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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278037Generated: October 30, 2026

Ethyl Acetate → Benzyl {1-[5-(3-methylureido)-[1,3,4]oxadiazol-2-yl]-3-phenylpropyl}carbamate

https://huagongshe.com/reaction/278037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl IsocyanateHCID 12228—
ReactantBenzyl [1-(5-amino-[1,3,4]oxadiazol-2-yl)-3-phenylpropyl]carbamateHCID 86757873—
SolventDimethyl SulfoxideHCID 679—
ProductBenzyl {1-[5-(3-methylureido)-[1,3,4]oxadiazol-2-yl]-3-phenylpropyl}carbamateHCID 86757874—

Reaction Conditions

Temperature80 °C

Reaction Steps

350 mg of benzyl [1-(5-amino-[1,3,4]oxadiazol-2-yl)-3-phenylpropyl]-carbamate were dissolved in 5 ml of dry dimethyl sulfoxide, treated with 140 mg of potassium carbonate and 140 mg of methyl isocyanate, and stirred at 80° C. for 16 h. The reaction mixture was cooled, treated with ethyl acetate, washed twice with water and once with saturated sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated in vacuo. Benzyl {1-[5-(3-methylureido)-[1,3,4]oxadiazol-2-yl]-3-phenylpropyl}carbamate was obtained, which was employed in the next stage (hydrogenolysis) without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358978B1
Source datasetuspto-grants-2002_03
ORD IDord-a45041637cb64bc590a6b503a24fa465
Source noteuspto-grants-2002_03