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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15936Generated: October 25, 2026

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

https://huagongshe.com/reaction/15936

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 numberUS07732616B2
Source datasetuspto-grants-2010_06
ORD IDord-6974ef40710e403a9cab3cba29602569
Source noteuspto-grants-2010_06