CU22932A1 - Procedimiento para la obtención del 2-bromo-5-(2-bromo-2-nitrovinil)-furano - Google Patents
Procedimiento para la obtención del 2-bromo-5-(2-bromo-2-nitrovinil)-furanoInfo
- Publication number
- CU22932A1 CU22932A1 CU20000008A CU20000008A CU22932A1 CU 22932 A1 CU22932 A1 CU 22932A1 CU 20000008 A CU20000008 A CU 20000008A CU 20000008 A CU20000008 A CU 20000008A CU 22932 A1 CU22932 A1 CU 22932A1
- Authority
- CU
- Cuba
- Prior art keywords
- reaction
- bromo
- obtaining
- nitrovinylfuran
- reduce
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- 238000006243 chemical reaction Methods 0.000 abstract 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
- WVUICGOYGDHVBH-UHFFFAOYSA-N 2-(2-nitroethenyl)furan Chemical compound [O-][N+](=O)C=CC1=CC=CO1 WVUICGOYGDHVBH-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- MJPPGVVIDGQOQT-HWKANZROSA-N 2-bromo-5-[(z)-2-bromo-2-nitroethenyl]furan Chemical compound [O-][N+](=O)C(\Br)=C\C1=CC=C(Br)O1 MJPPGVVIDGQOQT-HWKANZROSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 230000031709 bromination Effects 0.000 abstract 1
- 238000005893 bromination reaction Methods 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
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 230000007613 environmental effect Effects 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
- 231100000563 toxic property Toxicity 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Furan Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
La presente invención se refiere a un nuevo procedimiento de obtención y purificación del 2-bromo-5-(2-bromo-2-nitrovinil)-furano en un paso de reacción a partir del 2-nitrovinilfurano manteniendo los altos índices de pureza y un adecuado rendimiento. El proceso involucra la bromación directa del 2-nitrovinilfurano utilizando desde el inicio de la reacción carbón activado, seguido de la neutralización y deshidrobromación empleando piridina, cristalizando y purificando finalmente el producto obtenido con etanol y carbón. Con el nuevo procedimiento se logra reducir el tiempo de obtención, la reacción pasa de exotérmica a endotérmica lo cual facilita el trabajo de los operarios y permite desarrollar el escalado de la reacción a mayores niveles de producción. Se reducen considerablemente las cantidades de los reactivos que intervienen en la reacción, algunos de los cuales con propiedades tóxicas, disminuye el impacto negativo ambiental del proceso al eliminarse los vapores de bromo y otras sustancias al medio ambiente y reducirse a la mitad los residuales líquidos.
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CU20000008A CU22932A1 (es) | 2000-01-18 | 2000-01-18 | Procedimiento para la obtención del 2-bromo-5-(2-bromo-2-nitrovinil)-furano |
| US10/181,541 US6624316B2 (en) | 2000-01-18 | 2001-01-18 | Method for obtaining 2-bromo-5-(2-bromo-2-nitrovinyl)-furan |
| BRPI0107723-6A BR0107723B1 (pt) | 2000-01-18 | 2001-01-18 | processo para a obtenÇço do 2-bromo-5-(2-bromo-2-nitrovinil)-furano. |
| JP2001553758A JP2003520793A (ja) | 2000-01-18 | 2001-01-18 | ２−ブロモ−５−（２−ブロモ−２−ニトロビニル）−フランを得る方法 |
| CNB018038425A CN1164581C (zh) | 2000-01-18 | 2001-01-18 | 2-溴-5-(2-溴-2-硝基乙烯基)-呋喃的合成方法 |
| EP01942623A EP1249449B1 (en) | 2000-01-18 | 2001-01-18 | Method for obtaining 2-bromo-5-(2-bromo-2-nitrovinyl)-furan |
| AU2001228257A AU2001228257A1 (en) | 2000-01-18 | 2001-01-18 | Method for obtaining 2-bromo-5-(2-bromo-2-nitrovinyl)-furan |
| DE60100791T DE60100791T2 (de) | 2000-01-18 | 2001-01-18 | Verfahren um 2-brom-5-(2-brom-2-nitrovinyl)-furan zu erhalten |
| PCT/CU2001/000001 WO2001053283A1 (es) | 2000-01-18 | 2001-01-18 | Procedimiento para la obtención de 2-bromo-5-(2-bromo-2-nitrovinil)-furano |
| MXPA02007064A MXPA02007064A (es) | 2000-01-18 | 2001-01-18 | Procedimiento para la obtencion de 2-bromo-5-(2-bromo-2-nitrovinil)-furano. |
| ES01942623T ES2208606T3 (es) | 2000-01-18 | 2001-01-18 | Procedimiento de obtencion de 2-bromo-5-(2-bromo-2-nitrovinil)-furano. |
| HK03104639.6A HK1052353B (zh) | 2000-01-18 | 2001-01-18 | 2-溴-5-(2-溴-2-硝基乙烯基)-呋喃的合成方法 |
| AT01942623T ATE250049T1 (de) | 2000-01-18 | 2001-01-18 | Verfahren um 2-brom-5-(2-brom-2-nitrovinyl)-furan zu erhalten |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CU20000008A CU22932A1 (es) | 2000-01-18 | 2000-01-18 | Procedimiento para la obtención del 2-bromo-5-(2-bromo-2-nitrovinil)-furano |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CU22932A1 true CU22932A1 (es) | 2004-02-20 |
Family
ID=5459164
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CU20000008A CU22932A1 (es) | 2000-01-18 | 2000-01-18 | Procedimiento para la obtención del 2-bromo-5-(2-bromo-2-nitrovinil)-furano |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US6624316B2 (es) |
| EP (1) | EP1249449B1 (es) |
| JP (1) | JP2003520793A (es) |
| CN (1) | CN1164581C (es) |
| AT (1) | ATE250049T1 (es) |
| AU (1) | AU2001228257A1 (es) |
| BR (1) | BR0107723B1 (es) |
| CU (1) | CU22932A1 (es) |
| DE (1) | DE60100791T2 (es) |
| ES (1) | ES2208606T3 (es) |
| HK (1) | HK1052353B (es) |
| MX (1) | MXPA02007064A (es) |
| WO (1) | WO2001053283A1 (es) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CU23506B6 (es) * | 2005-09-26 | 2010-04-13 | Ct Bioactivos Quimicos Univers | Composiciones farmacéuticas que contienen derivados nitrovinilfuránicos para el tratamiento de la leishmaniosis y la tripanosomosis |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2668481B1 (fr) * | 1990-10-31 | 1994-06-10 | Potasse Produits Chimiques | Procede de debromation de derives dibromes du naphtalene. |
| CU22446A1 (es) * | 1994-04-21 | 2001-06-01 | Ct De Bioactivos Quimicos | Procedimiento de obtención del 1-(5-bromofur-2-il)-2-bromo-2-nitroeteno y su acción como microcida |
| JPH10309464A (ja) * | 1997-03-12 | 1998-11-24 | Daikin Ind Ltd | １，１，１，３，３−ペンタフルオロプロパンの製造方法 |
-
2000
- 2000-01-18 CU CU20000008A patent/CU22932A1/es unknown
-
2001
- 2001-01-18 EP EP01942623A patent/EP1249449B1/en not_active Expired - Lifetime
- 2001-01-18 HK HK03104639.6A patent/HK1052353B/zh not_active IP Right Cessation
- 2001-01-18 AU AU2001228257A patent/AU2001228257A1/en not_active Abandoned
- 2001-01-18 WO PCT/CU2001/000001 patent/WO2001053283A1/es not_active Ceased
- 2001-01-18 ES ES01942623T patent/ES2208606T3/es not_active Expired - Lifetime
- 2001-01-18 AT AT01942623T patent/ATE250049T1/de not_active IP Right Cessation
- 2001-01-18 CN CNB018038425A patent/CN1164581C/zh not_active Expired - Fee Related
- 2001-01-18 MX MXPA02007064A patent/MXPA02007064A/es active IP Right Grant
- 2001-01-18 BR BRPI0107723-6A patent/BR0107723B1/pt not_active IP Right Cessation
- 2001-01-18 DE DE60100791T patent/DE60100791T2/de not_active Expired - Lifetime
- 2001-01-18 JP JP2001553758A patent/JP2003520793A/ja not_active Ceased
- 2001-01-18 US US10/181,541 patent/US6624316B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CN1395572A (zh) | 2003-02-05 |
| DE60100791D1 (de) | 2003-10-23 |
| ES2208606T3 (es) | 2004-06-16 |
| JP2003520793A (ja) | 2003-07-08 |
| ATE250049T1 (de) | 2003-10-15 |
| MXPA02007064A (es) | 2003-09-25 |
| US20030130529A1 (en) | 2003-07-10 |
| US6624316B2 (en) | 2003-09-23 |
| BR0107723A (pt) | 2003-07-22 |
| EP1249449A1 (en) | 2002-10-16 |
| WO2001053283A1 (es) | 2001-07-26 |
| HK1052353A1 (en) | 2003-09-11 |
| HK1052353B (zh) | 2005-05-06 |
| DE60100791T2 (de) | 2004-07-01 |
| BR0107723B1 (pt) | 2013-01-22 |
| AU2001228257A1 (en) | 2001-07-31 |
| EP1249449B1 (en) | 2003-09-17 |
| CN1164581C (zh) | 2004-09-01 |
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