Diethyl Ether → HCID 22646641, compound

HRID 393677Notes

Reaction equation

HRID 393677 reaction equation
[C:1]([O:4][C:5]1[CH:22]=[CH:21][C:8]([NH:9][CH:10]=[C:11]2[C:16](=[O:17])OC(C)(C)OC2=O)=[CH:7][C:6]=1[O:23][CH3:24])(=[O:3])[CH3:2].CCOCC>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[C:1]([O:4][C:5]1[CH:22]=[C:21]2[C:8](=[CH:7][C:6]=1[O:23][CH3:24])[NH:9][CH:10]=[CH:11][C:16]2=[O:17])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 22646559HCID 22646559, compound

Product 1

HCID 22646641HCID 22646641, compound

Reagents, catalysts & solvents 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Solvent

Conditions

Temperature
195 °C

Procedure

A suspension of 5-((4-acetoxy-3-methoxyanilino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (11.5 g) in DOWTHERM A, (trade mark of Fluka Chemie AG), (125 ml) was heated at 195° C. for 30 minutes. After cooling, ether was added (100 ml) and the precipitate was collected by filtration. The solid was washed with ether and dried under vacuum to give 6-acetoxy-7-methoxy-1,4-dihydroquinolin-4-one which was used without further purification for the next step.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate was collected by filtration
  3. washThe solid was washed with ether
  4. customdried under vacuum

Sources & evidence

ORD record
ord-6ff72ae6758c45429f561c7110526344
Source dataset
uspto-grants-2004_10
Patent number
US06809097B1

Reaction notes

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