4-Isopropylaniline → 4-Isopropylphenyl cyanamide

HRID 266862

Reaktionsgleichung

Reaktionsgleichung von HRID 266862
[N:1]#[C:2]Br.[CH:4]([C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1)([CH3:6])[CH3:5]>C(OCC)C>[CH:4]([C:7]1[CH:13]=[CH:12][C:10]([NH:11][C:2]#[N:1])=[CH:9][CH:8]=1)([CH3:6])[CH3:5]

Komponenten

4

Edukt 2

HCID 74644-IsopropylanilineHCID 10476Cyanogen Bromide

Produkt 1

HCID 187831744-Isopropylphenyl cyanamideAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

A solution of cyanogen bromide (1.59 g, 15 mmol) in diethylether (20) was added dropwise to a solution of 4-isopropylaniline (3.24 g) in diethylether (50 mL) at 4° C. with stirring. After the addition, the reaction mixture was kept stirring at room temperature for 18 h. Then a solution with white precipitates formed and the precipitates were removed by filtration. The etherate solution was washed with aqueous HCl (1N, 30 mL, two times) as well as brine, dried over MgSO4, filtered, concentrated, and dried under vacuum to yield 4-isopropylphenyl cyanamide (2.0 g, 84%).

Aufarbeitung

  1. additionAfter the addition
  2. stirringthe reaction mixture was kept stirring at room temperature for 18 h
  3. customThen a solution with white precipitates
  4. customformed
  5. customthe precipitates were removed by filtration
  6. washThe etherate solution was washed with aqueous HCl (1N, 30 mL, two times) as well as brine
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c8433a6cb8ac4450b2d6e18a1d9693f1
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05652269

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