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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971205Generated: November 2, 2026

Hydrochloric Acid → 4-chloro-1,3,8-trimethyl-1H,6H-pyrido[2,3-d]pyridazine-2,5-dione

https://huagongshe.com/reaction/1971205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2-Acetyl-4-chloro-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acidHCID 66673955—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product4-chloro-1,3,8-trimethyl-1H,6H-pyrido[2,3-d]pyridazine-2,5-dioneHCID 66673372—

Reaction Steps

To a solution of 2-acetyl-4-chloro-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid (1 equivalent) and hydrazine monohydrate (3.30 equivalents) in THF is added 1 N HCl (0.80 equivalents). After 16 hours, the reaction mixture is diluted with ethyl acetate, washed with water and brine, dried (MgSO4) and concentrated under reduced pressure. The desired product purified by trituration or flash column chromatography to afford the desired product as necessary.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431574B2
Source datasetuspto-grants-2013_04
ORD IDord-b1cd37dd04ec4b6e88de8687f9401b27
Source noteuspto-grants-2013_04