Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | 3-Bromo-4,5-dimethoxybenzaldehyde | HCID 81379 | — |
| Reactant | 2-hydroxy-1H-quinolin-4-one | HCID 178516553 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178487558 | HCID 178487558 | 87% |
Reaction Steps
2,4-Quinolinediol (193 mg, 1.2 mmol), 3-bromo-4,5-dimethoxy-benzaldehyde (245 mg, 1 mmol) and malononitrile (66 mg, 1 mmol) were taken in 25 ml ethanol at room temperature, charged with DABCO (11 μl, 0.1 mmol) and then stirred at 80° C. under LC-MS control for 21 h whereby the reaction was complete. The reaction mixture was cooled down to room temperature, diluted with water to about 100 ml and stirred for over night at room temperature. The solids were collected by filtration, washed well with 50% aqueous ethanol and dried under high vacuum yielding 395 mg (0.87 mmol, 87%) of the pure title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09371333B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-08a2efcef6634161b2144e11a6cad676 |
|---|
| Source note | uspto-grants-2016_06 |
|---|