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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 14356Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/14356

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 tert-butyl-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
PatentnummerUS07732146B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-2f59057de17345809ee82ef0e8995252
Quellennotizuspto-grants-2010_06