Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzoyl isothiocyanate | HCID 68284 | — |
| Reactant | 2-Ethoxypropan-1-amine | HCID 22450283 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 86623120 | HCID 86623120 | 68% |
Reaction Steps
2-Ethoxy-propylamine (1.50 g, 14.5 mmol) and benzoylisothiocyanate (2.61 g, 16.0 mmol) in chloroform (50 mL) were heated at 75° C. for 1 h. The solvent was removed under reduced pressure and methanol (15 mL) and water (30 mL) were added. Potassium carbonate (2.0 g, 14.5 mmol) was added and the mixture was heated at 75° C. for 2 h. After cooling to room temperature, the mixture was neutralized with 2M sulphuric acid and the solvent was removed under reduced pressure. The crude product was dissolved in methanol and insoluble material was removed by filtration. The solvent was distilled off and the resulting solid was washed with dichloromethane and dissolved in ethanol. Insoluble material was removed by filtration and the solvent was removed under reduced pressure. This gave the title compound as a white solid (1.6 g, 59% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07943625B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-fe498ca40f2543dd80ffe58a0d6c2ed6 |
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| Source note | uspto-grants-2011_05 |
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