HCID 178471920, compound → 3-benzoyl-8-methoxy-4(1H)-quinolone

HRID 1382271Notes

Reaction equation

HRID 1382271 reaction equation
[C:1]([C:9](=[CH:15][NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[O:23][CH3:24])[C:10]([O:12]CC)=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1(OC2C=CC=CC=2)C=CC=CC=1>[C:1]([C:9]1[C:10](=[O:12])[C:22]2[C:17](=[C:18]([O:23][CH3:24])[CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 178471920HCID 178471920, compound

Product 1

HCID 117783533-benzoyl-8-methoxy-4(1H)-quinoloneYield 93.5%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Ethyl 2-benzoyl-3-(2-methoxyphenylamino)acrylate (6.0 g, 0.018 mol) was added in portions to boiling diphenyl ether (100 ml) and heated under reflux for 45 minutes. The reaction mixture was allowed to cool and diluted with petroleum ether to afford the crystalline 3-benzoyl-8-methoxy-4(1H)-quinolone (4.7 g, 91%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 45 minutes
  3. temperatureto cool

Sources & evidence

ORD record
ord-3ca8a8a59adb420eb4fefa3c6892f6d9
Source dataset
uspto-grants-1989_02
Patent number
US04806549

Reaction notes

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