Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896172Generated: November 1, 2026

2-Chloroethyl chloroformate → 2-(3-Phenyl-[1,2,4]oxadiazol-5-yl)-morpholine hydrochloride

https://huagongshe.com/reaction/1896172

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloroethyl chloroformateHCID 12305—
Reactant4-Benzyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)morpholineHCID 46956711—
Solvent1,2-DichloroethaneHCID 11—
Product2-(3-Phenyl-[1,2,4]oxadiazol-5-yl)-morpholine hydrochlorideHCID 66842439—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of 4-benzyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)morpholine (intermediate 21, 2.0 g, 6.22 mmol) in 1,2-dichloroethane (10 ml) was added chloroethyl chloroformate (2.0 ml, 18.7 mmol), and the reaction mixture was stirred for at 70° C.4 hours. The reaction mixture was concentrated in vacuo. After removal of the solvent, the residue was dissolved in methanol (10 ml), and the reaction solution was stirred for one hour under reflux. When the reaction was complete (checked by thin layer chromatography), the reaction mixture was concentrated in vacuo. The resulting 2-(3-phenyl-[1,2,4]oxadiazol-5-yl)-morpholine hydrochloride (intermediate 22) was used for next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518939B2
Source datasetuspto-grants-2013_08
ORD IDord-8f5419b0476449dbab5a010de1ae0e18
Source noteuspto-grants-2013_08