HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418446Generated: October 29, 2026
Hydrochloric Acid → 8-Nitro-(2,5-dimethyl-1H-indol-3-yl)quinoline
https://huagongshe.com/reaction/418446
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2,5-Dimethyl-1H-indole | HCID 70965 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Chloro-8-nitroquinoline | HCID 610440 | — |
| Catalyst | 1,4-Dioxane | HCID 31275 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 8-Nitro-(2,5-dimethyl-1H-indol-3-yl)quinoline | HCID 66651779 | 85.6% |
Reaction Steps
2,5-Dimethylindole (300 mg) and 8-nitro-4-chloroquinoline (430 mg) were suspended in NMP (10 ml) containing 4M HCl in dioxane (2 drops) and maintained under a nitrogen atmosphere. The reaction was heated to 120° C. with stirring for 8 hours. When cooled, the mixture was basified with saturated sodium hydrogen carbonate solution and extracted into ethyl acetate, dried (MgSO4) and evaporated under reduced pressure to give an oil. The oil was purified by flash column chromatography using 2:1 isohexane/ethyl acetate as eluent to give the sub-title compound (560 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093278B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-a3a638010abf439e81c9a94643e8af70 |
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| Source note | uspto-grants-2012_01 |
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