Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Ethyl cyanoacetate | HCID 7764 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 18399976 | HCID 18399976 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 4870887 | HCID 4870887 | 96% |
Reaction Steps
N-(Pyridin-2-ylmethyl)thiourea (1.35 g, 8.09 mmol, obtained from Example 1(a)) and ethyl cyanoacetate (1.1 g, 9.71 mmol) was added to sodium ethoxide (freshly made from sodium 0.20 g, 8.9 mmol in ethanol (16 mL)). The reaction mixture was stirred under reflux at 90° C. for 16 h. The mixture was then diluted with water (20 mL) and neutralized with 2M sulfuric acid. The precipitated solid was collected by filtration, washed with water and dried, giving the title compound (1.8 g, 96%) as a solid. The crude product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08026244B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-6e57f2daee38412a92154aaf45ed33fd |
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| Source note | uspto-grants-2011_09 |
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