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2,6-Dimethylaniline → (2,6-Dimethylanilino)acetonitrile

HRID 2285942
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2285942
C1(S([O-])(=O)=O)C=CC=CC=1.[C:11](#[N:13])[CH3:12].[CH3:14][C:15]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[C:16]=1[NH2:17]>C(OCC)(=O)C>[CH3:14][C:15]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[C:16]=1[NH:17][CH2:12][C:11]#[N:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 68962,6-DimethylanilineHCID 86738343HCID 86738343, Verbindung

Produkt 1

HCID 20478053(2,6-Dimethylanilino)acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

A solution of 158.5 g (0.804 mol) of benzenesulphonate-acetonitrile in 200 ml of ethyl acetate is run dropwise into a solution of 193.6 g (1.608 mols) of 2,6-dimethyl-aniline in 400 ml of ethyl acetate. The mixture is heated under reflux for 3 hours, cooled and the excess aniline benzenesulphonate is filtered off. The filtrate is evaporated to dryness. The residue is taken up in ether. Insoluble material is again filtered off and discarded. The ether is evaporated to dryness. The residue is taken up in a mixture of petroleum ether/benzene (3:4 v/v). The crystals which form are filtered off.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 3 hours
  3. temperaturecooled
  4. filtrationthe excess aniline benzenesulphonate is filtered off
  5. customThe filtrate is evaporated to dryness
  6. filtrationInsoluble material is again filtered off
  7. customThe ether is evaporated to dryness
  8. additionThe residue is taken up in a mixture of petroleum ether/benzene (3:4 v/v)
  9. filtrationThe crystals which form are filtered off

Quellen und Nachweise

ORD-Eintrag
ord-80aecad225ff4701acbe0d42ff2af916
Quelldatensatz
uspto-grants-1982_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04325964

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