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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1416667Generated: November 2, 2026

O-Toluidine → HCID 9926017, compound

https://huagongshe.com/reaction/1416667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-ToluidineHCID 7242—
Reactant4-Oxo-6-methyl-2,3-dihydrofuro[3,2-c]quinolineHCID 67626183—
SolventDiethylene GlycolHCID 8117—
ProductHCID 9926017HCID 992601781.6%

Reaction Conditions

Temperature250 °C

Reaction Steps

4-Oxo-6-methyl-2,3-dihydrofuro[3,2-c]quinoline (201 mg, 1.0 mmol) was dissolved in 10 ml of diethylene glycol in a pressure tube and 2-methylaniline (267 μl, 2.5 mmol) was added under nitrogen. The reaction mixture was heated at 250° C. for 15 hours. The reaction mixture was diluted with 20 ml of saline and the aqueous layer was extracted with methylene chloride (15 ml×3). After washing with water (15 ml×3), the organic layer was dried with anhydrous magnesium sulfate and filtered, and concentrated under reduced pressure. The residue was purified with ethyl acetate as eluent by silica gel chromatography to obtain 237 mg of a desired compound as solid in 82 % of yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05914402
Source datasetuspto-grants-1999_06
ORD IDord-d68d5b072fa049578cf1550cb50a176f
Source noteuspto-grants-1999_06