HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471538Generated: October 26, 2026
Diethyl Ether → 4-hydroxy-N,N-bis(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoline-3-carboxamide
https://huagongshe.com/reaction/471538
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 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 |
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| Patent number | US08633186B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-170be7bd3ac949e4880af8e3a98e3d22 |
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| Source note | uspto-grants-2014_01 |
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