AR080921A1 - Proceso para la preparacion de amidas de acido pirazolcarboxilico - Google Patents
Proceso para la preparacion de amidas de acido pirazolcarboxilicoInfo
- Publication number
- AR080921A1 AR080921A1 ARP110101325A ARP110101325A AR080921A1 AR 080921 A1 AR080921 A1 AR 080921A1 AR P110101325 A ARP110101325 A AR P110101325A AR P110101325 A ARP110101325 A AR P110101325A AR 080921 A1 AR080921 A1 AR 080921A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- compound
- reacting
- preparation
- pirazolcarboxilico
- Prior art date
Links
- 239000002253 acid Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 13
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 4
- 229910052794 bromium Chemical group 0.000 abstract 4
- 229910052801 chlorine Inorganic materials 0.000 abstract 4
- 239000000460 chlorine Substances 0.000 abstract 4
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 239000003446 ligand Substances 0.000 abstract 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- PGTKVMVZBBZCKQ-UHFFFAOYSA-N Fulvene Chemical compound C=C1C=CC=C1 PGTKVMVZBBZCKQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 125000002524 organometallic group Chemical group 0.000 abstract 1
- 229910052763 palladium Inorganic materials 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/24—Halogenated aromatic hydrocarbons with unsaturated side chains
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
Se refiere a un proceso para la preparacion del compuesto de formula (1), dicho proceso comprende a) hacer reaccionar un compuesto de formula (2), donde X es cloro o bromo, con una especie organometálica de formula (3), donde X es cloro o bromo; hacer reaccionar el halobencino con un fulveno de la formula (4), para obtener un compuesto de formula (5), donde X es cloro o bromo; b) hidrogenar el compuesto de la formula (5) en presencia de un catalizador de metal adecuado para obtener un compuesto de formula (6), donde X es cloro o bromo; y ya sea c1) hacer reaccionar el compuesto de formula (6) con NH3 en presencia de un catalizador que comprende paladio y por lo menos un ligando para obtener el compuesto de formula (7); y d) hacer reaccionar el compuesto de formula (7) en presencia de una base con un compuesto de formula (8), para obtener el compuesto de formula (1); o c2) hacer reaccionar el compuesto de formula (6) en presencia de un catalizador de cobre y un ligando con el compuesto de formula (8a), para obtener el compuesto de formula (1).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10160437 | 2010-04-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR080921A1 true AR080921A1 (es) | 2012-05-16 |
Family
ID=44070080
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP110101325A AR080921A1 (es) | 2010-04-20 | 2011-04-18 | Proceso para la preparacion de amidas de acido pirazolcarboxilico |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US8519151B2 (es) |
| EP (1) | EP2560958B1 (es) |
| JP (1) | JP5684897B2 (es) |
| CN (1) | CN102844306B (es) |
| AR (1) | AR080921A1 (es) |
| BR (1) | BR112012026752B1 (es) |
| ES (1) | ES2453919T3 (es) |
| IL (1) | IL222401A (es) |
| MX (1) | MX2012012004A (es) |
| TW (1) | TWI428324B (es) |
| UY (1) | UY33339A (es) |
| WO (1) | WO2011131546A1 (es) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011131544A1 (en) * | 2010-04-20 | 2011-10-27 | Syngenta Participations Ag | Process for the preparation of pyrazole carboxylic acid amides |
| EP2433922A1 (en) * | 2010-08-25 | 2012-03-28 | Syngenta Participations AG | Process for the preparation of dichlorofulvene |
| TWI534126B (zh) * | 2011-01-25 | 2016-05-21 | 先正達合夥公司 | 用於製備吡唑羧酸醯胺之方法 |
| CN103483407B (zh) * | 2013-10-10 | 2015-11-18 | 宁夏启元药业有限公司 | 一种硫氰酸红霉素萃取结晶用复合溶媒及萃取结晶方法 |
| GB201403438D0 (en) | 2014-02-27 | 2014-04-16 | Syngenta Participations Ag | Polymorphs |
| CN111138364A (zh) * | 2018-11-01 | 2020-05-12 | 东莞市东阳光菌阳氢专利农药有限公司 | 一种氟苯醚酰胺的制备方法 |
| WO2024017788A1 (en) | 2022-07-22 | 2024-01-25 | Syngenta Crop Protection Ag | Solid form of a heterocyclic amide derivative |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH075487B2 (ja) | 1985-11-14 | 1995-01-25 | 住友化学工業株式会社 | １―ブロモ―２―クロロ―４―フルオロベンゼンの製造法 |
| US5093347A (en) | 1991-01-28 | 1992-03-03 | Monsanto Company | 3-difluoromethylpyrazolecarboxamide fungicides, compositions and use |
| US7223879B2 (en) | 1998-07-10 | 2007-05-29 | Massachusetts Institute Of Technology | Ligands for metals and improved metal-catalyzed processes based thereon |
| UA87416C2 (ru) * | 2005-10-25 | 2009-07-10 | Syngenta Participations Ag | Гетероциклические амиды, композиция на их основе и способ борьбы с заражением полезных растений фитопатогенными микроорганизмами и его предупреждение, промежуточные соединения |
| WO2007124907A2 (en) * | 2006-04-27 | 2007-11-08 | Syngenta Participations Ag | Heterocyclyl-carboxylic acid (benzonorbornene-5-yl)amide derivatives as fungicides for agrochemical use |
| KR20090015055A (ko) * | 2006-05-10 | 2009-02-11 | 이데미쓰 고산 가부시키가이샤 | 디시클로펜타디엔의 제조 방법 |
| CN101528034B (zh) | 2006-10-25 | 2011-11-09 | 辛根塔有限公司 | 生产经取代的溴苯的方法 |
| KR101596814B1 (ko) * | 2008-10-27 | 2016-02-23 | 신젠타 파티서페이션즈 아게 | 벤조노르보르넨의 제조 방법 |
| US20110257410A1 (en) * | 2008-12-24 | 2011-10-20 | Syngenta Crop Protection, Llc | Methods for the preparation of fungicides |
-
2011
- 2011-04-14 WO PCT/EP2011/055872 patent/WO2011131546A1/en active Application Filing
- 2011-04-14 BR BR112012026752-3A patent/BR112012026752B1/pt active IP Right Grant
- 2011-04-14 EP EP11714296.8A patent/EP2560958B1/en active Active
- 2011-04-14 ES ES11714296.8T patent/ES2453919T3/es active Active
- 2011-04-14 MX MX2012012004A patent/MX2012012004A/es active IP Right Grant
- 2011-04-14 US US13/642,393 patent/US8519151B2/en active Active
- 2011-04-14 CN CN201180019767.3A patent/CN102844306B/zh active Active
- 2011-04-14 JP JP2013505410A patent/JP5684897B2/ja active Active
- 2011-04-15 UY UY0001033339A patent/UY33339A/es active IP Right Grant
- 2011-04-18 AR ARP110101325A patent/AR080921A1/es active IP Right Grant
- 2011-04-19 TW TW100113505A patent/TWI428324B/zh active
-
2012
- 2012-10-11 IL IL222401A patent/IL222401A/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| EP2560958A1 (en) | 2013-02-27 |
| TWI428324B (zh) | 2014-03-01 |
| JP5684897B2 (ja) | 2015-03-18 |
| CN102844306B (zh) | 2015-01-14 |
| BR112012026752A2 (pt) | 2015-09-15 |
| US8519151B2 (en) | 2013-08-27 |
| JP2013527841A (ja) | 2013-07-04 |
| US20130035495A1 (en) | 2013-02-07 |
| MX2012012004A (es) | 2012-12-17 |
| EP2560958B1 (en) | 2014-01-01 |
| BR112012026752B1 (pt) | 2018-02-06 |
| UY33339A (es) | 2011-12-01 |
| TW201204703A (en) | 2012-02-01 |
| ES2453919T3 (es) | 2014-04-08 |
| IL222401A (en) | 2015-04-30 |
| WO2011131546A1 (en) | 2011-10-27 |
| CN102844306A (zh) | 2012-12-26 |
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| FG | Grant, registration |