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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 728634Generated: October 30, 2026

Hydrochloric Acid → 4-fluoro-2-[[(4-methoxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole

https://huagongshe.com/reaction/728634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactantm-Chloroperbenzoic acidHCID 70297—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Fluoro-2-[[(4-methoxy-2-pyridinyl)methyl]thio]-1H-benzimidazoleHCID 15662488—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product4-fluoro-2-[[(4-methoxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazoleHCID 15662489—

Reaction Steps

4-Fluoro-2[[(4-methoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole (1.31 g, 0.0045 mol) was dissolved in methylene chloride (60 ml). NaHCO3 (0.76 g, 0.0090 mol) dissolved in water (10 ml) was added and the mixture was cooled to +2° C. m-Chloroperbenzoic acid, 84% (1.64 g, 0.0045 mol) dissolved in methylene chloride (10 ml) was added dropwise with stirring. Stirring was continued at +2° C. for 15 min. After separation the organic layer was extracted with an aqueous 0.20 M NaOH solution (2×25 ml, 0.010 mol). The combined aqueous solutions were neutralized to pH 7-8 with 0.1 M HCl in the presence of methylene chloride [100 ml). After separation the aqueous layer was extracted with methylene chloride and the combined organic solutions were dried over MgSO4. The solutions was evaporated and the title compound was obtained (1.06 g, 77%). NMR data for the final product is given below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05049674
Source datasetuspto-grants-1991_09
ORD IDord-8ca408083d59442c8d50ba8982284686
Source noteuspto-grants-1991_09