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HRID 1524622Erstellt: 26. Oktober 2026

9-methoxy-4H-thieno[2,3-c]isoquinolin-5-one → 2-Dimethylaminomethyl-9-methoxythieno[2,3-c]isoquinolin-5(4H)-one hydrochloride

https://huagongshe.com/reaction/1524622

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt9-methoxy-4H-thieno[2,3-c]isoquinolin-5-oneHCID 9964651—
EduktDimethylmethylenammonium chlorideHCID 11051579—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-Dimethylaminomethyl-9-methoxythieno[2,3-c]isoquinolin-5(4H)-one hydrochlorideHCID 6900427683%

Reaktionsschritte

9-Methoxythieno[2,3-c]isoquinolin-5(4H)-one (Pellicciari, R., et al., Farmaco, 2003, 58, 851-858) (0.20 g, 0.86 mmol), was dissolved in a mixture of dry DMF (1 ml) and dry MeCN (2 ml) and treated with N,N-dimethyl(methylene)ammonium chloride (1.2 mmol) prepared according to a known procedure (Kinast, G. et al. Angew. Chem. Int. Ed. Engl. 1976, 15, 239-240. Bohme, H et al. Chem. Ber. 1960, 93, 1305). The reaction mixture was refluxed overnight. The formed solid was then filtered and washed with dry diethyl ether to give title compound (83% yield) as a solid. mp 264-265° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09079915B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-d9539b9192404bc6ac401d985707fba9
Quellennotizuspto-grants-2015_07