Water → HCID 23359145, compound

HRID 232843Notes

Reaction equation

HRID 232843 reaction equation
[OH-:1].[Na+].[C:3]([CH2:6][CH2:7][S:8][CH:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[C:19]([C:20]#[N:21])[C:14]=2[CH2:13][O:12][C:11]2[CH:22]=[CH:23][C:24]([O:26][CH2:27][C:28]3[CH:37]=[CH:36][C:35]4[C:30](=[CH:31][C:32]([Cl:38])=[CH:33][CH:34]=4)[N:29]=3)=[CH:25][C:10]1=2)([OH:5])=[O:4].O>C(O)C>[C:20]([C:19]1[C:14]2[CH2:13][O:12][C:11]3[CH:22]=[CH:23][C:24]([O:26][CH2:27][C:28]4[CH:37]=[CH:36][C:35]5[C:30](=[CH:31][C:32]([Cl:38])=[CH:33][CH:34]=5)[N:29]=4)=[CH:25][C:10]=3[CH:9]([S:8][CH2:7][CH2:6][C:3]([OH:5])=[O:4])[C:15]=2[CH:16]=[CH:17][CH:18]=1)(=[O:1])[NH2:21]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 23359201HCID 23359201, compound

Product 1

HCID 23359145HCID 23359145, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

40 ml of a 1N-sodium hydroxide aqueous solution was added to 0.85 g of the compound 11-(2-carboxyethylthio)-2-(7-chloroquinolin-2-yl)methoxy-7-cyano-6,11-dihydrodibenz[b,e]oxepine obtained in Example 15 dissolved in 10 ml of ethanol and the mixture was refluxed under heating for 2 hours. After completion of the reaction, water was added to the residue obtained by removing the solvent, the mixture was adjusted to about pH 3 with 1N-hydrochloric acid and crystals precipitated were dissolved in ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate and condensed. The resulting residue was applied to silica gel column chromatography to obtain 0.25 g of the title compound as slightly yellow powder.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 2 hours
  3. additionwas added to the residue
  4. customobtained
  5. customby removing the solvent
  6. customprecipitated
  7. dissolutionwere dissolved in ethyl acetate
  8. washThe organic layer was washed with water
  9. dry with materialdried over anhydrous sodium sulfate and condensed

Sources & evidence

ORD record
ord-a54dfa831b014445a035899262a40812
Source dataset
uspto-grants-1997_01
Patent number
US05591752

Reaction notes

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