Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 10-Methoxyiminostilbene | HCID 78424 | — |
| Reactant | Pyridinium bromide | HCID 11309665 | — |
| Reactant | HCID 178418852 | HCID 178418852 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Oxcarbazepine | HCID 34312 | 58% |
Reaction Steps
The carbamoylation reaction was performed as in Example 1. After about 7–8 hours of stirring the carbamoylation reaction mixture (containing pyridinium bromide, 10-methoxy-5H-dibenz[b,f]azepine, water, toluene, and NaOCN) at room temperature (22° C.), the mixture was heated to 55–60° C., and 500 ml of 10% HCl was added drop-wise and carefully. The reaction mixture was warmed to reflux (89° C.) for 3–4 hours, and then worked up and purified as in Example 1. 32.8 g (58% yield) of crude oxcarbazepine was obtained. The crude afforded 24.9 g (44% overall yield) of pure oxcarbazepine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07091339B2 |
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| Source dataset | uspto-grants-2006_08 |
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| ORD ID | ord-5cb6d0f152d044ee8dc9a054a97d110f |
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| Source note | uspto-grants-2006_08 |
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