Ethanol → HCID 13543995, compound

HRID 904709Notes

Reaction equation

HRID 904709 reaction equation
C(S[C:4]1[C:13]2[C:8](=[C:9]([CH2:24][CH2:25][CH3:26])[C:10]3[O:17][C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:15][C:14](=[O:23])[C:11]=3[CH:12]=2)[N:7]=[C:6]([C:27]([O-:29])=[O:28])[CH:5]=1)C.[CH2:30](O)[CH3:31]>>[O:23]=[C:14]1[C:11]2[CH:12]=[C:13]3[C:8](=[C:9]([CH2:24][CH2:25][CH3:26])[C:10]=2[O:17][C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:15]1)[N:7]=[C:6]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH:5]=[CH:4]3

Participants

3

Reactant 2

HCID 702EthanolHCID 86739139HCID 86739139, compound

Product 1

HCID 13543995HCID 13543995, compound

Procedure

Ethyl 6-ethylthio-4-oxo-10-propyl-4H-pyrano[3,2-g]quinoline 2,8-dicarboxylate (2.85 g) was dissolved in ethanol (200 ml), and ethanol washed Raney nickel (30 g wet) added carefully. The mixture was refluxed for 11/2 hours, filtered to remove the catalyst, and concentrated, to give on cooling the title compound, (1.76 g) mp 168°-171° C.

Workup

  1. washethanol washed Raney nickel (30 g wet)
  2. additionadded carefully
  3. temperatureThe mixture was refluxed for 11/2 hours
  4. filtrationfiltered
  5. customto remove the catalyst
  6. concentrationconcentrated
  7. customto give

Sources & evidence

ORD record
ord-a58e0921b86842b5a443a25baf3c5106
Source dataset
uspto-grants-1983_12
Patent number
US04419352

Reaction notes

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