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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium sulfide nonahydrate | HCID 73972 | — |
| Reactant | Ammonium chloride monohydrate | HCID 57429219 | — |
| Reactant | 2-(2-ethylsulfanyl-phenyl)-6-iodo-3-methyl-3H-imidazo[4,5-b]pyridine | HCID 67981590 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2-ethylsulfanyl-phenyl)-3-methyl-3H-imidazo[4,5-b]pyridin-6-thiol | HCID 68091205 | 25.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278983B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-ed1a9a2cc3744f8d92b26f8c75b0fb81 |
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| Source note | uspto-grants-2016_03 |
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