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Acetone → Disodium 7-chloro-5-methoxy-4-oxo-4H-pyrano[3,2-h]-quinoline-2,9-dicarboxylate

HRID 904676
Notes
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Reaction equation

HRID 904676 reaction equation
[Cl:1][C:2]1[C:11]2[CH:10]=[C:9]([O:12][CH3:13])[C:8]3[C:14](=[O:21])[CH:15]=[C:16]([C:18]([OH:20])=[O:19])[O:17][C:7]=3[C:6]=2[N:5]=[C:4]([C:22]([OH:24])=[O:23])[CH:3]=1.C(=O)(O)[O-].[Na+:29].CC(C)=O>O>[Cl:1][C:2]1[C:11]2[CH:10]=[C:9]([O:12][CH3:13])[C:8]3[C:14](=[O:21])[CH:15]=[C:16]([C:18]([O-:20])=[O:19])[O:17][C:7]=3[C:6]=2[N:5]=[C:4]([C:22]([O-:24])=[O:23])[CH:3]=1.[Na+:29].[Na+:29]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 180AcetoneHCID 516892Sodium BicarbonateHCID 20478414HCID 20478414, compound

Product 1

HCID 20478454Disodium 7-chloro-5-methoxy-4-oxo-4H-pyrano[3,2-h]-quinoline-2,9-dicarboxylateYield 46.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product of step (f) (0.7316 g) suspended in water was treated with sodium bicarbonate (0.45 g) and stirred until complete dissolution occurred. The solution was treated with pure acetone and cooled. The precipitated product was collected by filtration and dried under reduced pressure at 80° C. for four hours, affording (0.38 g) of the title compound.

Workup

  1. temperaturecooled
  2. filtrationThe precipitated product was collected by filtration
  3. customdried under reduced pressure at 80° C. for four hours

Sources & evidence

ORD record
ord-3b8b48af52e0458e9e31f69c6c68f28f
Source dataset
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04419352

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes