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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 558086Erstellt: 25. 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/reaction/558086

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
PatentnummerUS08063036B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-de95a5a6e0db42ce8020fc50ea31d41a
Quellennotizuspto-grants-2011_11