HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 12593755, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Chloro-N,N-dimethylethylamine | HCID 7901 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 12593744 | HCID 12593744 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12593755 | HCID 12593755 | — |
Reaction Steps
A solution of the compound of formula VI, 3,4-dihydro-3,3-dimethylfuro[3,4-b]quinolin-9(1H)-one (8.0 g, described in Example 8), in tetrahydrofuran (80 ml) is slowly added over one hour to a suspension of 55% sodium hydride (4 g) in tetrahydrofuran (80 ml) at 20° to 30° C. The mixture is stirred at room temperature for one hour and dimethylaminoethyl chloride (prepared from 20 g of the hydrochloride) is added. The mixture is heated at reflux for 18 hours, filtered and the filtrate is evaporated. The residue is crystallized from acetonitrile to give the title compound, mp 92°-93° C. Treatment of the title compound with a solution of hydrogen chloride in ether gives the hydrochloride salt of the title compound, mp 165°-167° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04108998 |
| Source dataset | uspto-grants-1978_08 |
| ORD ID | ord-c842e2345f174f85bd2ca0824bcaf758 |
| Source note | uspto-grants-1978_08 |