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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1648812Erstellt: 25. Oktober 2026

2-[2-nitro-4-(trifluoromethyl)phenyl]-1H-benz[de]isoquinoline-1,3(2H)-dione → 11-(trifluoromethyl)-7H-benzimidazo[2,1-a]benz[de]isoquinoline-7-one

https://huagongshe.com/reaction/1648812

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-[2-nitro-4-(trifluoromethyl)phenyl]-1H-benz[de]isoquinoline-1,3(2H)-dioneHCID 20199012—
EduktHCID 178418361HCID 178418361—
KatalysatorPalladiumHCID 23938—
LösungsmittelAcetic AcidHCID 176—
Produkt11-(trifluoromethyl)-7H-benzimidazo[2,1-a]benz[de]isoquinoline-7-oneHCID 1320618359%

Reaktionsschritte

2-[2-nitro-4-(trifluoromethyl)phenyl]-1H-benz[de]isoquinoline-1,3(2H)-dione, 134.3 g. (0.347 m.), was hydrogenated at 55° C. in 600 ml. of glacial acetic acid with 15 g. of palladium-on-carbon (5 percent) at 60 psi. The temperature rose to about 100° C., and after 1.5 hours, three equivalents of hydrogen were absorbed with the temperature returning to room temperature. The reaction mixture was heated to boiling and filtered to remove the catalyst. Upon cooling, the precipitated product was collected and washed with 2B ethanol. Recrystallization from N,N-dimethylformamide yielded about 69.2 g. (59 percent yield) of 11-(trifluoromethyl)-7H-benzimidazo[2,1-a]benz[de]isoquinoline-7-one, m.p. about 212°-214° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04413126
Quelldatensatzuspto-grants-1983_11
ORD IDord-978f1a0acc9a45df827a3e61d5bfc742
Quellennotizuspto-grants-1983_11