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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 242839Erstellt: 25. Oktober 2026

Acetic Acid → Ethyl 3-amino-1H-pyrrole-2-carboxylate

https://huagongshe.com/reaction/242839

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
Edukt1,3-Diethyl 2-[(2-cyanoeth-1-EN-1-YL)amino]propanedioateHCID 57346211—
LösungsmittelEthanolHCID 702—
LösungsmittelSodium ethoxideHCID 2723922—
ProduktEthyl 3-amino-1H-pyrrole-2-carboxylateHCID 277343954,4%

Reaktionsschritte

Into a 1000-mL round-bottom flask was placed a solution of diethyl 2-(2-cyanovinylamino)malonate (30 g, 119.3 mmol, 1.00 equiv, 90%) in ethanol (420 mL) and sodium ethanolate (80 mL, 21%). The resulting solution was stirred for 3 days at room temperature. After the addition of acetic acid (15 ml), the resulting mixture was concentrated under vacuum, dissolved in 200 mL of dichloromethane, washed with 2×100 mL of saturated aqueous sodium bicarbonate and 1×100 mL of brine, dried over anhydrous sodium sulfate and concentrated. The residue was dried in HV to afford 10 g (49%) of ethyl 3-amino-1H-pyrrole-2-carboxylate as an orange syrup.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08653089B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-3e0f8f18948443feaae0b049d89d3bf4
Quellennotizuspto-grants-2014_02