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

HRID 1382323Notes

Reaction equation

HRID 1382323 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-4973283d9ad14841a1557b0564ce2e61
Source dataset
uspto-grants-1989_02
Patent number
US04806550

Reaction notes

Loading…