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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chlorobenzo[5,6][1,4]dioxino[2,3-c]pyridazine | HCID 12213466 | — |
| Reactant | Dimethyl sulfoxide methanol | HCID 22036561 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Product | Methyl[1,4]benzodioxino[2,3-c]pyridazine-3-carboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09212147B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-b48aeed5c735406885125317305b183f |
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| Source note | uspto-grants-2015_12 |
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