AR071673A1 - Procedimiento para la preparacion de compuestos pirazolicos sustituidos en posiciones 1,3,4 - Google Patents
Procedimiento para la preparacion de compuestos pirazolicos sustituidos en posiciones 1,3,4Info
- Publication number
- AR071673A1 AR071673A1 ARP090101622A ARP090101622A AR071673A1 AR 071673 A1 AR071673 A1 AR 071673A1 AR P090101622 A ARP090101622 A AR P090101622A AR P090101622 A ARP090101622 A AR P090101622A AR 071673 A1 AR071673 A1 AR 071673A1
- Authority
- AR
- Argentina
- Prior art keywords
- optionally substituted
- represent
- formula
- alkyl
- cycloalkyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/72—Hydrazones
- C07C251/74—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C251/76—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/72—Hydrazones
- C07C251/84—Hydrazones having doubly-bound carbon atoms of hydrazone groups being part of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/72—Hydrazones
- C07C251/86—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to carbon atoms of six-membered aromatic rings
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Reivindicacion 1: Procedimiento para la preparacion del compuesto pirazolico sustituido en posiciones 1,3,4 de la formula 1, en el que X representa un grupo CX1X2X3, en el que X1, X2 y X3 representan, independientemente el uno del otro, hidrogeno, fluor o cloro, pudiendo X1 representar tambien alquilo-C1-6 o haloalquilo- C1-4, y en donde por lo menos uno de los radicales X1, X2 no es hidrogeno, R1 representa alquilo-C1-4 o ciclopropilo, y R2 representa CN o un grupo CO2R2a, en el que R2 representa cicloalquilo-C5-6, fenilo eventualmente sustituido o alquil -C1-6, que eventualmente puede estar sustituido por alcoxi-C1-4, fenilo o cicloalquilo-C3-6, caracterizado porque comprende los siguientes pasos: i) hacer reaccionar un compuesto de la formula 2 con una hidrazona de a formula 3, en donde en la formula 2 las variables X y R2 presentan los significados que se dan para la formula 1, Y representa oxigeno, un grupo NRy1 o un grupo [NRy2Ry3]+Z-, en donde Ry1, Ry2 y Ry3 representan, independientemente el uno del otro, alquilo-C1-6, cicloalquilo-C5-6, fenilo eventualmente sustituido o fenil-alquilo-C1-4 eventualmente sustituido, o Ry2 y Ry3 representan, junto con el tomo de nitrogeno al que est n unidos, un heterociclo eventualmente sustituido, saturado, de 5 a 8 miembros, enlazado al nitrogeno, que junto al tomo de nitrogeno puede presentar aun otro u otros dos hetero tomos seleccionados entre N, O y S como tomos del anillo, y Z representa un anion; R3 representa OR3a o un grupo NR3bR3c, en el que R3a, R3b y R3c representan, independientemente el uno del otro alquilo-C1-6, cicloalquilo-C5-6, fenilo eventualmente sustituido fenil-alquilo-C1-4 eventualmente sustituido, o R3b y R3c representan, junto con el tomo de nitrogeno al que est n unidos, un heterociclo eventualmente sustituido, saturado, de 5 a 8 miembros, enlazado al nitrogeno, que junto al tomo de nitrogeno puede presentar aun otro u otros dos hetero tomos seleccionados de entre N, O y S como tomos del anillo, y en el que en la formula 3 la variable R1 presenta los significados que se dan para la formula 1, R4 y R5 representan, independientemente el uno del otro, hidrogeno alquilo-C1-6, que eventualmente puede estar sustituido por alcoxi-C1-4, fenilo o cicloalquilo-C3-6, cicloalquilo-C3-6 o fenilo eventualmente sustituido, siendo por lo menos uno de los radicales R4 o R5 distinto de hidrogeno, y donde R4 y R5 pueden representar, junto con el tomo de carbono al que est n unidos, un carbociclo eventualmente sustituido, saturado, de 5- a 10 - miembros, que eventualmente est sustituido una o varias veces por grupos alquilo-C1-4 y/o es fenilo eventualmente sustituido y/o presenta uno o dos anillos de fenilo condensados; ii) tratar el producto de reaccion que de ese modo se obtiene con un cido en presencia de agua. Reivindicacion 10: Compuesto caracterizado porque tiene la formula general 2 en el que X, Y, R1, R2, R4 y R5 presentan los significados que se dan en la reivindicacion 1, excepto los compuestos de la formula 2, en los que R4 y R5 representan cada vez fenilo eventualmente sustituido y Y representa ox¡geno.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08155657 | 2008-05-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR071673A1 true AR071673A1 (es) | 2010-07-07 |
Family
ID=39831714
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP090101622A AR071673A1 (es) | 2008-05-05 | 2009-05-05 | Procedimiento para la preparacion de compuestos pirazolicos sustituidos en posiciones 1,3,4 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US8598222B2 (es) |
| EP (1) | EP2288597B1 (es) |
| JP (1) | JP5587293B2 (es) |
| KR (1) | KR20110011652A (es) |
| CN (1) | CN102015654B (es) |
| AR (1) | AR071673A1 (es) |
| AU (1) | AU2009243550B2 (es) |
| BR (1) | BRPI0911767A2 (es) |
| CA (1) | CA2725446A1 (es) |
| DK (1) | DK2288597T3 (es) |
| EA (1) | EA019312B1 (es) |
| ES (1) | ES2525807T3 (es) |
| IL (1) | IL208541A (es) |
| MX (1) | MX2010011433A (es) |
| UA (1) | UA106470C2 (es) |
| WO (1) | WO2009135808A2 (es) |
| ZA (1) | ZA201008637B (es) |
Families Citing this family (29)
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|---|---|---|---|---|
| EP2133341A1 (de) * | 2008-02-25 | 2009-12-16 | Bayer CropScience AG | Verfahren zur regioselektiven Synthese von 1-Alkyl-3-haloalkyl-pyrazol-4-carbonsäure-Derivaten |
| WO2009133178A1 (de) * | 2008-05-02 | 2009-11-05 | Basf Se | Verfahren zur herstellung von 2-(aminomethyliden)-4,4-difluor-3-oxobuttersäureestern |
| WO2009133179A2 (de) * | 2008-05-02 | 2009-11-05 | Basf Se | Verfahren zur herstellung halogensubstituierter 2-(aminomethyliden)-3-oxobuttersäureester |
| AU2009243550B2 (en) | 2008-05-05 | 2014-06-26 | Basf Se | Method for preparing 1,3,4-substituted pyrazol compounds |
| JP5558467B2 (ja) | 2008-07-21 | 2014-07-23 | ビーエーエスエフ ソシエタス・ヨーロピア | １，３−二置換ピラゾールカルボン酸エステルの調製方法 |
| PL2443093T3 (pl) | 2009-03-16 | 2014-04-30 | Basf Agro B V Arnhem Nl Zuerich Branch | Sposób wytwarzania pochodnych pirazolu |
| EP2644593A1 (en) * | 2012-03-30 | 2013-10-02 | Solvay Sa | Dialkoxymethyl oxobutyric acid esters, their manufacture and use |
| EP2671873A1 (en) * | 2012-06-06 | 2013-12-11 | Solvay Sa | Method for the cyclization of hydrazinoacrylic acid derivatives |
| CN102702104B (zh) * | 2012-06-08 | 2015-02-25 | 巨化集团公司 | 一种3-二氟甲基-1-甲基吡唑-4-甲酸乙酯的连续化合成方法 |
| JP5140776B1 (ja) * | 2012-09-05 | 2013-02-13 | タマ化学工業株式会社 | １−置換−３−フルオロアルキルピラゾール−４−カルボン酸エステルの製造方法 |
| JP5232335B1 (ja) * | 2013-01-29 | 2013-07-10 | タマ化学工業株式会社 | １−置換−３−フルオロアルキルピラゾール−４−カルボン酸エステルの製造方法 |
| US8871947B2 (en) | 2013-02-04 | 2014-10-28 | KingChem LLC | Preparation of alkyl 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid ester |
| CN103351339A (zh) * | 2013-07-12 | 2013-10-16 | 雅本化学股份有限公司 | 3-氟代烷基-1-取代吡唑-4-羧酸及其制备方法 |
| CN104379551B (zh) | 2013-12-09 | 2017-03-08 | 金凯有限责任公司 | 3‑二氟甲基‑1‑甲基‑1h‑吡唑‑4‑羧酸烷基酯及其类似物的制备方法 |
| CN103880749B (zh) * | 2014-02-26 | 2019-01-01 | 南通大学 | 一种3-甲基-5-吡唑甲酸甲酯的化学合成方法 |
| JP6431088B2 (ja) * | 2014-03-24 | 2018-11-28 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | α，α−ジハロアミン類およびケチミン類からの３，５−ビス（ハロアルキル）ピラゾール誘導体の製造方法 |
| CN104016920B (zh) * | 2014-06-16 | 2016-08-24 | 联化科技股份有限公司 | 一种含氟甲基吡唑类化合物的联产方法 |
| TR201909606T4 (tr) * | 2014-07-31 | 2019-07-22 | Basf Se | Pi̇razollari hazirlamak i̇çi̇n i̇şlem |
| CN104262256B (zh) * | 2014-08-01 | 2016-08-17 | 江苏大学 | 利用α，β-不饱和羰基化合物制备多取代吡唑类化合物的方法 |
| CN104496902A (zh) * | 2014-12-19 | 2015-04-08 | 浙江泰达作物科技有限公司 | 高区域选择性制备1,3,4-取代的吡唑化合物的方法 |
| AU2015401326B2 (en) * | 2015-07-03 | 2018-07-26 | China Agricultural University | Benzylhydrazone compounds and preparation method and application thereof |
| EP3178813A1 (en) | 2015-12-09 | 2017-06-14 | Basf Se | Method for preparing halogenated 3-oxocarboxylates carrying a 2-alkoxymethylidene or a 2-dialkylaminomethylidene group |
| PT3411360T (pt) * | 2016-02-02 | 2020-06-01 | Basf Se | Processo catalítico de hidrogenação para preparação de pirazóis |
| CN107663172B (zh) * | 2016-07-27 | 2021-04-16 | 宿迁市科莱博生物化学有限公司 | 一种吡唑衍生物的制备方法 |
| US20210371386A1 (en) * | 2016-08-02 | 2021-12-02 | Solvay Sa | Manufacture of hydrazinyl compounds useful in the manufacture of pyrazole carboxylic acid and derivatives, hydrazinyl compounds and their use |
| JP2021506879A (ja) * | 2017-12-22 | 2021-02-22 | ソルヴェイ（ソシエテ アノニム） | ピラゾールカルボン酸誘導体及びその前駆体の製造のための方法 |
| EP3728197A1 (en) * | 2017-12-22 | 2020-10-28 | Solvay Sa | Process for the manufacture of iminium compounds and their application in the manufacture of pyrazole derivatives |
| JP6911143B2 (ja) | 2018-11-07 | 2021-07-28 | 福建永晶科技股▲ふん▼有限公司Ｆｕｊｉａｎ Ｙｏｎｇｊｉｎｇ Ｔｅｃｈｎｏｌｏｇｙ Ｃｏ．， Ｌｔｄ | ピラゾール又はピリミジノンの新しい製造方法 |
| CN114195678A (zh) * | 2021-12-24 | 2022-03-18 | 江苏七洲绿色科技研究院有限公司 | 一种中间体、其制备方法及用其制备3-二氟甲基-1-甲基吡唑-4-甲酸乙酯的方法 |
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| EP2042482A1 (de) * | 2007-09-26 | 2009-04-01 | Bayer CropScience AG | Verfahren zur Herstellung von 2-Dihalogenacyl-3-amino-acrylsäure-Derivaten |
| EP2072497A1 (de) * | 2007-12-21 | 2009-06-24 | Bayer CropScience AG | Verfahren zum Herstellen von 2-Fluoracyl-3-amino-acrylsäure-Derivaten |
| EP2133341A1 (de) * | 2008-02-25 | 2009-12-16 | Bayer CropScience AG | Verfahren zur regioselektiven Synthese von 1-Alkyl-3-haloalkyl-pyrazol-4-carbonsäure-Derivaten |
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| WO2009133178A1 (de) | 2008-05-02 | 2009-11-05 | Basf Se | Verfahren zur herstellung von 2-(aminomethyliden)-4,4-difluor-3-oxobuttersäureestern |
| AU2009243550B2 (en) | 2008-05-05 | 2014-06-26 | Basf Se | Method for preparing 1,3,4-substituted pyrazol compounds |
| JP5558467B2 (ja) | 2008-07-21 | 2014-07-23 | ビーエーエスエフ ソシエタス・ヨーロピア | １，３−二置換ピラゾールカルボン酸エステルの調製方法 |
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2009
- 2009-05-04 AU AU2009243550A patent/AU2009243550B2/en not_active Ceased
- 2009-05-04 EP EP09742026.9A patent/EP2288597B1/de active Active
- 2009-05-04 US US12/990,340 patent/US8598222B2/en active Active
- 2009-05-04 KR KR1020107027189A patent/KR20110011652A/ko not_active Application Discontinuation
- 2009-05-04 JP JP2011507880A patent/JP5587293B2/ja not_active Expired - Fee Related
- 2009-05-04 UA UAA201014232A patent/UA106470C2/uk unknown
- 2009-05-04 CA CA2725446A patent/CA2725446A1/en not_active Abandoned
- 2009-05-04 WO PCT/EP2009/055328 patent/WO2009135808A2/de active Application Filing
- 2009-05-04 DK DK09742026.9T patent/DK2288597T3/en active
- 2009-05-04 EA EA201001736A patent/EA019312B1/ru not_active IP Right Cessation
- 2009-05-04 BR BRPI0911767-9A patent/BRPI0911767A2/pt not_active Application Discontinuation
- 2009-05-04 CN CN200980116288.6A patent/CN102015654B/zh active Active
- 2009-05-04 ES ES09742026.9T patent/ES2525807T3/es active Active
- 2009-05-04 MX MX2010011433A patent/MX2010011433A/es active IP Right Grant
- 2009-05-05 AR ARP090101622A patent/AR071673A1/es unknown
-
2010
- 2010-10-07 IL IL208541A patent/IL208541A/en not_active IP Right Cessation
- 2010-12-01 ZA ZA2010/08637A patent/ZA201008637B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2009135808A3 (de) | 2010-01-21 |
| ZA201008637B (en) | 2014-08-27 |
| JP5587293B2 (ja) | 2014-09-10 |
| KR20110011652A (ko) | 2011-02-08 |
| UA106470C2 (uk) | 2014-09-10 |
| CN102015654B (zh) | 2014-03-12 |
| BRPI0911767A2 (pt) | 2015-07-28 |
| MX2010011433A (es) | 2010-11-12 |
| WO2009135808A2 (de) | 2009-11-12 |
| CN102015654A (zh) | 2011-04-13 |
| EA019312B1 (ru) | 2014-02-28 |
| EP2288597A2 (de) | 2011-03-02 |
| US8598222B2 (en) | 2013-12-03 |
| IL208541A0 (en) | 2010-12-30 |
| AU2009243550A1 (en) | 2009-11-12 |
| DK2288597T3 (en) | 2015-01-26 |
| IL208541A (en) | 2014-05-28 |
| JP2011519889A (ja) | 2011-07-14 |
| EP2288597B1 (de) | 2014-10-29 |
| AU2009243550B2 (en) | 2014-06-26 |
| ES2525807T3 (es) | 2014-12-30 |
| CA2725446A1 (en) | 2009-11-12 |
| US20110172436A1 (en) | 2011-07-14 |
| EA201001736A1 (ru) | 2011-06-30 |
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