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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1441609Generated: October 31, 2026

Tributyltin Chloride → 1-methyl-5-(tributylstannyl)-1H-1,2,3-triazole

https://huagongshe.com/reaction/1441609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributyltin ChlorideHCID 15096—
Reactant1-Methyl-1H-1,2,3-triazoleHCID 140119—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product1-methyl-5-(tributylstannyl)-1H-1,2,3-triazoleHCID 22609826102.8%

Reaction Steps

To a solution of 1-methyl-1H-[1,2,3]triazole (1.33 g, 16 mmol) in THF (20 mL) at −78° C., was added dropwise n-BuLi (11 mL, 1.6M, 18 mmol). The mixture was stirred at −78° C. for 2 h before addition of Bu3SnCl (4.75 mL, 17.6 mmol). The mixture was stirred at this temperature for 1 h and at r.t. for 1 h. The mixture was concentrated in vacuo and hexanes was added. The insoluble material was removed by filtration and the filtrate was concentrated in vacuo to afford 1-methyl-5-tributylstannanyl-1H-[1,2,3]triazole (6.12 g, 82% yield) as a yellow syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07655666B2
Source datasetuspto-grants-2010_02
ORD IDord-e91f7334560144208b9a9283eaed8271
Source noteuspto-grants-2010_02