HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-[2-(Dimethylamino)ethylthiomethyl]-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Captamine | HCID 25799 | — |
| Reactant | 2-Bromomethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one | HCID 23369645 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[2-(Dimethylamino)ethylthiomethyl]-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one | HCID 23369673 | 91.1% |
Reaction Steps
To a suspension of 2-bromomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (1. 765 g) in dimethylformamide (60 ml), hydrochloric acid salt of 2 (dimethylamino)ethylmercaptan (4.25 g) and caustic soda (2.40 g) in water (20 ml) were added and stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure. The residue was combined with water, and extracted with chloroform. The extract was washed with NaCl solution twice and dried and condensed. The residue was crystallized from chloroform--n-hexane to obtain 1.741 g of the title compound as white powder (mp.: 163°-165° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05576324 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-9c5b9c9f1a514ec1a9a9042f54391201 |
| Source note | uspto-grants-1996_11 |