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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532737Generated: October 31, 2026

Urea → HCID 22013878, compound

https://huagongshe.com/reaction/1532737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
ReactantChloroformHCID 6212—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 22013899HCID 22013899—
SolventWaterHCID 962—
ProductHCID 22013878HCID 2201387882.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

Thionyl chloride (4.0 ml) was added to 2-methoxycarbonyl-3-[4-(2-(5-ethyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionic acid (4.10 g, 10.0 mmol) obtained in Example 1 and the mixture was stirred with heating at 60° C. for 1 hr. Excess thionyl chloride was evaporated under reduced pressure and urea (900 mg, 15.0 mmol) was added to the residue obtained, which was followed by stirring with heating at 100° C. for 45 min. Chloroform (100 ml) and water (50 ml) were added for partition. The organic layer was washed with saturated brine (50 ml), dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (developing solvent; n-hexane:ethyl acetate=1:1) to give the title compound (3.71 g, yield 82%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06204277B1
Source datasetuspto-grants-2001_03
ORD IDord-3b704ba3fb684b4fb4f84a855aee406a
Source noteuspto-grants-2001_03