HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 7-Amino-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N-(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)acetamide | HCID 14476477 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 7-Amino-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-one | HCID 14476478 | — |
Reaction Steps
A suspension of 23.2 g. (0.1 mole) 7-acetamido-1,2,3,4-tetrahydro-4,4-dimethylquinolin-2-one, 200 ml. ethanol and 20 ml. concentrated hydrochloric acid is boiled under reflux until dissolving is complete. The pH value is then adjusted with ammonia to 8, the reaction mixture is extracted three times with dichloromethane and the organic phase is dried over anhydrous sodium sulphate and freed from solvent. Yield 13.1 g. (69% of theory); m.p. 161°-163° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04985448 |
| Source dataset | uspto-grants-1991_01 |
| ORD ID | ord-6a0695c6cac449ae9e80780588ce1b26 |
| Source note | uspto-grants-1991_01 |