3-Ethoxy-2-propenoyl chloride → HCID 67205344, Verbindung

HRID 472159

Reaktionsgleichung

Reaktionsgleichung von HRID 472159
[CH3:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=2)[CH:6]=1.[CH2:14]([O:16][CH:17]=[CH:18][C:19](Cl)=[O:20])[CH3:15]>N1C=CC=CC=1>[CH2:14]([O:16][CH:17]=[CH:18][C:19]([NH:11][C:10]1[CH:12]=[CH:13][C:7]([N:5]2[CH:6]=[C:2]([CH3:1])[N:3]=[CH:4]2)=[CH:8][CH:9]=1)=[O:20])[CH3:15]

Komponenten

4

Edukt 2

HCID 30144293-Ethoxy-2-propenoyl chlorideHCID 160051704-(4-Methyl-1h-imidazol-1-yl)benzenamine

Produkt 1

HCID 67205344HCID 67205344, VerbindungAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

4-(4-methyl-1H-imidazol-1-yl)aniline (15 g, 138 mmol) was dissolved in dry pyridine (80 mL), freshly distilled 3-ethoxyacryloyl chloride (19 g, 140 mmol) was then added drop-wise at 5°/0° C. The resulting mixture was stirred at 0° C. for 1 hours and at r.t. overnight. The reaction mixture was quenched with water (500 mL), the pH was adjusted to pH=10, by adding K2CO3 and the resulting solid was filtered, washed with water and dried, to provide the title product as slight orange powder (18.6 g; 75%), m.p.: 214-216° C. C15H17N3O2, MW: 271.32.

Aufarbeitung

  1. customThe reaction mixture was quenched with water (500 mL)
  2. additionby adding K2CO3
  3. filtrationthe resulting solid was filtered
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-70d0fd609848416c9eb2ed7ffc069626
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08633208B2

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