Ethanol → HCID 23359122, compound

HRID 232855Notes

Reaction equation

HRID 232855 reaction equation
[OH-:1].[Na+].C(C1[CH:10]=[CH:9][C:8]([S:11]([NH:14][CH2:15][CH2:16][S:17][CH:18]2[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[CH2:22][O:21][C:20]3[CH:29]=[CH:30][C:31]([O:33][CH2:34][C:35]4[CH:44]=[CH:43][C:42]5[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=5)[N:36]=4)=[CH:32][C:19]2=3)(=[O:13])=[O:12])=[CH:7][CH:6]=1)#N.[CH2:45]([OH:47])[CH3:46]>>[C:45]([C:46]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][CH2:15][CH2:16][S:17][CH:18]2[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[CH2:22][O:21][C:20]3[CH:29]=[CH:30][C:31]([O:33][CH2:34][C:35]4[CH:44]=[CH:43][C:42]5[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=5)[N:36]=4)=[CH:32][C:19]2=3)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([OH:1])=[O:47]

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 23359127HCID 23359127, compound

Product 1

HCID 23359122HCID 23359122, compound

Procedure

20 ml of a 1N-sodium hydroxide aqueous solution was added to 0.4 g of 11-[2-(4-cyanophenylsulfonylamino)ethylthio]-2-(quinolin-2-yl)methoxy-6,11-dihydrodibenz[b,e]oxepine obtained in Example 34 suspended in 5 ml of ethanol and the mixture was refluxed under heating for 6 hours. After completion of the reaction, the solvent was removed, water was added to the residue, insolubles were removed by filtration and then the residue was adjusted to about pH 3 with 1N-hydrochloric acid. Crystals precipitated were collected by filtration and dissolved in ethyl acetate and the organic layer was washed with a saturated saline solution, dried over anhydrous sodium sulfate and condensed. The resulting solid was recrystallized from hexane to obtain 0.33 g of the title compound as yellowish white powder.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 6 hours
  3. customAfter completion of the reaction
  4. customthe solvent was removed
  5. additionwater was added to the residue, insolubles
  6. customwere removed by filtration
  7. customCrystals precipitated
  8. filtrationwere collected by filtration
  9. dissolutiondissolved in ethyl acetate
  10. washthe organic layer was washed with a saturated saline solution
  11. dry with materialdried over anhydrous sodium sulfate and condensed
  12. customThe resulting solid was recrystallized from hexane

Sources & evidence

ORD record
ord-1b1d6071b6b049fcb1f7b1c01f0a5d9f
Source dataset
uspto-grants-1997_01
Patent number
US05591752

Reaction notes

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