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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960133Generated: October 30, 2026

Methyl iodide → 5-Biphenyl-4-yl-6-fluoro-2-methylsulfanyl-1H-benzoimidazole

https://huagongshe.com/reaction/1960133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantTriethylamineHCID 8471—
Reactant5-Biphenyl-4-yl-6-fluoro-1,3-dihydro-benzoimidazole-2-thioneHCID 86640507—
SolventTetrahydrofuranHCID 8028—
Product5-Biphenyl-4-yl-6-fluoro-2-methylsulfanyl-1H-benzoimidazoleHCID 67376600—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 13-4 (2.23 g, 6.9 mmol) in 40 mL of THF was added triethylamine (2.2 mL), followed by the dropwise addition of methyliodide (0.43 mL, 6.9 mmol). The reaction mixture was heated to 40° C. for 2 h. The solvent was then removed in vacuo and the residue was taken up in EtOAc and washed two times with 100 mL portions of saturated aqueous ammonium chloride and a 100 mL portion of brine. The combined organic layers were dried over MgSO4 filtered and concentrated to dryness in vacuo. Then 150 mL of CH2Cl2 were added and the resulting precipitate was collected by vacuum filtration to give title compound 13-5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410284B2
Source datasetuspto-grants-2013_04
ORD IDord-a1c9fa97de544db7967a9e34f385e707
Source noteuspto-grants-2013_04