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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 232878Generated: October 26, 2026

Ammonia → 11-(2-Carbamoylethylthio)-2-(7-chloroquinolin-2-yl)methoxy-6,11-dihydrodibenz[b,e]oxepine

https://huagongshe.com/reaction/232878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantWaterHCID 962—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant11-(2-Carboxyethylthio)-2-(7-chloroquinolin-2-yl)methoxy-6,11-dihydrodibenz[b,e]oxepineHCID 23359132—
SolventTetrahydrofuranHCID 8028—
Product11-(2-Carbamoylethylthio)-2-(7-chloroquinolin-2-yl)methoxy-6,11-dihydrodibenz[b,e]oxepineHCID 23359153100.2%

Reaction Steps

0.98 g of 1,1'-carbonyldiimidazole was added to 1.99 g of 11-(2-carboxyethylthio)-2-(7-chloroquinolin-2-yl)methoxy-6,11-dihydrodibenz[b,e]oxepine obtained in Example 2 dissolved in 33 ml of tetrahydrofuran and the mixture was stirred at room temperature for 4 hours. Then, 4 ml of conc. aqueous ammonia was added to the mixture and the mixture was stirred at room temperature for 10 minutes. The reaction mixture was condensed under reduced pressure, water was added to the residue, crystals were collected by filtration and the crystals were dissolved in chloroform. After this chloroform solution was washed with water and dried over anhydrous sodium sulfate, solid obtained by removing the solvent was washed with an acetone-hexane mixed solution to obtain 1.99 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05591752
Source datasetuspto-grants-1997_01
ORD IDord-d1b0a40a3a2247f39bee7bbdf9c8dcdd
Source noteuspto-grants-1997_01