Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Cyanoacetamide | HCID 7898 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Sulfur | HCID 5362487 | — |
| Reactant | HCID 53872785 | HCID 53872785 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 17930969 | HCID 17930969 | 17% |
Reaction Steps
2-(2-Methoxyvinyl)pyridine (1.28 g) was dissolved in ethanol (13 ml) and to the solution was added 6M sulphuric acid (3.6 ml). The solution was heated to 80° C. for 20 minutes then allowed to cool to 55° C. Morpholine (8 ml) was added followed by cyanoacetamide (0.796 g) and sulfur (0.334 g). The mixture was heated at 55° C. for 4 h. After cooling to room temperature the solution was poured into water (100 ml) and extracted with ethyl acetate. The extracts were dried (MgSO4), filtered and evaporated. The residue was adsorbed onto silica gel and eluted with 2-5% methanol in dichloromethane to give an orange solid (345 mg, 17%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07358376B2 |
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| Source dataset | uspto-grants-2008_04 |
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| ORD ID | ord-7f9442a79c6f4209abeb9b519bd0125c |
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| Source note | uspto-grants-2008_04 |
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