Urea → 5-Methylbenzimidazol-2-one

HRID 2233532

Reaktionsgleichung

Reaktionsgleichung von HRID 2233532
[NH2:1][C:2]([NH2:4])=[O:3].N[C:6]1[CH:7]=[C:8]([CH3:13])[CH:9]=[CH:10][C:11]=1N>C(O)CCCC>[CH3:13][C:8]1[CH:7]=[CH:6][C:11]2=[N:1][C:2](=[O:3])[N:4]=[C:10]2[CH:9]=1

Komponenten

4

Edukt 2

HCID 1176UreaHCID 103323,4-Diaminotoluene

Produkt 1

HCID 200643865-Methylbenzimidazol-2-oneAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 62761-PentanolLösungsmittel

Versuchsvorschrift

A solution of urea (6.00 g, 0.1000 mol) and 3,4-diaminotoluene (1) (12.20 g, 0.0999 mol) in pentan-1-ol (40 mL) was vigorously stirred and heated to reflux under a nitrogen atmosphere. After 2 hours the heating was discontinued and on cooling to room temperature a pink solid settled out. This was filtered off and recrystallised from boiling ethanol (17.98 g. in 400 mL) to give 2 crops of 5-methylbenzimidazol-2-one (2) as a pink powder. The total mass was recovered was 8.21 g (56% yield);

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux under a nitrogen atmosphere
  3. filtrationThis was filtered off
  4. customrecrystallised

Quellen und Nachweise

ORD-Eintrag
ord-16d89af2f50a46ddb6d07647829ab2f9
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07709514B2

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