ES2016066A6 - Procedimiento de etapas multiples para la preparacion de acido 4-sulfo-2-clorobenzoico. - Google Patents
Procedimiento de etapas multiples para la preparacion de acido 4-sulfo-2-clorobenzoico.Info
- Publication number
- ES2016066A6 ES2016066A6 ES8903146A ES8903146A ES2016066A6 ES 2016066 A6 ES2016066 A6 ES 2016066A6 ES 8903146 A ES8903146 A ES 8903146A ES 8903146 A ES8903146 A ES 8903146A ES 2016066 A6 ES2016066 A6 ES 2016066A6
- Authority
- ES
- Spain
- Prior art keywords
- bromine
- chloro
- stage
- oxidation
- bromide
- 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 9
- ZTRKCBFXSUUQGS-UHFFFAOYSA-N 2-chloro-4-sulfobenzoic acid Chemical compound OC(=O)C1=CC=C(S(O)(=O)=O)C=C1Cl ZTRKCBFXSUUQGS-UHFFFAOYSA-N 0.000 title abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 6
- 229910052794 bromium Inorganic materials 0.000 abstract 6
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 3
- 230000003647 oxidation Effects 0.000 abstract 3
- 238000007254 oxidation reaction Methods 0.000 abstract 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 238000011065 in-situ storage Methods 0.000 abstract 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 abstract 1
- WUIHBRLOQXCTDK-UHFFFAOYSA-N 3-chloro-4-(dibromomethyl)benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(C(Br)Br)C(Cl)=C1 WUIHBRLOQXCTDK-UHFFFAOYSA-N 0.000 abstract 1
- UPMIEBBZKWZYEZ-UHFFFAOYSA-N 3-chloro-4-methylbenzenesulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1Cl UPMIEBBZKWZYEZ-UHFFFAOYSA-N 0.000 abstract 1
- VAMOKNVEMAGXEP-UHFFFAOYSA-N 4-(bromomethyl)-3-chlorobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(CBr)C(Cl)=C1 VAMOKNVEMAGXEP-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 206010039509 Scab Diseases 0.000 abstract 1
- 239000007864 aqueous solution Substances 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
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- 230000001678 irradiating effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 150000004965 peroxy acids Chemical class 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/57—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing carboxyl groups bound to the carbon skeleton
- C07C309/58—Carboxylic acid groups or esters thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PROCEDIMIENTO DE ETAPAS MULTIPLES PARA LA PREPARACION DE ACIDO 4-SULFO-2-CLOROBENZOICO. LA PRESENTE INVENCION PROPORCIONA UN PROCEDIMIENTO DE MULTIPLES ETAPAS PARA LA CONVERSION DE 2-CLORO-4-SULFODIBROMOTOLUENO (SCT) EN ACIDO 2-CLORO-4-SULFOBENZOICO (SCUBA). LA ETAPA (A) ES UN METODO S1 DE BROMACION SELECTIVA DE LA CADENA LATERAL DE SCT PARA OBTENER 2-CLORO-4-SULFODIBROMOTOLUENO (SCDBT) O 2-CLORO-4-SULFOBROMOTOLUENO (SCMBT), QUE CONSISTE EN PONER EN CONTACTO EL COMPUESTO DE PARTIDA CON BROMO EN CLOROFORMO O TRICLOROETANO E IRRADIAR LA MEZCLA CON LUZ PARA QUE SE DISOCIE LA MOLECULA DE BROMO. SEGUIDAMENTE, EN LA ETAPA (B), O METODO S2, SE HIDROLIZA EL PRODUCTO DE S1 A TEMPERATURA ELEVADA UNA VEZ QUE SE HA SEPARADO EL DISOLVENTE ORGANICO, PARA OBTENER EL CORRESPONDIENTE ALCOHOL (SCOL) O ALDEHIDO (SCAB). EN LA ETAPA (C), SE PUEDE OXIDAR EL PRODUCTO DE S2 A SCUBA, YA SEA POR OXIDACION CON UN PEROXIACIDO, OPCIONALMENTE GENERADO IN SITU, SIEMPRE QUE SE HAYA SEPARADO BIEN EL BROMO Y EL BROMURO DE LA SOLUCION ACUOSA EN EL METODO S3. LA OXIDACION TAMBIEN SE PUEDE EFECTUAR UTILIZANDO BROMO, PREFERIBLEMENTE GENERADO IN SITU, EN UN METODO S5 QUE CONSISTE EN OXIDAR EL BROMO RESIDUAL CON PEROXIDO DE HIDROGENO; A CONTINUACION SE PUEDE EFECTUAR EL METODO S3 PARA ELIMINAR EL BROMO/BROMURO. UNA COMBINACION DE LOS METODOS S1, S2, S5 Y S3, POR ESTE ORDEN, CONSTITUYE UN CICLO CERRADO QUE RECICLA EL REACTIVO CONTAMINANTE DEL MEDIOAMBIENTE, EL BROMO.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB888821649A GB8821649D0 (en) | 1988-09-15 | 1988-09-15 | Halogenation & oxidation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2016066A6 true ES2016066A6 (es) | 1990-10-01 |
Family
ID=10643639
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES8903146A Expired - Lifetime ES2016066A6 (es) | 1988-09-15 | 1989-09-15 | Procedimiento de etapas multiples para la preparacion de acido 4-sulfo-2-clorobenzoico. |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5139628A (es) |
| EP (1) | EP0434739B1 (es) |
| DE (1) | DE68921984T2 (es) |
| ES (1) | ES2016066A6 (es) |
| GB (1) | GB8821649D0 (es) |
| WO (1) | WO1990002731A1 (es) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8821649D0 (en) * | 1988-09-15 | 1988-10-12 | Interox Chemicals Ltd | Halogenation & oxidation |
| US5659074A (en) * | 1995-06-12 | 1997-08-19 | Zeneca Limited | Herbicide intermediates |
| JP2010501338A (ja) * | 2006-08-25 | 2010-01-21 | アルベマール・コーポレーシヨン | 臭化物を酸化させて臭素を生じさせる方法およびそれに有用な触媒 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2666785A (en) * | 1951-06-09 | 1954-01-19 | Ruhrchemie Ag | Production of sulfobenzoic acid and its salts |
| BE550529A (es) * | 1955-08-24 | |||
| US3151153A (en) * | 1958-09-30 | 1964-09-29 | Sinclair Research Inc | Preparation of sulfobenzene carboxylic acid |
| GB8821649D0 (en) * | 1988-09-15 | 1988-10-12 | Interox Chemicals Ltd | Halogenation & oxidation |
-
1988
- 1988-09-15 GB GB888821649A patent/GB8821649D0/en active Pending
-
1989
- 1989-09-12 US US07/674,380 patent/US5139628A/en not_active Expired - Fee Related
- 1989-09-12 EP EP89910650A patent/EP0434739B1/en not_active Expired - Lifetime
- 1989-09-12 DE DE68921984T patent/DE68921984T2/de not_active Expired - Fee Related
- 1989-09-12 WO PCT/GB1989/001068 patent/WO1990002731A1/en not_active Ceased
- 1989-09-15 ES ES8903146A patent/ES2016066A6/es not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE68921984T2 (de) | 1995-08-03 |
| GB8821649D0 (en) | 1988-10-12 |
| EP0434739B1 (en) | 1995-03-29 |
| US5139628A (en) | 1992-08-18 |
| WO1990002731A1 (en) | 1990-03-22 |
| EP0434739A1 (en) | 1991-07-03 |
| DE68921984D1 (de) | 1995-05-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SA6 | Expiration date (snapshot 920101) |
Free format text: 2009-09-15 |