Acrylonitrile → 4-Cyano-2-diaminomethylene-butyric acid ethyl ester

HRID 1171184Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1171184
Cl.[CH2:2]([O:4][C:5](=[O:10])[CH:6]=[C:7]([NH2:9])[NH2:8])[CH3:3].C(N(CC)CC)C.[C:18](#[N:21])[CH:19]=[CH2:20]>O1CCCC1>[CH2:2]([O:4][C:5](=[O:10])[C:6]([CH2:20][CH2:19][C:18]#[N:21])=[C:7]([NH2:9])[NH2:8])[CH3:3]

Komponenten

5

Edukt 3

HCID 7855AcrylonitrileHCID 8471TriethylamineHCID 124946853,3-Diamino-acrylic acid ethyl ester hydrochloride

Produkt 1

HCID 124949064-Cyano-2-diaminomethylene-butyric acid ethyl esterAusbeute 25 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The resulting 3,3-diamino-acrylic acid ethyl ester hydrochloride (2.2 g, 13.2 mmol) was suspended in tetrahydrofuran (40 mL) followed by the addition of triethylamine (2 mL, 14.3 mmol) and acrylonitrile (1.2 mL, 19.3 mmol) and refluxing while heating for 6 hours. Following completion of the reaction, the resulting triethylamine hydrochloride was filtered out and the filtrate was concentrated to obtain the title compound (0.6 g, 3.3 mmol, 25%).

Aufarbeitung

  1. temperaturerefluxing
  2. temperaturewhile heating for 6 hours
  3. customcompletion of the reaction
  4. filtrationthe resulting triethylamine hydrochloride was filtered out
  5. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-2ca895c509b94913a9a403f59a44bd3b
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07829585B2

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