HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 2-iodo-9-(pyridin-2-yl)-9H-carbazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 1-N,2-N-dimethylcyclohexane-1,2-diamine | HCID 551074 | — |
| Reactant | 2-bromo-9-(pyridin-2-yl)-9H-carbazole | HCID 70654852 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-iodo-9-(pyridin-2-yl)-9H-carbazole | HCID 121409855 | 83.1% |
Reaction Steps
A 100 ml three neck round bottom flask was charged with 2-bromo-9-(pyridin-2-yl)-9H-carbazole (10.15 g, 31.4 mmol), copper(I) iodide (1.196 g, 6.28 mmol), N1,N2-dimethylcyclohexane-1,2-diamine (1.981 ml, 12.56 mmol), sodium iodide (18.83 g, 126 mmol), and Dioxane (60 ml.). The reaction mixture was then heated to reflux for 18 hours. The reaction mixture was diluted with deionized water and extracted with ethyl acetate. The organic portion was combined and subjected to column chromatography (SiO2, 50%/DCM in heptane) to yield 2-iodo-9-(pyridin-2-yl)-9H-carbazole (9.66 g, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09450195B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-64a4c0300e1c4dfc9a5fefb5a8c9395c |
| Source note | uspto-grants-2016_09 |