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HRID 18150Erstellt: 24. Oktober 2026

Allyl Isothiocyanate → 1-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}-3-[allyl]thiourea

https://huagongshe.com/de/reaction/18150

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAllyl IsothiocyanateHCID 5971—
Edukt11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dioneHCID 10065413—
LösungsmittelAcetonitrileHCID 6342—
Produkt1-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}-3-[allyl]thioureaHCID 16718043—

Reaktionsschritte

100 mg of 11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dione (obtained in example 3) (0.30 mmole) were dissolved in 6 ml of acetonitrile. 58 μl (2 molar equivalents) of allyl isothiocyanate was added and the reaction mixture was maintained at room temperature for 16 hours. The solvent was then evaporated under reduced pressure and the residue was submitted to a flash chromatography (SiO2, CH2Cl2/MeOH 95/5). 90 mg of the desired product (formula shown hereinabove) were isolated as a red powder (yield=69%) which was characterized as follows:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741337B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-4a5c1b59ccde4a01abe5c8327cee98ea
Quellennotizuspto-grants-2010_06