HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12152Erstellt: 23. Oktober 2026
Hydrogen Sulfide → 5-chloro-N-(5-chloropyridin-2-yl)-2-(4-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)benzamido)benzamide
https://huagongshe.com/de/reaction/12152
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrogen Sulfide | HCID 402 | — |
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | N-Methylethylenediamine | HCID 8014 | — |
| Edukt | n-{4-Chloro-2-[n-(5-chloro(2-pyridyl))carbamoyl]phenyl}(4-cyanophenyl)carboxamide | HCID 22596340 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | 5-chloro-N-(5-chloropyridin-2-yl)-2-(4-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)benzamido)benzamide | HCID 10162145 | — |
Reaktionsschritte
To a solution of the compound of N-{4-chloro-2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}(4-cyanophenyl)carboxamide (683 mg, 1.66 mmol) in anhydrous pyridine (10 ml) and triethyl amine (1 ml) was saturated with hydrogen sulfide gas at 0° C. The mixture was stirred at r.t. overnight. After the evaporated the solvent, the residue was dissolved in anhydrous acetone (5 ml) and iodomethane (1 ml, 16.6 mmol) was added. The mixture was stirred under reflux condition for 2 hrs. After the evaporation of solvent, the residue was dissolved in anhydrous methanol (5 ml) and added a solution of N-methylethylenediamine (0.732 ml, 8.3 mmol) and acetic acid (1.5 ml) in anhydrous methanol (5 ml). The mixture was stirred under reflux condition for 2 hrs. After the evaporation of solvent, the crude residue was purified by RP—HPLC to give N-{4-chloro-2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}[4-(1-methyl(2-imidazolin-2-yl))phenyl]carboxamide as a white powder. MS found for C23H19Cl2N5O2 M+=468 (M+2)+=470.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07727981B2 |
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| Quelldatensatz | uspto-grants-2010_06 |
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| ORD ID | ord-521deda5768143b9ba3ef322a90cc5ba |
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| Quellennotiz | uspto-grants-2010_06 |
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