HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Thiophenecarbonyl chloride → Tert-butyl 4-(thiophene-2-carbonyl)piperazine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Thiophenecarbonyl chloride | HCID 78928 | — |
| Edukt | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | Tert-butyl 4-(thiophene-2-carbonyl)piperazine-1-carboxylate | HCID 2796164 | 88,1% |
Reaktionsschritte
2-Thiophenecarbonylchloride (2.04 g, 1.49 mL) was added to a solution of tertbutyl-1-piperazinecarboxylate (2.5 g, 13.4 mmol) and DMAP (20 mg) in pyridine (15 mL) at 0° C. under N2 atmosphere and stirred at room temperature for overnight. The mixture was poured into ice water, the precipitate was filtered, washed several times with water, and dried to yield white solids (3.5 g, 88%). Mp 76° C. 1H NMR (DMSO-d6): δ 1.42 (s, 12H), 3.40 (m, 4H), 3.61 (m, 4H), 7.12 (m, 1H), 7.43 (d, J=4.1 Hz, 1H), 7.77 (d, J=4.8 Hz, 1H). EIMS m/z 297 (M+1), 319 (M+23). Anal. (C14H20N2O3S)C, H, N.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07084141B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-e54e6113600045fa9609df769f8eb552 |
| Quellennotiz | uspto-grants-2006_08 |