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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049710Generated: November 3, 2026

Phenol, 4-methoxy-2-nitro- → HCID 117699259, compound

https://huagongshe.com/reaction/1049710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenol, 4-methoxy-2-nitro-HCID 15285—
ReactantPropanedioyl dichlorideHCID 74269—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 131736038HCID 131736038—
SolventTetrahydrofuranHCID 8028—
ProductHCID 117699259HCID 11769925938.1%

Reaction Steps

tert-Butyl 4-(2-amino-4-methoxyphenylamino)phenylcarbamate (500 mg, 1.52 mmol) synthesized in the same manner as that of Example 1 by using 4-methoxy-2-nitrophenol as the starting material was dissolved in anhydrous tetrahydrofuran (30 mL), and the solution was added dropwise with malonyl chloride (0.178 mL, 1.82 mmol) on an ice bath. The mixture was stirred at room temperature for 16 hours. After completion of the reaction, the reaction mixture was added with saturated aqueous sodium hydrogencarbonate, the aqueous layer was extracted with chloroform, the organic layer was dried over sodium sulfate, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform/methanol=100/1) to give the title compound (230 mg, yield 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382236B2
Source datasetuspto-grants-2016_07
ORD IDord-8fd25235d7b7496aa7ba416bc18afb21
Source noteuspto-grants-2016_07