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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 882721Generated: October 29, 2026

Dimethylformamide → HCID 131727883, compound

https://huagongshe.com/reaction/882721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThiophenolHCID 7969—
ReactantCesium carbonateHCID 10796—
ReactantSodium HydroxideHCID 14798—
Reactant1,4-Diazabicyclo[3.2.2]nonane, 4-(6-chloro-3-pyridazinyl)-HCID 9861860—
ProductHCID 131727883HCID 131727883—

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of 4-(6-chloro-pyridazin-3-yl)-1,4-diazabicyclo[3.2.2]nonane (0.27 g; 1.1 mmol) thiophenol (0.96 g; 8.4 mmol), caesium carbonate (369 mg; 1.1 mmol) and DMF (1 ml) was stirred at 125° C. for 15 hours. Aqueous sodium hydroxide (5 ml; 4M) was added. The mixture was extracted with dichloromethane (3×5 ml). Chromatography on silica gel with dichloromethane, 10% methanol and 1% aqueous ammonia as solvent gave the title compound as an oil. Yield 0.32 g (93%). The corresponding salt was obtained by addition of a diethyl ether and methanol mixture (9:1) saturated with fumaric acid. Mp. 102.2° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08236793B2
Source datasetuspto-grants-2012_08
ORD IDord-d78dd9e191fa4225bca5df4e99eee43a
Source noteuspto-grants-2012_08