HCID 178450490, compound → HCID 10331542, compound

HRID 1885168Notes

Reaction equation

HRID 1885168 reaction equation
[C:1]([C:6](=[CH:12][NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[F:20])[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:19]2[C:14](=[C:15]([F:20])[CH:16]=[CH:17][CH:18]=2)[NH:13][CH:12]=1)(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 178450490HCID 178450490, compound

Product 1

HCID 10331542HCID 10331542, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Ethyl 2-butyryl-3-(2-fluorophenylamino)acrylate (37 g, 0.13 mol) was added in portions to boiling diphenyl ether (450 ml), then heated at reflux for 1.5 hours. After partial cooling the mixture was diluted with petroleum ether (50 ml). Filtration and washing with petroleum ether gave 3-butyryl-8-fluoro-4(1H)-quinolone (26.5 g), m.p. 176°-178°.

Workup

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

Sources & evidence

ORD record
ord-a0536ca2ddb349c08dd7693a9add5878
Source dataset
uspto-grants-1992_09
Patent number
US05143920

Reaction notes

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