ES2066841T3 - Procedimiento para la bromacion de alquilarenos. - Google Patents
Procedimiento para la bromacion de alquilarenos.Info
- Publication number
- ES2066841T3 ES2066841T3 ES89302333T ES89302333T ES2066841T3 ES 2066841 T3 ES2066841 T3 ES 2066841T3 ES 89302333 T ES89302333 T ES 89302333T ES 89302333 T ES89302333 T ES 89302333T ES 2066841 T3 ES2066841 T3 ES 2066841T3
- Authority
- ES
- Spain
- Prior art keywords
- product
- solvent
- ratios
- alkylarenes
- alpha
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title abstract 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 5
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 239000000758 substrate Substances 0.000 abstract 2
- PLAZTCDQAHEYBI-UHFFFAOYSA-N 2-nitrotoluene Chemical compound CC1=CC=CC=C1[N+]([O-])=O PLAZTCDQAHEYBI-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 230000031709 bromination Effects 0.000 abstract 1
- 238000005893 bromination reaction Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 abstract 1
- 230000001771 impaired effect Effects 0.000 abstract 1
- 230000001678 irradiating effect Effects 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- 230000000750 progressive effect Effects 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B39/00—Halogenation
-
- 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)
Abstract
LA BROMACION SELECTIVA DE ALQUILARENOS AL DERIVADO MONOBROMADO ES DESEABLE COMO PRECURSOR PARA LA PRODUCCION SELECTIVA DE, POR EJEMPLO, LOS ALCOHOLES CORRESPONDIENTES. EL PRODUCTO SE PUEDE OBTENER POR UNA REACCION FOTOLITICA ENTRE EL SUSTRATO, PEROXIDO DE HIDROGENO Y BROMURO DE HIDROGENO EN PROPORCIONES APROXIMADAMENTE EQUIMOLARES EN UN DISOLVENTE ORGANICO, PERO O NO SE CONSIGUE BUEN RENDIMIENTO COMBINADO CON UNA SELECTIVIDAD SIMILAR O MEJORADA O AQUEL SE EMPEORA POR UNA SERIE DE VARIACIONES EN LAS PROPORCIONES O POR OMISION DEL DISOLVENTE. EN LA INVENCION SE EMPLEAN PROPORCIONES MOLARES H2O2: SUSTRATO ENTRE 0,1:1 Y 0,4:1 Y PREFERIBLEMENTE DE 0,2:1 A 0,33:1, Y DE H2O2: BROMURO ENTRE 1:1,2 Y 1:2, PREFERENTEMENTE DE 1:1,3 A 1:1,8 E INTRODUCCION PROGRESIVA DE H2O2 EN PRESENCIA O AUSENCIA DEL DISOLVENTE MIENTRAS SE IRRADIA CON LUZ DE 250 A 600 MM CON LO QUE SE MEJORA EL RENDIMIENTO Y SELECTIVIDAD DEL PRODUCTO ALFA - MONOBROMADO. LA MEZCLA DE REACCION SE MANTIENE ENTRE 50 Y 70 (GRADOS) C. EL PROCESO ES ESPECIALMENTE ADECUADO PARA ALQUILARENOS DESACTIVADOS, TALES COMO O - NITROTOLUENO.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB888806584A GB8806584D0 (en) | 1988-03-19 | 1988-03-19 | Bromination |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2066841T3 true ES2066841T3 (es) | 1995-03-16 |
Family
ID=10633744
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES89302333T Expired - Lifetime ES2066841T3 (es) | 1988-03-19 | 1989-03-09 | Procedimiento para la bromacion de alquilarenos. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5092971A (es) |
| EP (1) | EP0336567B1 (es) |
| JP (1) | JPH024719A (es) |
| AT (1) | ATE113934T1 (es) |
| CA (1) | CA1336589C (es) |
| DE (1) | DE68919254T2 (es) |
| ES (1) | ES2066841T3 (es) |
| GB (1) | GB8806584D0 (es) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9213420D0 (en) * | 1992-06-24 | 1992-08-05 | Solvay Interox Ltd | Aromatic carboxylic acids |
| DE19732693C1 (de) * | 1997-07-30 | 1999-03-11 | Basf Ag | Verfahren zur Herstellung von substituierten Benzylbromiden |
| DE19732692C2 (de) * | 1997-07-30 | 2001-01-18 | Basf Ag | Verfahren zur Herstellung von 2-(Pyrazolyl-3'-oxymethylen)nitrobenzolen |
| FR2771090B1 (fr) * | 1997-11-17 | 2000-02-04 | Sanofi Sa | Procede de preparation de derives de bromomethyl-biphenyle |
| DE19757995A1 (de) * | 1997-12-29 | 1999-07-08 | Great Lakes Chem Konstanz Gmbh | Verfahren zur Herstellung von aromatischen Brommethyl-Verbindungen |
| AU2002354446A1 (en) * | 2002-06-12 | 2003-12-31 | Sumitomo Chemical Company, Limited | Process for producing 4'-bromomethyl-2-cyanobiphenyl |
| ES2261556T3 (es) * | 2002-06-21 | 2006-11-16 | Prime European Therapeuticals S.P.A. (Euticals S.P.A.) | Acido 2-bromometil-6-benzoico y un procedimiento para la prepararacion del mismo. |
| WO2010052536A1 (en) * | 2008-11-06 | 2010-05-14 | Council Of Scientific & Industrial Research | An improved process for the preparation of para-nitrobenzyl bromide |
| CN102858735B (zh) | 2010-03-18 | 2014-12-10 | 巴斯夫欧洲公司 | N-甲氧羰基-n-甲氧基-(2-氯甲基)苯胺、其制备及其作为制备2-(吡唑-3＇-基氧基亚甲基)酰替苯胺的前体的用途 |
| CN107098812A (zh) * | 2017-04-17 | 2017-08-29 | 安徽广信农化股份有限公司 | 一种吡唑醚菌酯中间体邻硝基苄溴的合成工艺 |
| CN106977404A (zh) * | 2017-04-17 | 2017-07-25 | 安徽广信农化股份有限公司 | 一种吡唑醚菌酯中间体邻硝基苄溴的一体式合成系统 |
| CN108586258A (zh) * | 2018-05-31 | 2018-09-28 | 浙江新农化工股份有限公司 | 苄基卤代物的制备方法以及制备吡唑醚菌酯的工艺 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3492211A (en) * | 1966-04-28 | 1970-01-27 | Universal Oil Prod Co | Preparation of halogenated compounds |
| DE2227439B2 (de) * | 1972-06-06 | 1977-05-05 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt | Chlorierung oder bromierung phenolischer verbindungen |
| GB1483349A (en) * | 1974-02-28 | 1977-08-17 | Croda Synthetic Chem Ltd | Halogenation of heterocyclic compounds |
| DD118609A1 (es) * | 1975-04-17 | 1976-03-12 | ||
| DD130416A4 (de) * | 1976-02-05 | 1978-03-29 | Herbert Goldner | Verfahren zur herstellung von o-nitrobenzylbromid |
| CH620412A5 (es) * | 1976-11-09 | 1980-11-28 | Ciba Geigy Ag | |
| CH630050A5 (de) * | 1977-09-30 | 1982-05-28 | Ciba Geigy Ag | Verfahren zur herstellung substituierter benzal- und benzylbromide. |
-
1988
- 1988-03-19 GB GB888806584A patent/GB8806584D0/en active Pending
-
1989
- 1989-03-09 DE DE68919254T patent/DE68919254T2/de not_active Expired - Fee Related
- 1989-03-09 AT AT89302333T patent/ATE113934T1/de not_active IP Right Cessation
- 1989-03-09 ES ES89302333T patent/ES2066841T3/es not_active Expired - Lifetime
- 1989-03-09 EP EP89302333A patent/EP0336567B1/en not_active Expired - Lifetime
- 1989-03-17 CA CA000594131A patent/CA1336589C/en not_active Expired - Fee Related
- 1989-03-17 JP JP1065820A patent/JPH024719A/ja active Pending
- 1989-03-20 US US07/326,109 patent/US5092971A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ATE113934T1 (de) | 1994-11-15 |
| GB8806584D0 (en) | 1988-04-20 |
| CA1336589C (en) | 1995-08-08 |
| JPH024719A (ja) | 1990-01-09 |
| DE68919254T2 (de) | 1995-04-27 |
| EP0336567A1 (en) | 1989-10-11 |
| EP0336567B1 (en) | 1994-11-09 |
| US5092971A (en) | 1992-03-03 |
| DE68919254D1 (de) | 1994-12-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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