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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375522Generated: November 1, 2026

7-Fluoroisatin → 2-(4-chlorobenzyl)-8-fluoro-3-hydroxyquinoline-4-carboxylic Acid

https://huagongshe.com/reaction/2375522

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-FluoroisatinHCID 586418—
Reactant2-(4-Chloro-benzyl)-3-hydroxy-8-phenyl-quinoline-4-carboxylic AcidHCID 11383708—
Reactant1-(Acetyloxy)-3-(4-chlorophenyl)-2-propanoneHCID 12222464—
Product2-(4-chlorobenzyl)-8-fluoro-3-hydroxyquinoline-4-carboxylic AcidHCID 1142753210%

Reaction Steps

This compound was synthesized according to the procedure described above for Compound 2, reacting 7-fluoroisatin (1.00 g, 6.06 mmol) with 3-(4-chlorophenyl)-2-oxopropyl acetate, Intermediate 2 (1.72 g, 7.57 mmol). The crude acid was purified as described above for Compound 3, then recrystallized from ethanol/benzene to give pure product as an off-white powder Compound 13 (0.206 g, 10% yield): 1H NMR (400 MHz, DMSO-D6) δ 4.34 (s, 2H) 7.37 (m, 5H) 7.55 (m, 1H) 8.34 (d, J=8.6 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465799B2
Source datasetuspto-grants-2008_12
ORD IDord-f6172b2652444368b66fe55813172c4f
Source noteuspto-grants-2008_12