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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647158Generated: October 31, 2026

Sodium Hydroxide → 5-Carbomethoxy-6-methyl-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole

https://huagongshe.com/reaction/1647158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-Chloromethyl-3,4-dimethoxypyridinium chlorideHCID 16216928—
ReactantHCID 178497010HCID 178497010—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product5-Carbomethoxy-6-methyl-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazoleHCID 2185154992%

Reaction Steps

5-Carbomethoxy-6-methyl-2-mercapto-1H-benzimidazole (0.67 g, 0.003 mol) and NaOH (0.12g, 0.003 mol) in H2O (0.6 ml) were dissolved in CH3OH (15 ml). 3,4-dimethoxy-2-chloromethylpyridine hydrochloride, (=0.0036 mol) as a crude material in CH3OH (10 ml) and NaOH (0.144 g, 0.0036 mol) in H2O (0.72 ml) were added. The mixture was heated to reflux and the reflux was continued for 1 hour. CH3OH was evaporated off and the crude material was purified by chromatography on a silica column using CH2Cl2 --CH3OH (98-2) as eluent, giving (1.03 g, 92%) of the pure title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05430042
Source datasetuspto-grants-1995_07
ORD IDord-1ba172f79c6749f4bec328c1fa0be190
Source noteuspto-grants-1995_07