4-Isopropylaniline → 4-Isopropylphenyl cyanamide

HRID 1379079

Reaktionsgleichung

Reaktionsgleichung von HRID 1379079
[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-747579a340f641889f1ae1b982549dd6
Quelldatensatz
uspto-grants-1997_09
Patentnummer
US05670519

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