Hydrochloric Acid → 2-(7-Chloroquinolin-2-yl)methoxy-11-mercapto-6,11-dihydrodibenz[b,e]oxepine
Reaction equation
[OH-].[Na+].C([S:6][CH:7]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH2:11][O:10][C:9]2[CH:18]=[CH:19][C:20]([O:22][CH2:23][C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][C:28]([Cl:34])=[CH:29][CH:30]=4)[N:25]=3)=[CH:21][C:8]1=2)(=O)C.O.Cl>C(O)C>[Cl:34][C:28]1[CH:27]=[C:26]2[C:31]([CH:32]=[CH:33][C:24]([CH2:23][O:22][C:20]3[CH:19]=[CH:18][C:9]4[O:10][CH2:11][C:12]5[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=5[CH:7]([SH:6])[C:8]=4[CH:21]=3)=[N:25]2)=[CH:30][CH:29]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
19 ml of a 1N-sodium hydroxide aqueous solution was added to 3.49 g of 11-acetylthio-2-(7-chloroquinolin-2-yl)methoxy-6,11-dihydrodibenz[b,e]oxepine obtained in Reference example 71 dissolved in 66 ml of ethanol and the mixture was stirred at room temperature for 1 hour. 250 ml of water was added to the reaction mixture and the mixture was adjusted to about pH 4 with 1N-hydrochloric acid. Crystals precipitated were dissolved in 300 ml of methylene chloride and the organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was removed to obtain 3.03 g of the title compound as a crude product.
Workup
- customobtained in Reference example 71
- customCrystals precipitated
- dissolutionwere dissolved in 300 ml of methylene chloride
- washthe organic layer was washed with water
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent was removed
Sources & evidence
- ORD record
- ord-bb938c00b27d4c35ba34ad24a0d63237
- Source dataset
- uspto-grants-1997_01
- Patent number
- US05591752
Reaction notes
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