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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1649008Generated: October 31, 2026

Chloroacetyl chloride → 5-(Chloroacetyl)-8-hydroxy-2(1H)-quinolinone

https://huagongshe.com/reaction/1649008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantNitrobenzeneHCID 7416—
Reactant8-hydroxyquinolin-2(1H)-oneHCID 97250—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventHydrochloric AcidHCID 313—
Product5-(Chloroacetyl)-8-hydroxy-2(1H)-quinolinoneHCID 13260299—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 8-hydroxycarbostyril (27 g) and chloroacetyl chloride (37 ml) in ntirobenzene (250 ml) was added aluminum chloride (85 g) portionwise and the mixture was stirred at 70° C. for 20 hours. After adding 10% hydrochloric acid (500 ml), nitrobenzene was removed by steam distillation. After cooling, crystals which formed were collected by filtration, washed with 300 ml of hot water and recrystallized from methanol to give 4.0 g of 5-chloroacetyl-8-hydroxycarbostyril.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04414390
Source datasetuspto-grants-1983_11
ORD IDord-9044843f8cda477f8220d25a01ba982a
Source noteuspto-grants-1983_11