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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422786Generated: October 25, 2026

Phosphorus oxychloride → Methyl 4-chloro-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylate

https://huagongshe.com/reaction/422786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantMethyl 1,6-dihydro-4-hydroxy-6-oxo-1-phenyl-3-pyridazinecarboxylateHCID 54686161—
ProductMethyl 4-chloro-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylateHCID 278447984%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 4-hydroxy-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylic acid methyl ester (3.83 g, 15.6 mmol) and phosphorous oxychloride (50 mL) was heated to 85° C. After 20 hours, the reaction mixture was concentrated under reduced pressure. The resulting residue was quenched with water. The precipitate was filtered and dissolved in EtOAc, dried (MgSO4) and concentrated under reduced pressure to yield 3.44 g (84%) of desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101639B2
Source datasetuspto-grants-2012_01
ORD IDord-b7dcb8b87bee46558719d3dedc6aa462
Source noteuspto-grants-2012_01