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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386546Generated: October 31, 2026

Water → Methyl 1-(3,4-dichlorophenyl)-4-hydroxy-6-oxo-1,6-dihydropyridazine-3-carboxylate

https://huagongshe.com/reaction/386546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHCID 178500929HCID 178500929—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductMethyl 1-(3,4-dichlorophenyl)-4-hydroxy-6-oxo-1,6-dihydropyridazine-3-carboxylateHCID 5472406261.3%

Reaction Steps

(E)-Dimethyl 2-(2-(3,4-dichlorophenyl)hydrazono)-3-oxopentanedioate (6.7 g, 19.3 mmol) in 1, 2 dichlorobenzene (20 mL) was heated at 180° C. overnight. After cooling, the reaction to room temperature, water 50 mL was added to the reaction mixture and it was stirred for 1 hour. The product was collected by filtration and further washed with water 20 mL and methanol (10 mL×3), then dried overnight under reduce pressure to yield 3.73 g (55.2%) of methyl 1-(3,4-dichlorophenyl)-4-hydroxy-6-oxo-1,6-dihydropyridazine-3-carboxylate as a tan solid. MS (ESI) 315 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372837B2
Source datasetuspto-grants-2013_02
ORD IDord-8ea37b3b9f9d4af393f64b9f2c0bbdc3
Source noteuspto-grants-2013_02