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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266477Generated: October 27, 2026

1,4-Dioxane → [8-chloro-3-(4-methanesulfonylbenzyl)-2-methyl-4-oxo-1,4-dihydroquinolin-5-yloxy]acetic Acid Methyl Ester

https://huagongshe.com/reaction/2266477

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantSodium AcetateHCID 517045—
ReactantMethyl 2-(3-amino-4-chlorophenoxy)acetateHCID 66717604—
Reactant2-(4-methanesulfonylbenzyl)-3-oxobutyric Acid Ethyl EsterHCID 68780413—
SolventWaterHCID 962—
Product[8-chloro-3-(4-methanesulfonylbenzyl)-2-methyl-4-oxo-1,4-dihydroquinolin-5-yloxy]acetic Acid Methyl EsterHCID 68783911—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of (3-amino-4-chlorophenoxy)acetic acid methyl ester (0.54 g), 2-(4-methanesulfonylbenzyl)-3-oxobutyric acid ethyl ester (0.75 g), polyphosphoric acid (2.5 mL) and dioxane (10 mL) was heated at 130° C. for 20 hours. The mixture was diluted with water and the pH of this solution this solution was adjusted to 3 by the addition of sodium acetate. The resulting precipitate was collected by filtration and dried to afford title compound as a white solid, 1.0 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858640B2
Source datasetuspto-grants-2010_12
ORD IDord-8904ad2a29cc482fb806b83b1371f63c
Source noteuspto-grants-2010_12