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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697169Generated: October 31, 2026

Methyl iodide → HCID 12668461, compound

https://huagongshe.com/reaction/1697169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant2-(1H-benzimidazol-2-yl)anilineHCID 79869—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12668461HCID 12668461—

Reaction Steps

2-(1H-benzo[d]imidazol-2-yl)benzenamine (525 mg, 2.5 mmol) in 5 mL dry THF was cooled to −78 degrees before 1 mL n-Bu-Li (2.5 mmol, 2.5 N in hexanes) was added via a syringe. The reaction was stirred at −78 degrees for 20 min and MeI (360 mg, 2.6 mmol) was added. The reaction was warmed to r.t. gradually and kept at room temperature for another hour. The reaction crude was diluted with 25 mL ether and the resulted suspension was filtered off the solid. The crude product was isolated after the solvent was removed from the collected filtrate to product 510 mg of 2-(1-methyl-1H-benzo[d]imidazol-2-yl)benzenamine in greater than 95% purity (MS, M++H=224.1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163908B2
Source datasetuspto-grants-2012_04
ORD IDord-5bbcfeb798794232887c426d10242de3
Source noteuspto-grants-2012_04