Benzophenone imine → [(Diphenylmethylene)amino]acetonitrile

HRID 405030

Reaktionsgleichung

Reaktionsgleichung von HRID 405030
[C:1](=[NH:14])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:16][CH2:17][C:18]#N>ClCCl>[C:1](=[N:14][CH2:18][C:17]#[N:16])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 136809Benzophenone imineHCID 11491918Aminoacetonitrile hydrochloride

Produkt 1

HCID 612957[(Diphenylmethylene)amino]acetonitrileAusbeute 157,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of benzophenone imine (25 g, 0.138 mol, Aldrich) and aminoacetonitrile hydrochloride (25 g, 0.270 mol, Lancaster) in dichloromethane (1000 mL) was stirred in a 2 L Erlenmeyer flask under nitrogen at room temperature for five days. The reaction mixture was filtered to remove the precipitated ammonium chloride and the filtrate was evaporated to dryness in vacuo. The resulting residue was dissolved in ether (400 mL) and washed with water (200 mL) and brine. After drying over magnesium sulfate, the solution was evaporated to give (benzhydrylideneamino)-acetonitrile (47.89 g).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customto remove the precipitated ammonium chloride
  3. customthe filtrate was evaporated to dryness in vacuo
  4. dissolutionThe resulting residue was dissolved in ether (400 mL)
  5. washwashed with water (200 mL) and brine
  6. dry with materialAfter drying over magnesium sulfate
  7. customthe solution was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-113c4b8a5bcc4a4fac092dea0da98597
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748649B2

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