HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 4-hydroxy-N,N-bis(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Bis(4-methoxybenzyl)amine | HCID 714952 | — |
| Reactant | Ethyl 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylate | HCID 54684458 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-hydroxy-N,N-bis(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoline-3-carboxamide | HCID 67098130 | 95% |
Reaction Conditions
| Temperature | 115 °C |
|---|
Reaction Steps
Ethyl 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylate (Example 67) (3.58 g, 15.4 mmol) and bis(4-methoxybenzyl)amine (4.54 g, 17.6 mmol) were suspended in toluene (36 mL) and heated at 115° C. for 5 hours, then cooled to room temperature. Diethyl ether was added (50 mL), and the resultant precipitate was collected by filtration to give crude 4-hydroxy-N,N-bis(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoline-3-carboxamide (6.45 g, 95%) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928111B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-491e284a1f19446abfbe81aa6a3d354d |
| Source note | uspto-grants-2011_04 |