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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 849193Generated: October 31, 2026

2-Methyl-4-methoxyaniline → 220853-65-6

https://huagongshe.com/reaction/849193

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-4-methoxyanilineHCID 7610—
ReactantHCID 10858582HCID 10858582—
SolventDiethylene GlycolHCID 8117—
SolventSodium chloride; waterHCID 57417360—
Product220853-65-6HCID 10113707160.3%

Reaction Conditions

Temperature250 °C

Reaction Steps

4-Oxo-6-trifluoromethoxy-2,3,4,5-tetrahydrofuro[3,2-c]quinoline(5.0 g, 19 mmol) was dissolved in diethylene glycol(30 ml) and 2-methyl-4-methoxyaniline(6.1 ml, 46 mmol) was added. The reaction mixture was refluxed at 250° C. for 15 hours, diluted in brine(20 ml), and the aqueous layer was extracted with dichloromethane(15 ml) for 3 times. The organic layer was washed with water(15 ml) for 3 times, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified with ethyl acetate as eluent by silica gel chromatography to obtain 6.6 g of desired compound as solid in 91% of yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06011044
Source datasetuspto-grants-2000_01
ORD IDord-a32dc391e7634bd2b01512dcd754c897
Source noteuspto-grants-2000_01