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HRID 18156Erstellt: 25. Oktober 2026

2,1,3-Benzothiadiazol-5-yl isothiocyanate → 1-(2,1,3-Benzothiadiazol-5-yl)-3-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}thiourea

https://huagongshe.com/reaction/18156

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,1,3-Benzothiadiazol-5-yl isothiocyanateHCID 2776292—
Edukt11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dioneHCID 10065413—
LösungsmittelAcetonitrileHCID 6342—
Produkt1-(2,1,3-Benzothiadiazol-5-yl)-3-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}thioureaHCID 1671809989,2%

Reaktionsschritte

215 mg of 11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dione (obtained in example 3) (0.645 mmole) were dissolved in 10 ml of acetonitrile. 250 mg (2 molar equivalents) of 2,1,3-benzothiadiazol-5-yl 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). 303 mg of the desired product (formula shown hereinabove) were isolated as a red powder (yield=89%) which was characterized as follows:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741337B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-2f157c282bce4bd8b9725903fcb26f59
Quellennotizuspto-grants-2010_06