Diethyl (ethoxymethylene)malonate → HCID 10015075, Verbindung

HRID 1851082Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1851082
[NH2:1][N:2]1[CH:6]=[CH:5][CH:4]=[CH:3]1.C(O[CH:10]=[C:11]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])C>>[N:2]1([NH:1][CH:10]=[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:6]=[CH:5][CH:4]=[CH:3]1

Komponenten

3

Edukt 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 1365891-Aminopyrrole

Produkt 1

HCID 10015075HCID 10015075, Verbindung

Reaktionsbedingungen

Temperatur
125 °C

Versuchsvorschrift

A mixture of N-aminopyrrole (6.2 g, 75.5 mmol) and diethyl ethoxymethylenemalonate (18.2 mL, 90.6 mmol) was heated at 125° C. for 2 hours to give diethyl 2-((1H-pyrrol-1-ylamino)methylene)malonate as an intermediate and then diphenyl ether (22 mL) was added thereto. The resulting reaction mixture was heated under nitrogen atmosphere at 220° C. for 2 hours and ethanol produced during the reaction was removed by distillation. The reaction mixture with ethanol removed was cooled to room temperature and purified by silica gel chromatography. The target compound was yielded as a yellow solid (11.0 g, 53.3 mmol, 71% yield).

Quellen und Nachweise

ORD-Eintrag
ord-a391657bc8a641878dde1cb5e6b92e04
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957102B2

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