Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2258522Generated: October 25, 2026

2-Amino-4-chlorobenzaldehyde → 7-Chloro-2-(2-methoxycarbonylbenzofuran-5-yl)quinoline

https://huagongshe.com/reaction/2258522

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-4-chlorobenzaldehydeHCID 11252138—
ReactantMethyl 5-acetylbenzofuran-2-carboxylateHCID 18918314—
Catalystp-Toluenesulfonic acid monohydrateHCID 521998—
SolventChloroformHCID 6212—
Product7-Chloro-2-(2-methoxycarbonylbenzofuran-5-yl)quinolineHCID 2292218236.9%

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 5-acetyl-2-methoxycarbonylbenzofuran (0.57 g), 2-amino-4-chlorobenzaldehyde (0.40 g) and p-toluenesulfonic acid monohydrate (0.04 mg) was stirred at 200° C. for 3 hours. After being cooled, the resulting mixture was dissolved in chloroform, washed with water, dried over magnesium sulfate and concentrated under reduced pressure to give a syrup. The syrup was subjected to column chromatography on silica gel and eluted with a mixture of ethyl acetate and toluene (1:20). The fractions containing object compound were combined and concentrated under reduced pressure to give 7-chloro-2-(2-methoxycarbonylbenzofuran-5-yl)quinoline (0.32 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05661159
Source datasetuspto-grants-1997_08
ORD IDord-8acab26d07264a049ec02b6d65c7d79a
Source noteuspto-grants-1997_08