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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472673Generated: October 25, 2026

Dimethylformamide → 2-Dimethylaminomethyl-9-methoxy-4H-thieno[2,3-c]isoquinolin-5-one

https://huagongshe.com/reaction/472673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant9-methoxy-4H-thieno[2,3-c]isoquinolin-5-oneHCID 9964651—
ReactantN,N-dimethylmethylene ammonium chlorideHCID 21873455—
SolventAcetonitrileHCID 6342—
Product2-Dimethylaminomethyl-9-methoxy-4H-thieno[2,3-c]isoquinolin-5-oneHCID 44600671—

Reaction Steps

9-Methoxy-4H-thieno[2,3-c]isoquinolin-5-one (12.7 g; 54.9 mmol) and N,N-dimethylmethyleneammonium chloride (8.53 g; 91.14 mmol) were placed in a 0.5 L three neck round bottle flask under nitrogen atmosphere. Under stirring, DMF (75 mL) was added followed by acetonitrile (ACN) (190 mL) and the reaction mixture was placed into a preheated oil bath (90° C.). The reaction was complete after 1.5 hrs indicated by a worked up NMR sample.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633215B2
Source datasetuspto-grants-2014_01
ORD IDord-e4b73de79cac4ea686e1f4e04e131a11
Source noteuspto-grants-2014_01