Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Carbazole | HCID 6854 | — |
| Reactant | 2,6-Dichloropyridine | HCID 16989 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,6-di(9H-carbazol-9-yl)pyridine | HCID 23062165 | 80.4% |
Reaction Steps
To a solution of carbazole (97.0 g, 0.58 mol) and 2,6-dichloropyridine (41.0 g, 0.28 mol) in dry DMF (200.0 ml) was slowly added NaH (20.0 g, 0.83 mol) at room temperature under nitrogen atmosphere and stirring. The addition of NaH was taken over 60 minutes. After the addition of NaH, the mixture was heated to 160° C. and kept at this temperature for 12 hours. After cooling, water (300.0 ml) was added into the reaction mixture. The product as a brown solid was collected by filtration. The crude product was purified with recrystallization from acetone/water to give 92.2 g (81.3 g) of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546505B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-f960f28bd3a7487b94423d29ee38a658 |
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| Source note | uspto-grants-2013_10 |
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