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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387377Generated: October 31, 2026

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

https://huagongshe.com/reaction/2387377

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 numberUS08268852B2
Source datasetuspto-grants-2012_09
ORD IDord-edafbf0dedc945fc8c10572209ea29e1
Source noteuspto-grants-2012_09