Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 9966826 | HCID 9966826 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178527933 | HCID 178527933 | 94.5% |
Reaction Steps
The compound from Example 156 (100 mg, 0.31 mmol) was suspended in ethanol (2 ml) and cooled to 0° C. Carbon disulfide (0.04 ml, 0.71 mmol) was added follow by potassium hydroxide (20 mg, 0.31 mmol). The reaction was stirred 1 hr and the cold bath removed. After 1 hr at ambient temperature, the reaction was refluxed for 3 hours then concentrated to a solid. The crude solid was triturated with chloroform (1×5 ml) and concentrated. The residue was dissolved in water (15 ml) and acidified with formic acid. The resulting precipitate was isolated by filtration, washed with water (2×15 ml), and dried in a desiccator to yield the title compound (106 mg, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06232320B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-3f6eb361c3f74fb7a8e8befea448b5dc |
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| Source note | uspto-grants-2001_05 |
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