HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 625710Generated: October 29, 2026
Nitrogen → 4-Mercapto-2,3-dihydro-1H-inden-1-one
https://huagongshe.com/reaction/625710
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Indanone, 4-bromo- | HCID 98713 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | HCID 178476994 | HCID 178476994 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-Mercapto-2,3-dihydro-1H-inden-1-one | HCID 55297318 | 54% |
Reaction Steps
4-Bromo-indanone (500 mg, 2.37 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (137 mg, 0.24 mmol), thioacetate (541 mg, 4.74 mmol) and diisopropylethylamine (1.64 mL, 5.69 mmol) are dissolved in 1,4-dioxane (2 mL). The mixture is degassed with N2 and tris(dibenzylideneacetone)palladium(0) (217 mg, 0.24 mmol) is added and heated under microwave irradiation at 120° C. for 2 hours. The solution is concentrated under vacuum. The crude product obtained is purified by flash chromatography (10-80% ethyl acetate in cyclohexane) to give the title compound (Yield: 210 mg). LC (METHOD 5): tR=0.89 min; Mass spectrum (ES−): m/z=163 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09308194B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-7a1236e4c1254a53bf10626b4ee62280 |
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| Source note | uspto-grants-2016_04 |
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