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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049721Generated: October 30, 2026

Ethyl Acetate → HCID 117699096, compound

https://huagongshe.com/reaction/1049721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPropanedioyl dichlorideHCID 74269—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 131736040HCID 131736040—
SolventTetrahydrofuranHCID 8028—
ProductHCID 117699096HCID 11769909633.3%

Reaction Steps

tert-Butyl 4-(2-amino-3-methylphenylamino)phenylcarbamate (294 mg, 0.938 m mmol) was dissolved in THF (30 mL), and then the solution was added dropwise with malonyl chloride (91 μL, 0.938 mmol) under ice cooling. After the disappearance of the starting materials was confirmed, the reaction mixture was added with aqueous sodium hydrogencarbonate, and ethyl acetate, and the organic layer was separated. The organic layer was washed with brine and water, and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform to chloroform/methanol=100/1) to obtain the title compound (119 mg, yield 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382236B2
Source datasetuspto-grants-2016_07
ORD IDord-50222b3ce8ed4a81a8de35deac5e6edd
Source noteuspto-grants-2016_07