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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532724Generated: November 1, 2026

Methyl Carbamate → HCID 22013854, compound

https://huagongshe.com/reaction/1532724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl CarbamateHCID 11722—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 9866203HCID 9866203—
SolventBenzeneHCID 241—
ProductHCID 22013854HCID 2201385461.4%

Reaction Conditions

Temperature85 °C

Reaction Steps

2-Methoxycarbonyl-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionic acid (2.00 g, 4.89 mmol) obtained in Example 1 was dissolved in benzene (15 ml), and thionyl chloride (392 μl, 5.38 mmol) was added at room temperature. The mixture was refluxed under heating for 1.5 hr and the solvent was evaporated. The residue was dissolved in toluene (6 ml), and methyl carbamate (440 mg, 5.87 mmol) was added. at room temperature. The mixture was stirred at 80-90° C. for 30 min. The solvent was evaporated and the resulting residue was purified by silica gel column chromatography (developing solvent; chloroform: methanol=30:1). The obtained white solid was recrystallized from methanol to give the title compound (1.40 g, yield 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06204277B1
Source datasetuspto-grants-2001_03
ORD IDord-b5bbd020914c41c8a74a53a3526a9112
Source noteuspto-grants-2001_03