2003-08-28 | Bayer Cropscience Ag | Disubstitutierte Pyrazolylcarbocanilide |
| DE10351088A1 (de) | 2003-10-31 | 2005-06-02 | Bayer Cropscience Gmbh | Verfahren zum Herstellen von fluormethyl-substituierten Heterocyclen |
| US20080108686A1 (en) | 2004-06-18 | 2008-05-08 | Basf Aktiengesellschaft | N-(Ortho-Phenyl)-1-Methyl-3-Difluoromethylpyrazole-4-Carboxanilides And Their Use As Fungicides |
| JP5118043B2 (ja) | 2005-09-16 | 2013-01-16 | シンジェンタ パーティシペーションズ アクチェンゲゼルシャフト | アミドの生成方法 |
| US8115012B2 (en) | 2006-11-03 | 2012-02-14 | Basf Se | Process for preparing difluoromethylpyrazolyl carboxylates |
| AU2007338031B2 (en) | 2006-12-21 | 2012-08-16 | Basf Se | Process for preparing fluoromethyl-substituted heterocyclic compounds |
-
2007
- 2007-11-02 US US12/513,003 patent/US8115012B2/en not_active Expired - Fee Related
- 2007-11-02 WO PCT/EP2007/061833 patent/WO2008053043A1/de not_active Ceased
- 2007-11-02 EA EA200900607A patent/EA017900B1/ru not_active IP Right Cessation
- 2007-11-02 DE DE502007002646T patent/DE502007002646D1/de active Active
- 2007-11-02 AU AU2007316081A patent/AU2007316081B2/en not_active Ceased
- 2007-11-02 EP EP07822162A patent/EP2086944B1/de not_active Not-in-force
- 2007-11-02 KR KR1020097011360A patent/KR20090080108A/ko not_active Abandoned
- 2007-11-02 MX MX2009003963A patent/MX2009003963A/es active IP Right Grant
- 2007-11-02 PL PL07822162T patent/PL2086944T3/pl unknown
- 2007-11-02 JP JP2009535085A patent/JP5284266B2/ja not_active Expired - Fee Related
- 2007-11-02 CA CA2666746A patent/CA2666746C/en not_active Expired - Fee Related
- 2007-11-02 BR BRPI0718222-8A patent/BRPI0718222A2/pt not_active IP Right Cessation
- 2007-11-02 UA UAA200904967A patent/UA97498C2/ru unknown
- 2007-11-02 SI SI200730174T patent/SI2086944T1/sl unknown
- 2007-11-02 ES ES07822162T patent/ES2338281T3/es active Active
- 2007-11-02 AT AT07822162T patent/ATE455105T1/de active
- 2007-11-02 DK DK07822162.9T patent/DK2086944T3/da active
- 2007-11-02 AR ARP070104897A patent/AR063464A1/es not_active Application Discontinuation
- 2007-11-02 CN CN2007800409384A patent/CN101535274B/zh not_active Expired - Fee Related
-
2009
- 2009-04-22 IL IL198288A patent/IL198288A0/en unknown
- 2009-06-01 ZA ZA200903792A patent/ZA200903792B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL2086944T3 (pl) | 2010-06-30 |
| JP2010508333A (ja) | 2010-03-18 |
| ATE455105T1 (de) | 2010-01-15 |
| IL198288A0 (en) | 2010-02-17 |
| BRPI0718222A2 (pt) | 2018-09-04 |
| EP2086944A1 (de) | 2009-08-12 |
| AR063464A1 (es) | 2009-01-28 |
| JP5284266B2 (ja) | 2013-09-11 |
| AU2007316081B2 (en) | 2012-04-26 |
| EP2086944B1 (de) | 2010-01-13 |
| EA017900B1 (ru) | 2013-04-30 |
| EA200900607A1 (ru) | 2009-10-30 |
| UA97498C2 (ru) | 2012-02-27 |
| SI2086944T1 (sl) | 2010-04-30 |
| DK2086944T3 (da) | 2010-05-03 |
| US8115012B2 (en) | 2012-02-14 |
| CN101535274A (zh) | 2009-09-16 |
| KR20090080108A (ko) | 2009-07-23 |
| WO2008053043A1 (de) | 2008-05-08 |
| ZA200903792B (en) | 2010-08-25 |
| CA2666746A1 (en) | 2008-05-08 |
| ES2338281T3 (es) | 2010-05-05 |
| DE502007002646D1 (de) | 2010-03-04 |
| CN101535274B (zh) | 2012-09-05 |
| AU2007316081A1 (en) | 2008-05-08 |
| US20100069646A1 (en) | 2010-03-18 |
| CA2666746C (en) | 2014-10-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |