Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiazolidinedione | HCID 5437 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 2-Methylsulfanylpyrimidine-4-carbaldehyde | HCID 15407008 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 58312726 | HCID 58312726 | — |
Reaction Steps
A 40 mL round-bottomed vial was charged with 2-(methylthio)pyrimidine-4-carbaldehyde (4) (771 mg, 5 mmol), thiazolidine-2,4-dione (586 mg, 5 mmol, 1.0 equiv.), and piperidine (400 μL, 4 mmol, 0.8 equiv.) in ethanol (20 mL, 0.25 M). The reaction mixture was heated to 80° C. and shaken for 20 h. The resulting yellow precipitate was isolated by filtration and washed with ethanol (1×20 mL) and dried in vacuo to afford (Z)-5-((2-(methylthio)pyrimidin-4-yl)methylene)thiazolidine-2,4-dione (5) as a yellow solid (550 mg, 898 mg theoretical, 61%). LC-MS m/z 254 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09157077B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-fc722c7c2a334afab8a831deb9de9d02 |
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| Source note | uspto-grants-2015_10 |
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