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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923767Generated: October 29, 2026

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

https://huagongshe.com/reaction/923767

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 numberUS09278983B2
Source datasetuspto-grants-2016_03
ORD IDord-ed1a9a2cc3744f8d92b26f8c75b0fb81
Source noteuspto-grants-2016_03