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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180Generated: October 23, 2026

N-(4-Chlorophenyl)-3-phenylacrylamide → 5-Chloroquinolin-2(1h)-one

https://huagongshe.com/en/reaction/2180

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(4-Chlorophenyl)-3-phenylacrylamideHCID 303259—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventChlorobenzeneHCID 7964—
Product5-Chloroquinolin-2(1h)-oneHCID 12278036—

Reaction Conditions

Temperature125 °C

Reaction Steps

To a mixture of N-(4-chlorophenyl)cinnamamide (8.3 g), and chlorobenzene (60 ml) was added portionwise aluminum chloride (21.4 g) under nitrogen at room temperature and the reaction mixture was slowly warmed up to 125° C. and kept at that temperature for 3 hours. The reaction mixture was cooled down and poured over 400 g of ice. The product crystallized out as a pink solid which was filtered and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05728715
Source datasetuspto-grants-1998_03
ORD IDord-9b1470facdae4b2f84c618a3f6010aa4
Source noteuspto-grants-1998_03