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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532733Generated: October 30, 2026

Acetamide → HCID 22013898, compound

https://huagongshe.com/reaction/1532733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetamideHCID 178—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 10641668HCID 10641668—
SolventMethanolHCID 887—
ProductHCID 22013898HCID 2201389832.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionic acid (1.50 g, 4.27 mmol) obtained in Example 17 was added thionyl chloride (2.0 ml), and the mixture was stirred under heating for 1 hr at 100° C. Excess thionyl chloride was evaporated under reduced pressure and acetamide (504 mg, 8.54 mmol) was added to the obtained residue. The mixture was stirred under heating for 1 hr at 120° C. Methanol (5 ml) was added, and the reaction mixture was stirred for 10 min 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 (541 mg, yield 32%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06204277B1
Source datasetuspto-grants-2001_03
ORD IDord-e6459c9b4e00477e8701d89ceda894b8
Source noteuspto-grants-2001_03