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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840432Generated: October 31, 2026

Ethyl Acetate → HCID 22632004, compound

https://huagongshe.com/reaction/1840432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTributyltin ChlorideHCID 15096—
ReactantHCID 22631779HCID 22631779—
ReactantHCID 178418244HCID 178418244—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22632004HCID 22632004—

Reaction Conditions

Temperature-60 °C

Reaction Steps

5,7-Bis(methylthio)imidazo[5,1-b]thiazole (1.66 g) was dissolved in 50 ml of THF under an argon atmosphere. The solution was cooled to −60° C. A 1.6 N n-butyllithium/n-hexane solution (5.76 ml) and 2.29 ml of tri-n-butylstannyl chloride were added dropwise in that order to the solution, and the temperature of the mixture was raised to −40° C. over a period of one hr. Ethyl acetate (100 ml) was added to the reaction solution, and the mixture was washed with 100 ml of brine. The organic layer was dried over anhydrous magnesium sulfate, and was filtered. The solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1) to prepare 2.31 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680313B2
Source datasetuspto-grants-2004_01
ORD IDord-efa242a05b214d578e155b460924ecf8
Source noteuspto-grants-2004_01