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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2111107Generated: October 30, 2026

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

https://huagongshe.com/reaction/2111107

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 numberUS07517994B2
Source datasetuspto-grants-2009_04
ORD IDord-989346f730eb41e2bf962992f3b8d95f
Source noteuspto-grants-2009_04