Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | 2-Propenoic acid, 3-(4-chlorophenyl)- | HCID 15371 | — |
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | 1-Aminohydantoin hydrochloride | HCID 12472963 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | HCID 68137776 | HCID 68137776 | — |
Reaktionsschritte
To 4-chlorocinnamic acid (46 g, 0.25 mole) was added dropwise SOCl2 (140 ml). The mixture was heated under reflux for 45 minutes after the addition was complete. After stirring at room temperature for 1 hour the SOCl2 was removed in vacuo. Dry benzene was added and then removed in vacuo. The acid chloride residue was treated with 1-aminohydantoin hydrochloride (42 g, 0.275 mole) in 350 ml of pyridine, then heated under reflux for 2 hrs. After cooling slightly, the reaction mixture was poured into a mixture of 200 ml of con HCl and 1500 ml of ice. After standing overnight the product was removed by filtration and washed with H2O. Recrystallization from NaOH/dimethylformamide (H2O) provided analytical material which melted at 230°-235° (25 g, 36%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US03931168 |
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| Quelldatensatz | uspto-grants-1976_01 |
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| ORD ID | ord-7ad3c3cdcb794f3798c6c164e1e59e34 |
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| Quellennotiz | uspto-grants-1976_01 |
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