HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphoric Acid → Vesnarinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 6-amino-3,4-dihydroquinolin-2(1H)-one | HCID 4912759 | — |
| Reactant | N,N-bis(2-hydroxyethyl)-3,4-dimethoxybenzamide | HCID 20144316 | — |
| Solvent | Water | HCID 962 | — |
| Product | Vesnarinone | HCID 5663 | 71.4% |
Reaction Steps
A mixture of 2.7 g of 6-amino-3,4-dihydrocarbostyril, 5.9 g of N,N-bis(2-hydroxyethyl)-3,4-dimethoxybenzamide and 8.6 g of 85% phosphoric acid was reacted at 165° to 175° C. for 4.5 hours while stirring. After allowing to cool, to the reaction mixture was added dropwise about 50 ml of water to dissolve. The solution was neutralized with an aqueous 48% sodium hydroxide solution and extracted with chloroform. After drying the extract over potassium carbonate, chloroform was distilled off. Recrystallization of the residue from ethanol-chloroform gave 4.7 g of 6-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril, m.p. 238°-239.5° C., colorless granules.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04415572 |
| Source dataset | uspto-grants-1983_11 |
| ORD ID | ord-41d2bcafaa9446f1a222956d6f3d9107 |
| Source note | uspto-grants-1983_11 |