HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 22646629, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 6-methoxy-7-[3-(1-pyrrolidyl)propyloxy]-4(1H)-quinolinone | HCID 22646618 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22646629 | HCID 22646629 | 100% |
Reaction Steps
A solution of 6-methoxy-7-(3-pyrrolidin-1-ylpropoxy)-1,4-dihydroquinolin-4-one (950 mg, 3.1 mmol) in thionyl chloride (25 ml) containing DMF (10 drops) was heated at reflux for 1.5 hours. After cooling, toluene was added and the volatiles were removed by evaporation. The residue was triturated with ether, collected by filtration, washed with ether and dried under vacuum to give 4-chloro-6-methoxy-7-(3-pyrrolidin-1-ylpropoxy)quinoline hydrochloride (1.23 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809097B1 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-a1c3a9ed46084622b5826ae5b564405e |
| Source note | uspto-grants-2004_10 |