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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515567Generated: October 26, 2026

Sodium Hydroxide → 6-Chloro-2-phenyl-3-(pyridazin-4-yl)imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/515567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactanto-ChloranilHCID 73252—
ReactantEthyl 4-[6-chloro-2-phenylimidazo[1,2-b]pyridazin-3-yl]-4H-pyridazine-1-carboxylateHCID 59367705—
SolventChloroformHCID 6212—
Product6-Chloro-2-phenyl-3-(pyridazin-4-yl)imidazo[1,2-b]pyridazineHCID 5936770471.2%

Reaction Steps

22.3 g (58.4 mmol) of ethyl 4-[6-chloro-2-phenylimidazo[1,2-b]pyridazin-3-yl]-4H-pyridazine-1-carboxylate are dissolved in 450 ml of chloroform and 15.1 g (61.3 mmol) of ortho-chloranil are added portionwise. The reaction medium is stirred for 30 minutes at ambient temperature and then poured into a 2N aqueous solution of sodium hydroxide. The product is extracted with chloroform. The organic phase is dried over sodium sulfate and then concentrated under reduced pressure. The dark beige residue is crystallized from a mixture of 80 ml of isopropanol and 60 ml of diisopropyl ether under hot conditions, to give 12.8 g of a beige powder after cooling, isolation by filtration and drying.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108971B2
Source datasetuspto-grants-2015_08
ORD IDord-0db880d49b4548ceaf987917d395acfa
Source noteuspto-grants-2015_08