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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 421878Generated: October 25, 2026

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

https://huagongshe.com/reaction/421878

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 numberUS08101611B2
Source datasetuspto-grants-2012_01
ORD IDord-0d539a506ef44539957b92ef876d0d1a
Source noteuspto-grants-2012_01