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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533628Generated: October 30, 2026

Sodium sulfide nonahydrate → 2-(2-ethylsulfanyl-phenyl)-3-methyl-3H-imidazo[4,5-b]pyridin-6-thiol

https://huagongshe.com/reaction/533628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium sulfide nonahydrateHCID 73972—
ReactantAmmonium chloride monohydrateHCID 57429219—
Reactant2-(2-ethylsulfanyl-phenyl)-6-iodo-3-methyl-3H-imidazo[4,5-b]pyridineHCID 67981590—
CatalystCopper iodideHCID 83717—
SolventDimethylformamideHCID 6228—
Product2-(2-ethylsulfanyl-phenyl)-3-methyl-3H-imidazo[4,5-b]pyridin-6-thiolHCID 6809120525.9%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of 2-(2-ethylsulfanyl-phenyl)-6-iodo-3-methyl-3H-imidazo[4,5-b]pyridine (430 mg), copper iodide (229 mg), and DMF (3 ml), sodium sulfide nonahydrate (721 mg) was added at room temperature. The mixture was stirred with heating at 110° C. for 6 hours. Into the reaction mixture cooled to room temperature, saturated aqueous ammonium chloride water solution was poured, and extracted with ethyl acetate. The combined organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 85 mg of 2-(2-ethylsulfanyl-phenyl)-3-methyl-3H-imidazo[4,5-b]pyridin-6-thiol (hereinafter referred to as Present Compound 145):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853238B2
Source datasetuspto-grants-2014_10
ORD IDord-5d16296af30f4d3f913f0eb9ed8fe3db
Source noteuspto-grants-2014_10