HCID 178450501, compound → HCID 10060423, compound

HRID 1885185Notes

Reaction equation

HRID 1885185 reaction equation
[C:1]([C:6](=[CH:12][NH:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[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]=[C:17]([O:20][CH3:21])[CH:16]=2)[NH:13][CH:12]=1)(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 178450501HCID 178450501, compound

Product 1

HCID 10060423HCID 10060423, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Ethyl 2-butyryl-3-(4-methoxyphenylamino)acrylate (78 g) was added dropwise to boiling diphenyl ether (600 ml) and heating continued under reflux for 45 minutes. When cool, the mixture was diluted with petrol and the precipitate was filtered off, washed with petrol and dried to give 3-butyryl-6-methoxy-4(1H)-quinolone (24 g, 49%) as a light tan solid, m.p. 252°-254°.

Workup

  1. temperatureheating
  2. temperatureunder reflux for 45 minutes
  3. temperatureWhen cool
  4. filtrationthe precipitate was filtered off
  5. washwashed with petrol
  6. customdried

Sources & evidence

ORD record
ord-ab4841400a4b490caa45af317a1bbe9c
Source dataset
uspto-grants-1992_09
Patent number
US05143920

Reaction notes

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