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Ammonia → beta-Amino-2-chlorocinnamonitrile

HRID 46558
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 46558
N.[Na].[C:3](#[N:5])[CH3:4].[Cl:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[C:9]#[N:10]>O1CCCC1.CCOCC>[NH2:10][C:9]([C:8]1[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=1[Cl:6])=[CH:4][C:3]#[N:5]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 222Ammonia2×HCID 6342AcetonitrileHCID 133912-ChlorobenzonitrileHCID 5360545Sodium2×

Produkt 1

HCID 70509051beta-Amino-2-chlorocinnamonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittel
HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A 150 ml. portion of ammonia is condensed in a reaction flash and a small piece of sodium is added. The blue color is discharged by the addition of ferric chloride and 3.22 g. of sodium are added. After the cooler is discharged 5.75 ml. of acetonitrile in 10 ml. of ether are added. The reaction is cooled in a dry ice-acetone bath and 13.3 g. of 2-chlorobenzonitrile in 25 ml. of tetrahydrofuran are added dropwise. The ammonia is allowed to evaporate, the solvent is blown off with nitrogen and water is added. The mixture is extracted with methylene chloride. The organic extracts are dried over sodium sulfate and filtrate through magnesol. The filtrate is evaporated with the addition of hexanes giving β-amino-2-chlorocinnamonitrile as a white crystalline solid.

Aufarbeitung

  1. customcondensed
  2. customin a reaction flash
  3. temperatureThe reaction is cooled in a dry ice-acetone bath
  4. customto evaporate
  5. additionis added
  6. extractionThe mixture is extracted with methylene chloride
  7. dry with materialThe organic extracts are dried over sodium sulfate and filtrate through magnesol
  8. customThe filtrate is evaporated with the addition of hexanes

Quellen und Nachweise

ORD-Eintrag
ord-23f0bc903b604442a2836b50948d5be0
Quelldatensatz
uspto-grants-1979_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04173650

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