HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-Dimethylaminomethyl-9-methoxy-4H-thieno[2,3-c]isoquinolin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 9-methoxy-4H-thieno[2,3-c]isoquinolin-5-one | HCID 9964651 | — |
| Reactant | N,N-dimethylmethylene ammonium chloride | HCID 21873455 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Dimethylaminomethyl-9-methoxy-4H-thieno[2,3-c]isoquinolin-5-one | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633215B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-e4b73de79cac4ea686e1f4e04e131a11 |
| Source note | uspto-grants-2014_01 |