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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173122Generated: November 1, 2026

Phosphorus oxychloride → 2-Chloro-1,6-naphthyridine

https://huagongshe.com/reaction/1173122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant1,6-Naphthyridin-2(1H)-OneHCID 589674—
Product2-Chloro-1,6-naphthyridineHCID 1353196758.45%

Reaction Conditions

Temperature120 °C

Reaction Steps

1,6-Naphthyridine-2-one (1.0 g, J. Org. Chem. 4744 (1990)) was dissolved in phosphorous oxychloride (19 ml), followed by heating under reflux at 120° C. for 2 hours. After cooling, the solvent was evaporated, and the residue was basified with water and potassium carbonate. Then, the mixture was extracted with ethyl acetate, and the extract was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, to give the title compound (0.658 g, 58.45%) as orange crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834049B2
Source datasetuspto-grants-2010_11
ORD IDord-2f864acd90334f0488ce84625148b9c4
Source noteuspto-grants-2010_11