Diethyl (ethoxymethylene)malonate → Diethyl {[(1-ethyl-1H-pyrazol-5-yl)amino]methylene}malonate

HRID 451205Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 451205
[CH2:1]([N:3]1[C:7]([NH2:8])=[CH:6][CH:5]=[N:4]1)[CH3:2].[CH2:9]([O:11][C:12](=[O:23])[C:13](=[CH:19]OCC)[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH3:10]>>[CH2:9]([O:11][C:12](=[O:23])[C:13](=[CH:19][NH:8][C:7]1[N:3]([CH2:1][CH3:2])[N:4]=[CH:5][CH:6]=1)[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH3:10]

Komponenten

3

Edukt 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 3373101-Ethyl-1H-pyrazol-5-amine

Produkt 1

HCID 12845080Diethyl {[(1-ethyl-1H-pyrazol-5-yl)amino]methylene}malonateAusbeute 87,1 %

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To 2-ethyl-2H-pyrazol-3-ylamine (5.6 g, 0.050 mol) was added 2-ethoxymethylene-malonic acid diethyl ester (10.1 mL, 0.050 mol) and the mixture was heated at 120° C. for 4 hours. After cooling down to RT, the crude mixture was purified by column chromatography (SiO2, EtOAc/Heptane 1/1) to give 12.25 g (86%) of the title compound as a yellow oil. ES-MS m/e: 282.4 (M+H−).

Aufarbeitung

  1. temperatureAfter cooling down to RT
  2. customthe crude mixture was purified by column chromatography (SiO2, EtOAc/Heptane 1/1)

Quellen und Nachweise

ORD-Eintrag
ord-ff4f15ee3b7049fc880af5964c8912b3
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08487102B2

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