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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1635124Generated: October 30, 2026

1,2-Dichloroethane → HCID 22649349, compound

https://huagongshe.com/reaction/1635124

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantHydroxyphenylacetic acidHCID 127—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 22649354HCID 22649354—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 22649349HCID 2264934976.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

8-Butoxy-3-aminomethyl-7-methoxy-2-oxo-1,2-dihydroquinoline (77.7 mg, 0.281 mmol) obtained in Example 7-2, 4-hydroxyphenylacetic acid (47.0 mg, 0.309 mmol) and N-hydroxybenzotriazole (41.8 mg, 0.309 mmol) were dissolved in DMF (3 ml), and EDC (59.2 mg, 0.309 mmol) and triethylamine (30 μl) were successively added thereto. The mixture was stirred at 50° C. for 3 hours, and then a saturated aqueous solution of sodium bicarbonate (3 ml) and toluene (5 ml) were added thereto. The precipitated crystals were collected through filtration, and washed successively with water, 1 N hydrochloric acid, water, and ethyl acetate to give the title compound (88 mg, yield 76%) as colorless crystals (Table 32).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06509352B1
Source datasetuspto-grants-2003_01
ORD IDord-7451a3bbc35142c986c7856879605cef
Source noteuspto-grants-2003_01