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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029096Generated: November 1, 2026

4-Chlorophenol → HCID 58168060, compound

https://huagongshe.com/reaction/1029096

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorophenolHCID 4684—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 58168117HCID 58168117—
SolventDimethylformamideHCID 6228—
ProductHCID 58168060HCID 5816806098%

Reaction Conditions

Temperature180 °C

Reaction Steps

9-Fluoro-5H-benzo[c][1,8]naphthyridin-6-one (40 mg, 0.19 mmol), 4-chlorophenol (72 mg, 0.56 mmol), and potassium carbonate (129 mg, 0.93 mmol) were suspended in DMF (1.5 mL), and stirred for 20 minutes at 180° C. in the microwave. The reaction mixture was quenched with H2O. The resulting precipitate was filtered, washed with H2O, and dried under vacuum to provide 74 (59 mg, 98% yield) as a tan solid. LC-MS (M+H=323, obsd.=323). 1H NMR (400 MHz, d6-DMSO): δ 12.02 (s, 1H), 8.77 (dd, 1H), 8.51 (dd, 1H), 8.33 (d, 1H), 8.15 (d, 1H), 7.52 (m, 2H), 7.23 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-6e2e5bc528da4745b2d419c1acd331e3
Source noteuspto-grants-2014_05