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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 619737Erstellt: 25. Oktober 2026

Dimethylformamide → 5-(5-isoquinolylsulfanyl)-6-nitro-2,3-dihydro-1H-benzo[d]imidazol-2-one

https://huagongshe.com/reaction/619737

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPotassium CarbonateHCID 11430—
Edukt5-IsoquinolinethiolHCID 11051963—
Edukt5-Fluoro-6-nitrobenzoimidazolinoneHCID 21847008—
LösungsmittelWaterHCID 962—
Produkt5-(5-isoquinolylsulfanyl)-6-nitro-2,3-dihydro-1H-benzo[d]imidazol-2-oneHCID 2184694740,9%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a DMF solution 15 ml of 5-fluoro-6-nitrobenzoimidazolinone 500 mg (2.5 mmol) and 5-isoquinolinethiol 450 mg (2.8 mmol), potassium carbonate 550 mg (4.0 mmol) was added, and the mixture was heated with stirring for 2 hours at 100° C. After adding water, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with a saturated water solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was crystallized from methanol, and 5-(5-isoquinolylsulfanyl)-6-nitro-2,3-dihydro-1H-benzo[d]imidazol-2-one 346 mg (40.3%) was obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05959107
Quelldatensatzuspto-grants-1999_09
ORD IDord-b766ee850f0e49c0b6bbf859dc296e8f
Quellennotizuspto-grants-1999_09