Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 12148637 | HCID 12148637 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9954320 | HCID 9954320 | 33% |
Reaction Steps
To a mixture of 4-chlorobutyl 1-phenyl-1,2-dihydro[1,4]oxazino[2,3,4-jk]carbazol-7-yl ether (0.36 g, 0.9 mmol) in dry DMF (10 mL) is added potassium carbonate (0.63 g, 4.6 mmol), diethylamine (0.48 mL, 4.6 mmol), and sodium iodide (0.135 g, 0.9 mmol). The mixture is heated at 50° C. for 20 h. The mixture is then cooled to room temperature and partitioned between water and ether. The ether layer is washed twice with water (50 mL) then dried over anhydrous sodium sulfate and concentrated. Column chromatography (60 mL silica) using 5% methanol in methylene chloride as eluent gave 0.127 g (33%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06932961B1 |
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| Source dataset | uspto-grants-2005_08 |
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| ORD ID | ord-642f0281c5864faeb159459bd562292b |
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| Source note | uspto-grants-2005_08 |
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