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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640684Generated: October 31, 2026

Tributyltin Chloride → 4-(5-Tributylstannanyl-[1,2,3]triazol-1-yl)-benzonitrile

https://huagongshe.com/reaction/1640684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributyltin ChlorideHCID 15096—
Reactant4-(1H-1,2,3-Triazol-1-yl)benzonitrileHCID 9793960—
ReactantHCID 178418306HCID 178418306—
SolventTetrahydrofuranHCID 8028—
Product4-(5-Tributylstannanyl-[1,2,3]triazol-1-yl)-benzonitrileHCID 6673850443.6%

Reaction Conditions

Temperature-78 °C

Reaction Steps

4-[1,2,3]Triazol-1-yl-benzonitrile (0.105 g, 0.6 mmol) and dry THF (6 ml) and a magnetic stirrer were placed in a flask. The flask was flushed with argon and kept under an inert atmosphere and cooled to −78° C. At this temperature, tert-BuLi (0.36 ml, 1.7M, 0.6 mmol) was added dropwise during 1-2 minutes. The mixture was stirred at this temperature for 15 minutes and Bu3SnCl (0.19 g, 0.6 mmol) was added during 1 minute, and the mixture was then allowed to slowly reach RT. The crude mixture was directly purified on silica (heptane:EtOAc 4:1) giving 0.12 g (43%) of the title stannane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114881B2
Source datasetuspto-grants-2012_02
ORD IDord-051bbb93984f4f4e82433791b3247235
Source noteuspto-grants-2012_02