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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921032Generated: October 31, 2026

Sodium Hydroxide → HCID 77230829, compound

https://huagongshe.com/reaction/921032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 15293173HCID 15293173—
CatalystN,N-DimethylanilineHCID 949—
SolventTolueneHCID 1140—
ProductHCID 77230829HCID 77230829—

Reaction Steps

12.1 ml (130 mmol) of phosphoryl chloride are added dropwise at room temperature to a suspension of 22.2 g (100 mmol) of 8-phenyl-1,6-naphthyridin-5(6H)-one [173773-04-1] in 100 ml of toluene. After addition of 5 drops of N,N-dimethylaniline, the reaction mixture is heated under reflux for 5 h. After cooling, the reaction mixture is diluted with 300 ml of toluene, poured onto 1000 g of ice and rendered alkaline (pH about 9) by addition of 5 N NaOH. The organic phase is separated off, washed once with 300 ml of sat. sodium chloride solution, dried over magnesium sulfate, and the toluene is removed in vacuo. Yield: 22.9 g (95 mmol), 95%. Purity: >95% according to 1H-NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273080B2
Source datasetuspto-grants-2016_03
ORD IDord-6c74a9b51b614da693d32513af908d9b
Source noteuspto-grants-2016_03