Cyclopropylamine → HCID 771127, Verbindung

HRID 1449393Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1449393
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[CH:5]=[CH:6][C:7](Cl)=[O:8].[CH:13]1([NH2:16])[CH2:15][CH2:14]1>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)/[CH:5]=[CH:6]/[C:7]([NH:16][CH:13]1[CH2:15][CH2:14]1)=[O:8]

Komponenten

4

Edukt 2

HCID 69828CyclopropylamineHCID 53411290HCID 53411290, Verbindung

Produkt 1

HCID 771127HCID 771127, VerbindungAusbeute 75,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A solution of 3-chlorocinnamoyl chloride (6 g) in dry tolune (100 ml) was added with stirring to a solution of cyclopropylamine (6 g) in dry benzene (50 ml). The reaction mixture was allowed to stand at room temperature overnight, and the solvent was evaporated under reduced pressure. The residue was thoroughly triturated with water containing a small amount of sodium carbonate, washed with water and filtered. Recrystallization of the resulting crude product from ethanol-water (1:10) gave trans 3-chloro-N-cyclopropylcinnamamide (5 g), m.p. 112°-113° C. Elemented analysis, nmr and ir data were all consistent with the assigned structure. TLC gave one spot run on silica gel with 5:1 and with 3:1 hexane:ethanol.

Aufarbeitung

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was thoroughly triturated with water containing a small amount of sodium carbonate
  3. washwashed with water
  4. filtrationfiltered
  5. customRecrystallization of the resulting crude product from ethanol-water (1:10)

Quellen und Nachweise

ORD-Eintrag
ord-c3dc7821fa6a4f168a0ab82019f9f984
Quelldatensatz
uspto-grants-1980_02
Patentnummer
US04190674

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