Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 727902Generated: October 30, 2026

Sodium Hydroxide → Rabeprazole-thioether

https://huagongshe.com/reaction/727902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridineHCID 11031667—
ReactantHCID 178527775HCID 178527775—
SolventEthanolHCID 702—
ProductRabeprazole-thioetherHCID 994999695.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

20 cc of ethanol was added to a mixture comprising 280 mg (1.8 mmol) of 2-mercapto-1H-benzimidazole, 470 mg (2 mmol) of 2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine and 100 mg (2.4 mmol) of sodium hydroxide. The obtained mixture was stirred at 50° C. for 3 hours. After the completion of the reaction, the reaction mixture was distilled to remove the ethanol. The obtained residue was purified by silica gel column chromatography to obtain 590 mg of 2-[{4-(3-methoxypropoxy)-3-methylpyridine-2-yl}methylthio]-1H-benzimidazole as a pale yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05045552
Source datasetuspto-grants-1991_09
ORD IDord-8d96d4f7755b41938c4389cadac98620
Source noteuspto-grants-1991_09