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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709758Generated: October 30, 2026

Sodium Hydroxide → 5-Fluoro-2-[(4-methoxy-3-methyl-2-pyridyl)methylthio]benzimidazole

https://huagongshe.com/reaction/1709758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant6-fluoro-1H-benzimidazole-2-thiolHCID 3434885—
Reactant2-(Chloromethyl)-4-methoxy-3-methylpyridine--hydrogen chloride (1/1)HCID 11513982—
SolventWaterHCID 962—
Product5-Fluoro-2-[(4-methoxy-3-methyl-2-pyridyl)methylthio]benzimidazoleHCID 19024498—

Reaction Steps

10.6 g of 5-fluoro-2-benzimidazolethiol were suspended in 570 ml of alcohol and treated with 13.1 g of 2-chloromethyl-4-methoxy-3-methylpyridine hydrochloride. A solution of 5 g of sodium hydroxide in 130 ml of water was added dropwise thereto while cooling with ice, the mixture was left to boil at reflux overnight and then concentrated to about 1/3 of the volume in a vacuum. After the addition of 500 ml of water the resulting crystals were filtered off and washed thoroughly firstly with water and then with ether. There was obtained 5-fluoro-2-[[(4-methoxy-3-methyl-2-pyridyl)methyl]thio]benzimidazole of melting point 128°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04950677
Source datasetuspto-grants-1990_08
ORD IDord-8dafc7d0ea70437d80b012f503170dae
Source noteuspto-grants-1990_08