HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 1-Benzyl-5-[3-(4-phenylpiperazinyl)propoxy]-3,4-dihydrocarbostyril
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Piperazine, 1-(3-chloropropyl)-4-phenyl- | HCID 139197 | — |
| Reactant | 1-benzyl-5-hydroxy-3,4-dihydroquinolin-2(1H)-one | HCID 14010682 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Benzyl-5-[3-(4-phenylpiperazinyl)propoxy]-3,4-dihydrocarbostyril | HCID 12899548 | 46.7% |
Reaction Steps
2.5 grams of 1-benzyl-5-hydroxy-3,4-dihydrocarbostyril and 0.48 g of 50% oily NaH are mixed with 30 ml of dimethyl formamide and stirred, then 4 g of 1-chloro-3-(4-phenylpiperazinyl)propane are added therein and warmed to 50°-60° C. for 2.5 hours. The reaction mixture is concentrated under a reduced pressure and the residue thus obtained is extracted with chloroform. After removing the chloroform by distillation, the thus obtained residue is recrystallized from ligroin to obtain 2.1 g of 1-benzyl-5-[3-(4-phenylpiperazinyl)-propoxy]-3,4-dihydrocarbostyril in the form of pale yellowish needle-like crystals with a melting point of 113° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04824840 |
| Source dataset | uspto-grants-1989_04 |
| ORD ID | ord-4bcf2a8dbacd4dfcb19ce098c647c23e |
| Source note | uspto-grants-1989_04 |