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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061113Generated: October 28, 2026

1-Methylimidazole → 1-Methyl-2-(tributylstannyl)-1H-imidazole

https://huagongshe.com/reaction/2061113

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylimidazoleHCID 1390—
ReactantTributyltin ChlorideHCID 15096—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product1-Methyl-2-(tributylstannyl)-1H-imidazoleHCID 276325279%

Reaction Steps

n-BuLi (7.6 mL, 18.9 mmol) was added dropwise at −10° C. under nitrogen atmosphere over a period of 30 minutes to an anhydrous tetrahydrofuran solution (20 mL) of 1-methyl-1H-imidazole (1.6 mL, 18.8 mmol), and the mixture was stirred for 2.5 hours. Next, a tetrahydrofuran solution (12 mL) of Bu3SnCl (5.1 mL, 18.8 mmol) was added dropwise over a period of one hour at −78° C., and then the mixture was raised to room temperature and stirred overnight. The title compound (5.48 g, 79%) was obtained by vacuum distillation (140-142° C., 0.5 mmHg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278465B2
Source datasetuspto-grants-2012_10
ORD IDord-8893641130e54a34a7adfd803419d39a
Source noteuspto-grants-2012_10