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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 6689Erstellt: 23. Oktober 2026

2-Thiophenecarbonyl chloride → Tert-butyl 4-(thiophene-2-carbonyl)piperazine-1-carboxylate

https://huagongshe.com/de/reaction/6689

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Thiophenecarbonyl chlorideHCID 78928—
Edukttert-Butyl piperazine-1-carboxylateHCID 143452—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelPyridineHCID 1049—
ProduktTert-butyl 4-(thiophene-2-carbonyl)piperazine-1-carboxylateHCID 279616488,1%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07084141B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-e54e6113600045fa9609df769f8eb552
Quellennotizuspto-grants-2006_08