HCID 178450488, compound → HCID 10242375, compound

HRID 1382302Notes

Reaction equation

HRID 1382302 reaction equation
[C:1]([C:6](=[CH:12][NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:7]([O:9]CC)=O)(=[O:5])[CH2:2][CH2:3][CH3:4]>C1(OC2C=CC=CC=2)C=CC=CC=1>[C:1]([C:6]1[C:7](=[O:9])[C:15]2[C:14](=[CH:19][CH:18]=[CH:17][CH:16]=2)[NH:13][CH:12]=1)(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 178450488HCID 178450488, compound

Product 1

HCID 10242375HCID 10242375, compoundYield 80.9%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Ethyl 2-butyryl-3-(phenylamino)acrylate (70 g, 0.27 mol) was added in portions to boiling diphenyl ether (500 ml), then heated at reflux for 1.5 hours. After partial cooling, the mixture was poured into high boiling petroleum ether. Filtration and washing with petroleum ether gave 3-butyryl-4(1H)-quinolone (47 g) as a pale solid, which was used without further purification.

Workup

  1. temperatureheated
  2. temperatureat reflux for 1.5 hours
  3. additionAfter partial cooling, the mixture was poured
  4. filtrationFiltration
  5. washwashing with petroleum ether

Sources & evidence

ORD record
ord-01fe4dba63a145a78b0d52019e502774
Source dataset
uspto-grants-1989_02
Patent number
US04806549

Reaction notes

Loading…