BRPI1015123A2 - método para a fabricação de oxindoles e anilinas orto-substituídas e seu uso como produtos intermediários para sínteses - Google Patents
método para a fabricação de oxindoles e anilinas orto-substituídas e seu uso como produtos intermediários para síntesesInfo
- Publication number
- BRPI1015123A2 BRPI1015123A2 BRPI1015123-0A BRPI1015123A BRPI1015123A2 BR PI1015123 A2 BRPI1015123 A2 BR PI1015123A2 BR PI1015123 A BRPI1015123 A BR PI1015123A BR PI1015123 A2 BRPI1015123 A2 BR PI1015123A2
- Authority
- BR
- Brazil
- Prior art keywords
- manufacture
- anilines
- ortho
- formula
- intermediate products
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title abstract 4
- 150000001448 anilines Chemical class 0.000 title abstract 3
- 230000015572 biosynthetic process Effects 0.000 title abstract 3
- 239000013067 intermediate product Substances 0.000 title abstract 3
- 150000005623 oxindoles Chemical class 0.000 title abstract 3
- 238000003786 synthesis reaction Methods 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 2
- PCKPVGOLPKLUHR-UHFFFAOYSA-N OH-Indolxyl Natural products C1=CC=C2C(O)=CNC2=C1 PCKPVGOLPKLUHR-UHFFFAOYSA-N 0.000 abstract 1
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000012320 chlorinating reagent Substances 0.000 abstract 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 abstract 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 abstract 1
- JYGFTBXVXVMTGB-UHFFFAOYSA-N indolin-2-one Chemical compound C1=CC=C2NC(=O)CC2=C1 JYGFTBXVXVMTGB-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 150000003568 thioethers Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/26—Separation; Purification; Stabilisation; Use of additives
- C07C319/28—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
método para a fabricação de oxindoles · e anilinas orlo-substituídas e seu uso como produtos intermediários para sínteses método para a fabricação de oxindoles e anilinas orto-substituídas e seu uso como produtos intermediários para sínteses. método para a fabricação de compostos da fórmula (4): em que se transforma uma mistura de uma anilina (composto da fórmula q) com um tioéter (composto da fórmula w): na presença de um agente de cloração e de um solvente orgânico a uma temperatura de reação numa faixa entre -60°c e -10°c. em um procedimento seguinte, este composto é novamente transformado, na presença de um catalisador ácido, para o indole da fórmula (7) ou para o oxindole da fórmula (8).
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09006050A EP2246326A1 (de) | 2009-05-02 | 2009-05-02 | Verfahren zur Herstellung von Oxindolen und ortho-substituierten Anilinen und ihre Verwendung als Zwischenprodukte für Synthesen |
| EP09006050.0 | 2009-05-02 | ||
| PCT/EP2010/002566 WO2010127786A1 (de) | 2009-05-02 | 2010-04-27 | Verfahren zur herstellung von oxindolen und ortho-substituierten anilinen und ihre verwendung als zwischenprodukte für synthesen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BRPI1015123A2 true BRPI1015123A2 (pt) | 2019-04-09 |
| BRPI1015123B1 BRPI1015123B1 (pt) | 2021-05-04 |
Family
ID=41050783
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI1015123-0A BRPI1015123B1 (pt) | 2009-05-02 | 2010-04-27 | Métodos para a fabricação de oxindoles e anilinas orto-substituídas |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US8492590B2 (pt) |
| EP (2) | EP2246326A1 (pt) |
| JP (1) | JP5826167B2 (pt) |
| KR (2) | KR101782961B1 (pt) |
| CN (1) | CN102459163B (pt) |
| BR (1) | BRPI1015123B1 (pt) |
| DK (1) | DK2424835T3 (pt) |
| ES (1) | ES2548024T3 (pt) |
| IL (1) | IL216051A (pt) |
| MX (2) | MX2011011547A (pt) |
| TW (1) | TWI547473B (pt) |
| WO (1) | WO2010127786A1 (pt) |
| ZA (1) | ZA201108035B (pt) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102008037631A1 (de) | 2008-08-14 | 2010-02-18 | Bayer Cropscience Ag | Herbizid-Kombination mit Dimethoxytriazinyl-substituierten Difluormethansulfonylaniliden |
| WO2012028162A1 (de) * | 2010-09-01 | 2012-03-08 | Bayer Cropscience Ag | Verfahren zur herstellung von oxindolen und ortho-substituierten anilinen und ihre verwendung als zwischenprodukte für synthesen |
| MX361396B (es) * | 2012-09-17 | 2018-12-05 | Bayer Cropscience Ag | Procedimiento continuo para la producción de anilinas sustituidas en orto en un reactor de flujo. |
| JP2016531874A (ja) | 2013-09-26 | 2016-10-13 | ファーマケア，インク． | オートタキシン阻害剤化合物 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3972894A (en) * | 1973-04-27 | 1976-08-03 | The Ohio State University Research Foundation | Synthesis of oxindoles from anilines and β-thio carboxylic esters or amides |
| US4690943A (en) | 1984-09-19 | 1987-09-01 | Pfizer Inc. | Analgesic and antiinflammatory 1,3-diacyl-2-oxindole compounds |
| US5663431A (en) | 1992-01-30 | 1997-09-02 | Sanofi | 1-benzenesulfonyl-1,3-dihydro-indol-2-one derivatives, their preparation and pharmaceutical compositions in which they are present |
| FR2708605A1 (fr) | 1993-07-30 | 1995-02-10 | Sanofi Sa | Dérivés du N-sulfonylindol-2-one, leur préparation, les compositions pharmaceutiques en contenant. |
| DE19521355A1 (de) | 1995-06-12 | 1996-12-19 | Hoechst Schering Agrevo Gmbh | Sulfonamide, Verfahren zu deren Herstellung und ihre Verwendung als Herbizide und Pflanzenwachstumsregulatoren |
| AU5301199A (en) * | 1998-08-20 | 2000-03-14 | Sumitomo Pharmaceuticals Company, Limited | Oxindole derivatives as growth hormone releasers |
| CA2382418A1 (en) * | 1999-08-20 | 2001-03-01 | Shigenori Ohkawa | Dihydrobenzofuran derivatives, process for preparing thereof and agents |
| US6906096B2 (en) * | 2002-06-28 | 2005-06-14 | Irm Llc | 4,7-Disubstituted indoles and methods of making |
| AU2004284084A1 (en) | 2003-10-24 | 2005-05-06 | Schering Aktiengesellschaft | Indolinone derivatives and their use in treating disease-states such as cancer |
| WO2005107466A1 (en) * | 2004-05-12 | 2005-11-17 | Bayer Cropscience Gmbh | Plant growth regulation |
| US20080280891A1 (en) | 2006-06-27 | 2008-11-13 | Locus Pharmaceuticals, Inc. | Anti-cancer agents and uses thereof |
| JP4770826B2 (ja) | 2007-11-22 | 2011-09-14 | 大日本印刷株式会社 | ２−オキシインドール誘導体の製造法 |
-
2009
- 2009-05-02 EP EP09006050A patent/EP2246326A1/de not_active Withdrawn
-
2010
- 2010-04-27 ES ES10715721.6T patent/ES2548024T3/es active Active
- 2010-04-27 JP JP2012507632A patent/JP5826167B2/ja active Active
- 2010-04-27 MX MX2011011547A patent/MX2011011547A/es active IP Right Grant
- 2010-04-27 BR BRPI1015123-0A patent/BRPI1015123B1/pt active IP Right Grant
- 2010-04-27 DK DK10715721.6T patent/DK2424835T3/en active
- 2010-04-27 CN CN201080030137.1A patent/CN102459163B/zh active Active
- 2010-04-27 KR KR1020117028793A patent/KR101782961B1/ko active Active
- 2010-04-27 EP EP10715721.6A patent/EP2424835B1/de active Active
- 2010-04-27 MX MX2013013279A patent/MX367426B/es unknown
- 2010-04-27 WO PCT/EP2010/002566 patent/WO2010127786A1/de not_active Ceased
- 2010-04-27 KR KR1020177016800A patent/KR101862230B1/ko active Active
- 2010-04-28 US US12/769,302 patent/US8492590B2/en active Active
- 2010-04-29 TW TW099113608A patent/TWI547473B/zh active
-
2011
- 2011-10-30 IL IL216051A patent/IL216051A/en active IP Right Grant
- 2011-11-02 ZA ZA2011/08035A patent/ZA201108035B/en unknown
-
2013
- 2013-06-12 US US13/915,898 patent/US9242934B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EP2424835B1 (de) | 2015-07-01 |
| EP2246326A1 (de) | 2010-11-03 |
| DK2424835T3 (en) | 2015-10-05 |
| EP2424835A1 (de) | 2012-03-07 |
| JP5826167B2 (ja) | 2015-12-02 |
| TW201111331A (en) | 2011-04-01 |
| KR101862230B1 (ko) | 2018-05-29 |
| US8492590B2 (en) | 2013-07-23 |
| CN102459163B (zh) | 2015-05-13 |
| US9242934B2 (en) | 2016-01-26 |
| US20130281711A1 (en) | 2013-10-24 |
| KR20170073738A (ko) | 2017-06-28 |
| KR101782961B1 (ko) | 2017-09-28 |
| JP2012526045A (ja) | 2012-10-25 |
| US20110118478A1 (en) | 2011-05-19 |
| BRPI1015123B1 (pt) | 2021-05-04 |
| WO2010127786A1 (de) | 2010-11-11 |
| MX367426B (es) | 2019-08-21 |
| MX2011011547A (es) | 2011-11-29 |
| ZA201108035B (en) | 2013-01-30 |
| KR20120016123A (ko) | 2012-02-22 |
| ES2548024T3 (es) | 2015-10-13 |
| CN102459163A (zh) | 2012-05-16 |
| IL216051A (en) | 2015-03-31 |
| WO2010127786A8 (de) | 2011-11-10 |
| TWI547473B (zh) | 2016-09-01 |
| IL216051A0 (en) | 2012-01-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B06F | Objections, documents and/or translations needed after an examination request according [chapter 6.6 patent gazette] | ||
| B25A | Requested transfer of rights approved |
Owner name: BAYER INTELLECTUAL PROPERTY GMBH (DE) |
|
| B06T | Formal requirements before examination [chapter 6.20 patent gazette] | ||
| B06A | Patent application procedure suspended [chapter 6.1 patent gazette] | ||
| B09A | Decision: intention to grant [chapter 9.1 patent gazette] | ||
| B16A | Patent or certificate of addition of invention granted [chapter 16.1 patent gazette] |
Free format text: PRAZO DE VALIDADE: 10 (DEZ) ANOS CONTADOS A PARTIR DE 04/05/2021, OBSERVADAS AS CONDICOES LEGAIS. |
|
| B25G | Requested change of headquarter approved |
Owner name: BAYER INTELLECTUAL PROPERTY GMBH (DE) |
|
| B25A | Requested transfer of rights approved |
Owner name: BAYER CROPSCIENCE AKTIENGESELLSCHAFT (DE) |