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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503207Generated: October 30, 2026

Water → Methyl[1,4]benzodioxino[2,3-c]pyridazine-3-carboxylate

https://huagongshe.com/reaction/1503207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3-Chlorobenzo[5,6][1,4]dioxino[2,3-c]pyridazineHCID 12213466—
ReactantDimethyl sulfoxide methanolHCID 22036561—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
ProductMethyl[1,4]benzodioxino[2,3-c]pyridazine-3-carboxylateHCID 117695404—

Reaction Steps

To 3-chloro[1,4]benzodioxino[2,3-c]pyridazine (1.71 g) was added a mixed solvent of dimethyl sulfoxide-methanol (1:1) (40 ml), and the mixture was stirred. 1,1′-Bis(diphenylphosphino)ferrocene (1.72 g), diacetoxypalladium (350 mg) and triethylamine (2.2 mL) were added, and the mixture was stirred under a carbon monoxide atmosphere at 1 atm, 80° C. for 19 hr. Water was added and the mixture was extracted with ethyl acetate, and the organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give methyl[1,4]benzodioxino[2,3-c]pyridazine-3-carboxylate (950 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212147B2
Source datasetuspto-grants-2015_12
ORD IDord-b48aeed5c735406885125317305b183f
Source noteuspto-grants-2015_12