HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dabco → HCID 69518032, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dabco | HCID 9237 | — |
| Reactant | 6-Hydroxyquinoline | HCID 11374 | — |
| Reactant | Carbamic chloride, N-methyl-N-phenyl- | HCID 77969 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69518032 | HCID 69518032 | 69.4% |
Reaction Steps
A solution of 6-hydroxyquinoline (1.00 g, 6.89 mmol), N-methyl-N-phenylcarbamoyl chloride (1.17 g, 6.89 mmol) and 1,4-diazabicyclo[2,2,2]octane (0.77 g, 6.89 mmol) in dichloromethane (20 mL) was stirred at room temperature for 1.25 hours. More dichloromethane was added and the solution was extracted with water. The organic layer was dried over sodium sulphate, filtered and evaporated in vacuo. The residue was purified by flash column chromatography (SiO2, ethyl acetate:heptane 50:50). Evaporation of the solvent and recrystalllised from ethylacetate/heptane yielded the title compound (1.33 g, 69% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279470B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-2b120c51c31b4f24b90f45764ac38316 |
| Source note | uspto-grants-2007_10 |