AR074158A1 - Compuestos de bifenilos sustituidos y procedimiento de preparacion de dichos bifenilos sustituidos - Google Patents
Compuestos de bifenilos sustituidos y procedimiento de preparacion de dichos bifenilos sustituidosInfo
- Publication number
- AR074158A1 AR074158A1 ARP090102353A ARP090102353A AR074158A1 AR 074158 A1 AR074158 A1 AR 074158A1 AR P090102353 A ARP090102353 A AR P090102353A AR P090102353 A ARP090102353 A AR P090102353A AR 074158 A1 AR074158 A1 AR 074158A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- substituted
- preparation
- bifenyles
- bifenyl
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 4
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical group 0.000 abstract 2
- 229910052763 palladium Inorganic materials 0.000 abstract 2
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 abstract 2
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 abstract 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 150000004074 biphenyls Chemical class 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- VIGVRXYWWFPORY-UHFFFAOYSA-N diphenylborinic acid Chemical compound C=1C=CC=CC=1B(O)C1=CC=CC=C1 VIGVRXYWWFPORY-UHFFFAOYSA-N 0.000 abstract 1
- 150000005171 halobenzenes Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/07—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms
- C07C205/11—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms having nitro groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Procedimiento para la preparacion de bifenilos sustituidos de la formula (1), en la que R1 = nitro o amino; R2 = ciano, halogeno, haloalquilo C1-4, haloalcoxi C1-4, o haloalquil C1-4-tio; n = 0 a 3; y R3 = hidrogeno, ciano o halogeno; caracterizado porque se hace reaccionar un halobenceno de la formula (2) en la que Hal representa cloro o bromo, en presencia de una base y un catalizador de paladio compuesto de paladio y un ligando fosforado bidentado de la formula (3) en la que Ar representa fenilo, si se lo desea, sustituido, y R4 y R5 representan, en cada caso, alauilo C1-8 o cicloalquilo C3-6 o forman conjuntamente un puente de 2 a 7 miembros, el cual, si se lo desea, puede portar un sustituyente alquilo C1-6, en un disolvente o diluyente con un ácido fenil-boronico de formula (4), de un ácido difenil-borínico de formula (5), o una mezcla de ácidos de formulas (4) y (5).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08158963 | 2008-06-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR074158A1 true AR074158A1 (es) | 2010-12-29 |
Family
ID=40091296
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP090102353A AR074158A1 (es) | 2008-06-25 | 2009-06-25 | Compuestos de bifenilos sustituidos y procedimiento de preparacion de dichos bifenilos sustituidos |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US8461390B2 (es) |
| EP (2) | EP2303828B1 (es) |
| JP (1) | JP5481476B2 (es) |
| KR (1) | KR20110025980A (es) |
| CN (2) | CN102076651A (es) |
| AR (1) | AR074158A1 (es) |
| AU (1) | AU2009264385B2 (es) |
| BR (1) | BRPI0914221A2 (es) |
| CA (1) | CA2727075C (es) |
| EA (1) | EA023304B1 (es) |
| IL (1) | IL209691A (es) |
| MX (1) | MX2010013212A (es) |
| UA (1) | UA106723C2 (es) |
| WO (1) | WO2009156359A2 (es) |
| ZA (1) | ZA201100589B (es) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011161612A1 (en) | 2010-06-22 | 2011-12-29 | Basf Se | Process for preparing 4-hydroxypyridines |
| CN103086842B (zh) * | 2013-02-07 | 2015-04-29 | 联化科技股份有限公司 | 3,3’,4,4’,5,5’-六氟联苯的合成方法 |
| TWI519347B (zh) | 2013-10-24 | 2016-02-01 | 財團法人工業技術研究院 | 觸媒系統及以此觸媒系統製備環碳酸酯的方法 |
| CN104529786B (zh) * | 2014-12-16 | 2019-10-11 | 上海生农生化制品股份有限公司 | 3,4,5-三氟-2’-硝基联苯的合成方法 |
| US10683256B2 (en) | 2016-08-22 | 2020-06-16 | Basf Se | Process for preparing substituted biphenyls |
| WO2018149813A1 (en) * | 2017-02-14 | 2018-08-23 | Basf Se | Process for preparing substituted biphenyls |
| CN107382734A (zh) * | 2017-07-21 | 2017-11-24 | 南通嘉禾化工有限公司 | 二氯二氨合钯催化硝基氯苯的Suzuki偶联反应 |
| CN109956871B (zh) * | 2017-12-25 | 2022-03-29 | 浙江省化工研究院有限公司 | 一种3,4,5-三氟-2’-硝基联苯的制备方法 |
| CN109761820B (zh) * | 2019-01-25 | 2022-03-25 | 浙江工业大学 | 一种3′,4′,5′-三氟-[1,1′-联苯]-2-胺的化学合成方法 |
| CN109942433B (zh) * | 2019-04-11 | 2022-03-25 | 浙江工业大学 | 一种3’,4’,5’-三氟-2-氨基联苯的化学合成方法 |
| WO2021014437A1 (en) | 2019-07-19 | 2021-01-28 | Adama Makhteshim Ltd. | Process for the preparation of biphenylamines |
| WO2023044364A1 (en) | 2021-09-15 | 2023-03-23 | Enko Chem, Inc. | Protoporphyrinogen oxidase inhibitors |
| EP4378929A1 (en) | 2022-11-29 | 2024-06-05 | Adama Makhteshim Ltd. | Synthesis of aromatic boronic acids |
| CN116082163B (zh) * | 2023-01-06 | 2023-10-13 | 河北凡克新材料有限公司 | 一种3’,4’-二氟-2’-胺基联苯的制备方法 |
| CN120081743B (zh) * | 2025-04-30 | 2025-07-25 | 辽宁众辉生物科技有限公司 | 一种氟唑菌酰胺中间体三氟硝基联苯的合成方法 |
| CN120117989B (zh) * | 2025-05-13 | 2025-07-25 | 辽宁众辉生物科技有限公司 | 一种氟唑菌酰胺中间体3’,4’,5’-三氟-2-硝基联苯的一锅法合成方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4231517A1 (de) | 1992-09-21 | 1994-03-24 | Basf Ag | Carbonsäureanilide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen |
| DE4340490A1 (de) | 1992-11-27 | 1994-06-01 | Merck Patent Gmbh | Verbessertes Verfahren zur Durchführung einer Kreuzkopplungsreaktion |
| KR100451878B1 (ko) * | 1996-03-13 | 2004-11-16 | 바스프 악티엔게젤샤프트 | 니트로비페닐의제조방법 |
| GB9621222D0 (en) | 1996-10-11 | 1996-11-27 | Zeneca Ltd | Process |
| JP2001302605A (ja) * | 2000-04-20 | 2001-10-31 | Sumitomo Chem Co Ltd | ビフェニル化合物およびその用途 |
| DE10204390A1 (de) * | 2002-02-04 | 2003-08-14 | Bayer Cropscience Ag | Disubstituierte Thiazolylcarboxanilide |
| DE102005007160A1 (de) * | 2005-02-16 | 2006-08-24 | Basf Ag | Pyrazolcarbonsäureanilide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen |
| AR052930A1 (es) * | 2005-03-02 | 2007-04-11 | Basf Ag | Procedimiento para la preparacion de bifenilos sustituidos |
| ES2351228T3 (es) * | 2005-05-18 | 2011-02-01 | Basf Se | Anilidas de ácidos tiazolcarboxílicos. |
| US7709684B2 (en) * | 2006-06-01 | 2010-05-04 | Basf Se | Process for preparing substituted biphenyls |
| CN100569713C (zh) * | 2007-05-15 | 2009-12-16 | 大连理工大学 | 一种联苯类化合物的制备方法 |
-
2009
- 2009-06-22 EP EP09769208.1A patent/EP2303828B1/de active Active
- 2009-06-22 MX MX2010013212A patent/MX2010013212A/es active IP Right Grant
- 2009-06-22 BR BRPI0914221A patent/BRPI0914221A2/pt not_active IP Right Cessation
- 2009-06-22 CN CN2009801243188A patent/CN102076651A/zh active Pending
- 2009-06-22 UA UAA201100685A patent/UA106723C2/uk unknown
- 2009-06-22 EP EP13189221.8A patent/EP2700630B1/de active Active
- 2009-06-22 US US13/001,070 patent/US8461390B2/en active Active
- 2009-06-22 EA EA201100034A patent/EA023304B1/ru not_active IP Right Cessation
- 2009-06-22 CN CN201510634377.7A patent/CN105218378A/zh active Pending
- 2009-06-22 JP JP2011515331A patent/JP5481476B2/ja not_active Expired - Fee Related
- 2009-06-22 CA CA2727075A patent/CA2727075C/en active Active
- 2009-06-22 WO PCT/EP2009/057719 patent/WO2009156359A2/de not_active Ceased
- 2009-06-22 KR KR1020117001740A patent/KR20110025980A/ko not_active Ceased
- 2009-06-22 AU AU2009264385A patent/AU2009264385B2/en not_active Ceased
- 2009-06-25 AR ARP090102353A patent/AR074158A1/es not_active Application Discontinuation
-
2010
- 2010-12-01 IL IL209691A patent/IL209691A/en not_active IP Right Cessation
-
2011
- 2011-01-24 ZA ZA2011/00589A patent/ZA201100589B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZA201100589B (en) | 2012-03-28 |
| CN105218378A (zh) | 2016-01-06 |
| EP2700630A2 (de) | 2014-02-26 |
| EA201100034A1 (ru) | 2011-12-30 |
| KR20110025980A (ko) | 2011-03-14 |
| EA023304B1 (ru) | 2016-05-31 |
| AU2009264385B2 (en) | 2013-05-23 |
| IL209691A0 (en) | 2011-02-28 |
| CN102076651A (zh) | 2011-05-25 |
| WO2009156359A2 (de) | 2009-12-30 |
| EP2303828B1 (de) | 2014-07-30 |
| EP2700630B1 (de) | 2018-03-21 |
| JP5481476B2 (ja) | 2014-04-23 |
| US20110105766A1 (en) | 2011-05-05 |
| JP2011525518A (ja) | 2011-09-22 |
| BRPI0914221A2 (pt) | 2019-09-24 |
| AU2009264385A1 (en) | 2009-12-30 |
| IL209691A (en) | 2014-11-30 |
| CA2727075A1 (en) | 2009-12-30 |
| CA2727075C (en) | 2016-05-31 |
| EP2700630A3 (de) | 2014-04-09 |
| UA106723C2 (uk) | 2014-10-10 |
| MX2010013212A (es) | 2010-12-21 |
| US8461390B2 (en) | 2013-06-11 |
| WO2009156359A3 (de) | 2010-07-15 |
| EP2303828A2 (de) | 2011-04-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration | ||
| FD | Application declared void or lapsed, e.g., due to non-payment of fee |