RU2009119996A - METHOD FOR PRODUCING 7-R-9-NO2-PYRIDO [1,2-a] BENZIMIDAZOLE - Google Patents
METHOD FOR PRODUCING 7-R-9-NO2-PYRIDO [1,2-a] BENZIMIDAZOLE Download PDFInfo
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- RU2009119996A RU2009119996A RU2009119996/04A RU2009119996A RU2009119996A RU 2009119996 A RU2009119996 A RU 2009119996A RU 2009119996/04 A RU2009119996/04 A RU 2009119996/04A RU 2009119996 A RU2009119996 A RU 2009119996A RU 2009119996 A RU2009119996 A RU 2009119996A
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- Prior art keywords
- pyrido
- nitro
- general formula
- molar ratio
- salt
- Prior art date
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- 238000004519 manufacturing process Methods 0.000 title 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims abstract 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract 4
- 150000001556 benzimidazoles Chemical class 0.000 claims abstract 4
- 150000003839 salts Chemical class 0.000 claims abstract 4
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims abstract 2
- 230000001476 alcoholic effect Effects 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims abstract 2
- 238000006396 nitration reaction Methods 0.000 claims abstract 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims abstract 2
- 238000007363 ring formation reaction Methods 0.000 claims abstract 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 abstract 4
- 229910021626 Tin(II) chloride Inorganic materials 0.000 abstract 2
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 abstract 2
- 235000010333 potassium nitrate Nutrition 0.000 abstract 2
- 235000011150 stannous chloride Nutrition 0.000 abstract 2
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 0 *c1cc([N+]([O-])=O)c2[n](cccc3)c3nc2c1 Chemical compound *c1cc([N+]([O-])=O)c2[n](cccc3)c3nc2c1 0.000 description 1
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- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Способ получения 7-R-9-NO2-пиридо[1,2-а]бензимидазолов общей формулы I ! ! где R=CF3, ! R=C(O)NH2, ! заключающийся в том, что 2-нитро-4-R-галогенбензол подвергается взаимодействию с пиридином при температуре 70°С и мольном соотношении 1:5 с последующим восстановлением с одновременной циклизацией образующейся соли N-(2-нитро-4-R-фенил)пиридиния общей формулы II ! ! где R имеют указанные значения, ! путем обработки спиртового раствора вышеуказанной соли раствором SnCl2·2H2O в 3%-ной соляной кислоте и мольном соотношении соль N-(2-нитро-4-R-фенил)пиридиния: SnCl2·2H2O=1:3 при температуре 20°С в течение 0,1 ч, и нитрованием 7-R-пиридо[1,2-a]бензимидазолов общей формулы III ! ! где R имеют указанные значения, ! KNO3 в концентрированной H2SO4 при 60°С и мольном соотношении 7-R-пиридо[1,2-α]бензимидазол:KNO3=1:1.05 в течение 1 часа. The method of obtaining 7-R-9-NO2-pyrido [1,2-a] benzimidazoles of the general formula I! ! where R = CF3,! R = C (O) NH2,! consisting in the fact that 2-nitro-4-R-halogenbenzene is reacted with pyridine at a temperature of 70 ° C and a molar ratio of 1: 5, followed by reduction with simultaneous cyclization of the resulting salt of N- (2-nitro-4-R-phenyl) pyridinium of the general formula II! ! where R have the indicated meanings,! by treating an alcoholic solution of the above salt with a solution of SnCl2 · 2H2O in 3% hydrochloric acid and a molar ratio of N- (2-nitro-4-R-phenyl) pyridinium salt: SnCl2 · 2H2O = 1: 3 at a temperature of 20 ° C for 0.1 h, and nitration of 7-R-pyrido [1,2-a] benzimidazoles of the general formula III! ! where R have the indicated meanings,! KNO3 in concentrated H2SO4 at 60 ° C and a molar ratio of 7-R-pyrido [1,2-α] benzimidazole: KNO3 = 1: 1.05 for 1 hour.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2009119996/04A RU2009119996A (en) | 2009-05-26 | 2009-05-26 | METHOD FOR PRODUCING 7-R-9-NO2-PYRIDO [1,2-a] BENZIMIDAZOLE |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2009119996/04A RU2009119996A (en) | 2009-05-26 | 2009-05-26 | METHOD FOR PRODUCING 7-R-9-NO2-PYRIDO [1,2-a] BENZIMIDAZOLE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2009119996A true RU2009119996A (en) | 2010-12-10 |
Family
ID=46306000
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009119996/04A RU2009119996A (en) | 2009-05-26 | 2009-05-26 | METHOD FOR PRODUCING 7-R-9-NO2-PYRIDO [1,2-a] BENZIMIDAZOLE |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU2009119996A (en) |
-
2009
- 2009-05-26 RU RU2009119996/04A patent/RU2009119996A/en not_active Application Discontinuation
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20110112 |