Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | HCID 86649131 | HCID 86649131 | — |
| Product | HCID 86649130 | HCID 86649130 | 77% |
Reaction Steps
A solution of the product from Example 214D (0.50 g, 1.47 mmol) in Et2O (10 mL) was treated dropwise with 48% aq. hydrogen bromide (0.500 mL, 4.42 mmol). The resulting mixture was stirred at rt for 30 min. Water (1 mL) was added, and the mixture was extracted with Et2O (3×10 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was dissolved in EtOH (15 mL). To the resulting solution was added thiourea (0.45 g, 5.89 mmol), and the resulting mixture was stirred at rt for 1 h and then concentrated to ca. 1 mL. Water (10 mL) was added, and the pH was neutralized using saturated aq. NaHCO3. The resulting solid was collected by filtration and dried in vacuo to give the title compound (0.455 g, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691938B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-f4b3a7320418490598e3ec6aaa5c2367 |
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| Source note | uspto-grants-2014_04 |
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