ES2096740T3 - Procedimiento para la preparacion de 1h-benzimidazoles. - Google Patents
Procedimiento para la preparacion de 1h-benzimidazoles.Info
- Publication number
- ES2096740T3 ES2096740T3 ES92870051T ES92870051T ES2096740T3 ES 2096740 T3 ES2096740 T3 ES 2096740T3 ES 92870051 T ES92870051 T ES 92870051T ES 92870051 T ES92870051 T ES 92870051T ES 2096740 T3 ES2096740 T3 ES 2096740T3
- Authority
- ES
- Spain
- Prior art keywords
- benzimidazoles
- benzimidazol
- carboxyphenyl
- preparation
- reacted
- 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
- -1 4-carboxyphenyl Chemical group 0.000 abstract 4
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical group C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 abstract 3
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical class NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 abstract 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 abstract 1
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 abstract 1
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 125000005059 halophenyl group Chemical group 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=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
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
Classifications
-
- 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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D235/08—Radicals containing only hydrogen and carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/18—Benzimidazoles; Hydrogenated benzimidazoles with aryl radicals directly attached in position 2
-
- 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
- C07D401/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
PROCESO DE PREPARACION DE 1H-BENCIMIDAZOLES SUSTITUIDOS EN POSICION 2, PREFERENTEMENTE DE LOS QUE RESPONDEN A LA FORMULA GENERAL (I): EN LA QUE R1 REPRESENTA UN ALQUILO LINEAL O RAMIFICADO QUE CONTIENE DE 1 A 13 ATOMOS DE CARBONO, UN FENILO, HALOGENOFENILO, 4-NITROFENILO, 4-CIANOFENILO, 4-CARBOXIFENILO, BENCILO, TIENILO, FURANILO, PIRIDINILO, 1,3 REPRESENTA UN ATOMO DE HIDROGENO O DE CLORO, NITRO O CARBOXILO, 2-(-CLOROFENIL)-1H-BENCIMIDAZOL-5-ILO, O 2-(4CARBOXILFENILO)1H-BENCIMIDAZOL-5-ILO, Y N ES IGUAL A 1 O 2. SEGUN LA INVENCION, SE HACEN REACCIONAR JUNTOS UN ALDEHIDO CON UN HALOGENURO DE TIONILO Y UN COMPUESTO HETEROCICLICO AROMATICO NITROGENADO, SE HACE REACCIONAR A CONTINUACION EL PRODUCTO FORMADO CON UNA 1,2-BENCENODIAMINA EVENTUALMENTE SUSTITUIDA Y SE SEPARA EL 1H-BENCIMIDAZOL ASI OBTENIDO DE LA MEZCLA DE REACCION. POR ESTE PROCESO, SE OBTIENEN LOS 1H-BENCIMIDAZOLES EN UNA SOLA ETAPA, EN CONDICIONES MODERADAS, CON RENDIMIENTOS MUY ELEVADOS.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB919108279A GB9108279D0 (en) | 1991-04-18 | 1991-04-18 | A method of preparing 1h-benzimidazoles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2096740T3 true ES2096740T3 (es) | 1997-03-16 |
Family
ID=10693485
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES92870051T Expired - Lifetime ES2096740T3 (es) | 1991-04-18 | 1992-03-30 | Procedimiento para la preparacion de 1h-benzimidazoles. |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0511187B1 (es) |
| AT (1) | ATE145398T1 (es) |
| DE (1) | DE69215266T2 (es) |
| DK (1) | DK0511187T3 (es) |
| ES (1) | ES2096740T3 (es) |
| GB (1) | GB9108279D0 (es) |
| GR (1) | GR3022603T3 (es) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5942532A (en) * | 1997-09-05 | 1999-08-24 | Ortho Pharmaceutical Corporation | 2-substituted phenyl-benzimidazole antibacterial agents |
| ATE369854T1 (de) * | 2001-10-19 | 2007-09-15 | Ortho Mcneil Pharm Inc | 2-phenyl benzimidazole und imidazo-[4,5]-pyridine als cds1/chk2-inhibitoren und adjuvantien in der chemotherapie oder strahlungstherapie zur behandlung von krebs |
| RU2237667C2 (ru) * | 2002-12-17 | 2004-10-10 | Южно-Российский государственный технический университет (Новочеркасский политехнический институт) | Способ получения конденсированных 2-гетарилимидазолов |
| GB0821913D0 (en) | 2008-12-02 | 2009-01-07 | Price & Co | Antibacterial compounds |
| EP2251010A1 (en) | 2009-05-08 | 2010-11-17 | Sygnis Bioscience GmbH & Co. KG | Use of thiabendazole and derivatives thereof for the therapy of neurological conditions |
| AR077405A1 (es) | 2009-07-10 | 2011-08-24 | Sanofi Aventis | Derivados del indol inhibidores de hsp90, composiciones que los contienen y utilizacion de los mismos para el tratamiento del cancer |
| CN101735152A (zh) * | 2009-12-18 | 2010-06-16 | 长沙理工大学 | 2,2'-(1,4-亚苯基)二(苯并咪唑-5-羧酸)及其制备方法 |
| ES2803556T3 (es) | 2010-06-01 | 2021-01-27 | Summit Oxford Ltd | Compuestos para el tratamiento de enfermedades asociadas a clostridium difficile |
| KR20150039551A (ko) * | 2013-10-02 | 2015-04-10 | 제이에스알 가부시끼가이샤 | 경화성 조성물, 경화막 및 그의 형성 방법, 그리고 화합물 |
| CN110272390A (zh) * | 2019-07-15 | 2019-09-24 | 北京大学 | 多聚磷酸盐激酶靶向抑制剂p8 |
-
1991
- 1991-04-18 GB GB919108279A patent/GB9108279D0/en active Pending
-
1992
- 1992-03-30 DE DE69215266T patent/DE69215266T2/de not_active Expired - Fee Related
- 1992-03-30 ES ES92870051T patent/ES2096740T3/es not_active Expired - Lifetime
- 1992-03-30 EP EP92870051A patent/EP0511187B1/fr not_active Expired - Lifetime
- 1992-03-30 AT AT92870051T patent/ATE145398T1/de not_active IP Right Cessation
- 1992-03-30 DK DK92870051.7T patent/DK0511187T3/da active
-
1997
- 1997-02-19 GR GR970400288T patent/GR3022603T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0511187B1 (fr) | 1996-11-20 |
| ATE145398T1 (de) | 1996-12-15 |
| GR3022603T3 (en) | 1997-05-31 |
| EP0511187A1 (fr) | 1992-10-28 |
| DE69215266T2 (de) | 1997-05-28 |
| DK0511187T3 (da) | 1997-04-07 |
| DE69215266D1 (de) | 1997-01-02 |
| GB9108279D0 (en) | 1991-06-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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