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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945315Generated: November 3, 2026

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

https://huagongshe.com/reaction/1945315

Reaction equation

Participants

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

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 5 (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 one 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 6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394969B2
Source datasetuspto-grants-2013_03
ORD IDord-9aedb8f98e744353b6bec01d7989751b
Source noteuspto-grants-2013_03