Zurück
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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrogen SulfideHCID 402—
EduktMethyl iodideHCID 6328—
EduktN-MethylethylenediamineHCID 8014—
Eduktn-{4-Chloro-2-[n-(5-chloro(2-pyridyl))carbamoyl]phenyl}(4-cyanophenyl)carboxamideHCID 22596340—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelMethanolHCID 887—
LösungsmittelPyridineHCID 1049—
LösungsmittelTriethylamineHCID 8471—
Produkt5-chloro-N-(5-chloropyridin-2-yl)-2-(4-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)benzamido)benzamideHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727981B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-521deda5768143b9ba3ef322a90cc5ba
Quellennotizuspto-grants-2010_06