MX2011011079A - Procedimiento para preparar compuestos de isoxazolina sustituidos y sus precursores. - Google Patents
Procedimiento para preparar compuestos de isoxazolina sustituidos y sus precursores.Info
- Publication number
- MX2011011079A MX2011011079A MX2011011079A MX2011011079A MX2011011079A MX 2011011079 A MX2011011079 A MX 2011011079A MX 2011011079 A MX2011011079 A MX 2011011079A MX 2011011079 A MX2011011079 A MX 2011011079A MX 2011011079 A MX2011011079 A MX 2011011079A
- Authority
- MX
- Mexico
- Prior art keywords
- formula
- compounds
- precursors
- isoxazoline compounds
- substituted isoxazoline
- Prior art date
Links
- 150000002547 isoxazolines Chemical class 0.000 title abstract 5
- 239000002243 precursor Substances 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 150000003440 styrenes Chemical class 0.000 abstract 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 150000008062 acetophenones Chemical class 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 238000003786 synthesis reaction Methods 0.000 abstract 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Natural products CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 abstract 1
- 238000005576 amination reaction Methods 0.000 abstract 1
- 238000006352 cycloaddition reaction Methods 0.000 abstract 1
- ILCQYORZHHFLNL-UHFFFAOYSA-N n-bromoaniline Chemical class BrNC1=CC=CC=C1 ILCQYORZHHFLNL-UHFFFAOYSA-N 0.000 abstract 1
- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La presente invención se refiere a un nuevo método para preparar compuestos de estireno halogenados de la fórmula (VIII) (ver fórmula (VIII)) que son precursores en el procedimiento de síntesis de compuestos de isoxazolina sustituidos de la fórmula (I). (ver fórmula (I)) en la que R1 a R5, R8 y R9 se describen como en la descripción. La presente invención se refiere además a la síntesis de compuestos de la fórmula (1) a partir de acetofenonas. Los estirenos deseados de la fórmula son preparados a partir de la acetofenona sustituida apropiada. A más de esto, se hacen reaccionar bromoanilinas con formoxima. Las oximas obtenidas son sometidas a una cicloadición con los estirenos y dan isoxazolinas. Se pueden entonces preparar compuestos de la fórmula (I) haciendo reaccionar las isoxazolinas con una aminación carbonilativa catalizada por paladio.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09159246 | 2009-04-30 | ||
| PCT/EP2010/055773 WO2010125130A1 (en) | 2009-04-30 | 2010-04-29 | Process for preparing substituted isoxazoline compounds and their precursors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2011011079A true MX2011011079A (es) | 2011-11-04 |
Family
ID=42227851
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2011011079A MX2011011079A (es) | 2009-04-30 | 2010-04-29 | Procedimiento para preparar compuestos de isoxazolina sustituidos y sus precursores. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US8853410B2 (es) |
| EP (1) | EP2424862B1 (es) |
| JP (1) | JP2012525353A (es) |
| CN (1) | CN102414202B (es) |
| BR (1) | BRPI1006679B1 (es) |
| DK (1) | DK2424862T3 (es) |
| ES (1) | ES2524970T3 (es) |
| IL (1) | IL215519A (es) |
| MX (1) | MX2011011079A (es) |
| WO (1) | WO2010125130A1 (es) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0917188A2 (pt) | 2008-08-22 | 2015-08-18 | Syngenta Participations Ag | Compostos inseticidas |
| BRPI0917369A2 (pt) | 2008-08-22 | 2015-08-04 | Syngenta Participations Ag | Compostos inseticidas |
| EA201100421A1 (ru) | 2008-09-04 | 2011-10-31 | Зингента Партисипейшнс Аг | Инсектицидные соединения |
| MX2012014439A (es) | 2010-06-23 | 2013-02-07 | Basf Se | Proceso para producir compuestos aromaticos de carbonilo e imina. |
| US9006447B2 (en) | 2010-11-03 | 2015-04-14 | Basf Se | Method for preparing substituted isoxazoline compounds and their precursors 4-chloro, 4-bromo- or 4-iodobenzaldehyde oximes |
| CN102659705A (zh) * | 2012-04-06 | 2012-09-12 | 华东师范大学 | 3,4-二取代异噁唑类化合物的合成方法 |
| BR112017007508B1 (pt) * | 2014-10-14 | 2021-02-02 | Syngenta Participations Ag | processo para a preparação de trifluoroacetofenonas substituídas por halo |
| CN105061304A (zh) * | 2015-06-05 | 2015-11-18 | 沈阳科创化学品有限公司 | 制备异噁唑啉类化合物及其中间体的方法 |
| WO2018166855A1 (en) | 2017-03-16 | 2018-09-20 | Basf Se | Heterobicyclic substituted dihydroisoxazoles |
| WO2018191871A1 (zh) * | 2017-04-18 | 2018-10-25 | 苏州大学张家港工业技术研究院 | 一种异恶唑啉衍生物的制备方法 |
| CN107353189A (zh) * | 2017-07-06 | 2017-11-17 | 荆门医药工业技术研究院 | 制备3, 5‑二氯‑a‑(三氟甲基)苯乙烯的方法 |
| CN107915754A (zh) * | 2017-10-30 | 2018-04-17 | 浙江工业大学上虞研究院有限公司 | 一种纳斯特试剂的催化合成方法及其应用 |
| AU2019369659A1 (en) | 2018-10-29 | 2021-04-29 | Basf Se | Process for preparation of optically enriched aldol compounds |
| EP3891113B1 (en) | 2018-12-04 | 2022-08-17 | Basf Se | Process for preparation of 5-bromo-1,3-dichloro-2-fluoro-benzene |
| US12497370B2 (en) | 2019-12-18 | 2025-12-16 | Elanco Tiergesundheit Ag | Isoxazoline derivatives |
| US20230174551A1 (en) * | 2020-05-05 | 2023-06-08 | Basf Se | Condensed isoxazoline derivatives and their use as herbicides |
| CN113024390B (zh) * | 2021-02-22 | 2023-12-05 | 台州臻挚生物科技有限公司 | 3’,5’-二氯-2,2,2-三氟苯乙酮衍生物的合成方法 |
| CN116640071B (zh) * | 2023-05-04 | 2024-08-30 | 四川青木制药有限公司 | 一种制备2-甲基4-甲醛肟基苯甲酸及其酯类衍生物的方法 |
| CN117903074A (zh) * | 2024-01-15 | 2024-04-19 | 郑州手性药物研究院有限公司 | 一种4,5-二氢异噁唑-3-羧酸类化合物的制备方法 |
Family Cites Families (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58216130A (ja) * | 1982-05-25 | 1983-12-15 | ナシヨナル・リサ−チ・デイベロツプメント・コ−ポレイシヨン | 殺虫剤 |
| SI1731512T1 (sl) | 2004-03-05 | 2015-01-30 | Nissan Chemical Industries, Ltd. | Z izoksazolinom substituirana benzamidna spojina in sredstvo za uravnavanje škodljivih organizmov |
| JP5051340B2 (ja) | 2005-06-06 | 2012-10-17 | 日産化学工業株式会社 | 置換イソキサゾリン化合物及び有害生物防除剤 |
| JP5293921B2 (ja) | 2005-09-02 | 2013-09-18 | 日産化学工業株式会社 | イソキサゾリン置換ベンズアミド化合物及び有害生物防除剤 |
| JP2007106756A (ja) | 2005-09-14 | 2007-04-26 | Nissan Chem Ind Ltd | 置換イソキサゾリン化合物及び有害生物防除剤 |
| AU2006326449A1 (en) | 2005-12-14 | 2007-06-21 | E. I. Du Pont De Nemours And Company | Isoxazolines for controlling invertebrate pests |
| TW200803740A (en) | 2005-12-16 | 2008-01-16 | Du Pont | 5-aryl isoxazolines for controlling invertebrate pests |
| EP1975149B1 (en) | 2005-12-26 | 2012-02-15 | Nissan Chemical Industries, Ltd. | 1,3-bis(substituted phenyl)-3-hydroxypropan-1-one or 2-propen-1-one compound, and salt thereof |
| TWI412322B (zh) | 2005-12-30 | 2013-10-21 | Du Pont | 控制無脊椎害蟲之異唑啉 |
| WO2007105814A1 (ja) | 2006-03-10 | 2007-09-20 | Nissan Chemical Industries, Ltd. | 置換イソキサゾリン化合物及び有害生物防除剤 |
| WO2007125984A1 (ja) | 2006-04-28 | 2007-11-08 | Nihon Nohyaku Co., Ltd. | イソキサゾリン誘導体及び有害生物防除剤並びにその使用方法 |
| GB0614691D0 (en) | 2006-07-24 | 2006-08-30 | Syngenta Participations Ag | Insecticidal compounds |
| JP2008044880A (ja) | 2006-08-15 | 2008-02-28 | Bayer Cropscience Ag | 殺虫性イソオキサゾリン類 |
| US8173638B2 (en) * | 2006-11-21 | 2012-05-08 | Boehringer Ingelheim International Gmbh | Compounds which modulate the CB2 receptor |
| JP2008133242A (ja) | 2006-11-29 | 2008-06-12 | Nissan Chem Ind Ltd | 置換フェニルリチウム化合物の製造方法 |
| JP2008156347A (ja) | 2006-11-29 | 2008-07-10 | Nissan Chem Ind Ltd | 新規アセトフェノン化合物およびアセトフェノン類の製造方法 |
| JP2008239611A (ja) | 2007-02-27 | 2008-10-09 | Nissan Chem Ind Ltd | イソキサゾリン置換ベンズアミド化合物及び有害生物防除剤 |
| EP2151437A4 (en) | 2007-03-07 | 2012-05-02 | Nissan Chemical Ind Ltd | ISOXAZOLINE SUBSTITUTED BENZAMIDE COMPOUND AND PEST CONTROL AGENT |
| BRPI0810196A2 (pt) | 2007-04-10 | 2011-12-06 | Bayer Cropscience Ag | inseticidas de derivados de aril isoxazolina |
| WO2008130651A2 (en) | 2007-04-20 | 2008-10-30 | Dow Agrosciences Llc | Diarylisoxazolines |
| TW200900398A (en) | 2007-05-31 | 2009-01-01 | Du Pont | 3-cyano-4-triazolyl phenylisoxazoline invertebrate pest control agents |
| UA99460C2 (ru) | 2007-06-01 | 2012-08-27 | Басф Се | Способ получения n-замещенных (3-дигалометил-1-метилпиразол-4-ил)карбоксамидов |
| US8623875B2 (en) | 2007-06-13 | 2014-01-07 | E.I. Du Pont De Nemours And Company | Isoxazoline insecticides |
| TWI430995B (zh) | 2007-06-26 | 2014-03-21 | Du Pont | 萘異唑啉無脊椎有害動物控制劑 |
| EP2957284B1 (en) | 2007-06-27 | 2018-01-17 | E. I. du Pont de Nemours and Company | Animal pest control method |
| EP2172462A4 (en) | 2007-06-27 | 2010-12-15 | Nissan Chemical Ind Ltd | METHOD FOR PRODUCING A 3-HYDROXYPROPAN-1-ON COMPOUND, METHOD FOR PRODUCING A 2-PROPENE-1-ON COMPOUND, AND METHOD FOR PRODUCING AN ISOXAZOLINE COMPOUND |
| TWI556741B (zh) | 2007-08-17 | 2016-11-11 | 英特威特國際股份有限公司 | 異唑啉組成物及其作為抗寄生蟲藥上的應用 |
| GB0720232D0 (en) * | 2007-10-16 | 2007-11-28 | Syngenta Participations Ag | Insecticidal compounds |
| JP5365807B2 (ja) | 2007-11-12 | 2013-12-11 | 日産化学工業株式会社 | 光学活性イソキサゾリン化合物の触媒的不斉合成方法 |
| TWI455919B (zh) | 2008-04-09 | 2014-10-11 | Du Pont | 製備3-三氟甲基查耳酮(chalcone)之方法 |
| TWI445705B (zh) | 2008-05-20 | 2014-07-21 | Astrazeneca Ab | 經苯基及苯并二基取代之吲唑衍生物 |
| WO2010003923A1 (en) | 2008-07-09 | 2010-01-14 | Basf Se | Pestcidal active mixtures comprising isoxazoline compounds i |
| US8389738B2 (en) | 2008-07-09 | 2013-03-05 | Nissan Chemical Industries, Ltd. | Production method of isoxazoline-substituted benzoic acid amide compound |
| JP5670328B2 (ja) | 2008-07-09 | 2015-02-18 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | イソオキサゾリン化合物iiを含む殺有害生物剤混合物 |
| KR20110098848A (ko) | 2008-12-23 | 2011-09-01 | 바스프 에스이 | 무척추동물 해충을 퇴치하기 위한 이민 화합물 |
| MX2012014439A (es) | 2010-06-23 | 2013-02-07 | Basf Se | Proceso para producir compuestos aromaticos de carbonilo e imina. |
| US9006447B2 (en) | 2010-11-03 | 2015-04-14 | Basf Se | Method for preparing substituted isoxazoline compounds and their precursors 4-chloro, 4-bromo- or 4-iodobenzaldehyde oximes |
| WO2012151512A2 (en) | 2011-05-04 | 2012-11-08 | Constellation Pharmaceuticals, Inc. | Bromodomain inhibitors and uses thereof |
-
2010
- 2010-04-29 MX MX2011011079A patent/MX2011011079A/es active IP Right Grant
- 2010-04-29 JP JP2012507760A patent/JP2012525353A/ja active Pending
- 2010-04-29 BR BRPI1006679A patent/BRPI1006679B1/pt not_active IP Right Cessation
- 2010-04-29 ES ES10715853.7T patent/ES2524970T3/es active Active
- 2010-04-29 EP EP10715853.7A patent/EP2424862B1/en active Active
- 2010-04-29 US US13/266,265 patent/US8853410B2/en active Active
- 2010-04-29 CN CN201080018779.XA patent/CN102414202B/zh active Active
- 2010-04-29 DK DK10715853.7T patent/DK2424862T3/en active
- 2010-04-29 WO PCT/EP2010/055773 patent/WO2010125130A1/en not_active Ceased
-
2011
- 2011-10-04 IL IL215519A patent/IL215519A/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| WO2010125130A1 (en) | 2010-11-04 |
| JP2012525353A (ja) | 2012-10-22 |
| US20120059171A1 (en) | 2012-03-08 |
| DK2424862T3 (en) | 2014-12-15 |
| BRPI1006679A2 (pt) | 2015-08-25 |
| CN102414202B (zh) | 2015-09-02 |
| EP2424862B1 (en) | 2014-10-08 |
| IL215519A (en) | 2015-11-30 |
| ES2524970T3 (es) | 2014-12-16 |
| CN102414202A (zh) | 2012-04-11 |
| US8853410B2 (en) | 2014-10-07 |
| EP2424862A1 (en) | 2012-03-07 |
| BRPI1006679B1 (pt) | 2016-12-20 |
| IL215519A0 (en) | 2011-12-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| MX2011011079A (es) | Procedimiento para preparar compuestos de isoxazolina sustituidos y sus precursores. | |
| MX2014006759A (es) | Produccion de xilenos por metilacion de compuestos aromaticos. | |
| PH12012501625A1 (en) | Process for the preparation of isoxazoline derivatives | |
| GEP20125512B (en) | Process for synthesis of agomelatin | |
| CN105473579A (zh) | 布瑞哌唑、其关键中间体及其盐的制备方法 | |
| MX2012007043A (es) | Proceso para el arranque de epoxidacion. | |
| IN2012DN00775A (es) | ||
| MX2012000381A (es) | Proceso para la fabricacion de precursores halogenados de alquenonas bajo condiciones especificas. | |
| UA114601C2 (uk) | Спосіб одержання ривароксабану та проміжних сполук, які одержано в даному способі | |
| MX2012000379A (es) | Proceso para la fabricacion de precursores halogenados de alquenonas en presencia de un solvente. | |
| MX2013003123A (es) | Proceso para preparar n-fenilhidroxilaminas sustituidas. | |
| WO2010116140A8 (en) | New process for preparing hydroxylamines and medicaments | |
| NZ702935A (en) | Process for making hydroxylated cyclopentylpyrimidine compounds | |
| CL2008003059A1 (es) | Metodo para preparar tigeciclina por formacion de un compuesto intermediario nitrado en presencia de una gas inerte y con aislacion de dicho intermediario | |
| MX2010009950A (es) | Metodo para purificar acido metacrilico. | |
| IN2012DN00635A (es) | ||
| IL190040A0 (en) | Method for the production of 5-fluoro-1,3-dialkyl-1h-pyrazol-4-carbonyl fluorides | |
| IN2012DN05081A (es) | ||
| GEP20115344B (en) | New process for synthesis of agomelatine | |
| MX357509B (es) | Sintesis de cleistantina a y derivados de la misma. | |
| BR112012014347A2 (pt) | processo de epoxidação e microestrutura | |
| Zhang et al. | Condensation reactions of aromatic aldehydes with 3-methyl-4, 5-dihydroisoxazol-5-one without solvent and catalyst | |
| MX2014005869A (es) | Proceso para preparar 2-alquenales 3-sustituidos, en particular prenal. | |
| PH12012501251A1 (en) | Method for producing tertiary amine | |
| EA201270605A1 (ru) | Превращение углеродсодержащего исходного сырья |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |