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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15154Generated: October 25, 2026

Water → 3-Ethenyl-6,7-dihydro[1,4]oxathiino[3,2-c]pyridazine

https://huagongshe.com/reaction/15154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2,4,6-Trivinylboroxin-Pyridine ComplexHCID 2734806—
Reactant3-Chloro-6,7-dihydro[1,4]oxathiino[3,2-c]pyridazineHCID 86623079—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-Ethenyl-6,7-dihydro[1,4]oxathiino[3,2-c]pyridazineHCID 6752727371.2%

Reaction Conditions

Temperature96 °C

Reaction Steps

A solution of 3-chloro-6,7-dihydro[1,4]oxathiino[3,2-c]pyridazine (450 mg, 2.4 mmol) in dimethoxyethane (12 ml) was treated with tetrakis(triphenylphosphine)palladium (0) (61 mg), potassium carbonate (313 mg), 2,4,6-trivinylcyclotriboroxane pyridine complex (375 mg) and water (1.5 ml). The mixture was heated at 96° C., overnight. The mixture was evaporated to dryness, treated with aqueous sodium bicarbonate solution, extracted (4×) with DCM, dried (sodium sulphate), evaporated and chromatographed on silica gel (50 g), eluting with 1:1 ethyl acetate-hexane, affording a solid (200 mg, 46%), containing slightly impure product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732460B2
Source datasetuspto-grants-2010_06
ORD IDord-ddbc66b9b4ed49d5bcddcc05649432f6
Source noteuspto-grants-2010_06