Reaktion #84047

ord-ff8c21361d14437684a0e5ae9d9179b4

Reaktionsgleichung

O=C1CC(=O)NC(=O)N1
barbituric acid
O=Cc1cc(Br)cc(Br)c1O
3,5-dibromo-2-hydroxybenzaldehyde
O=C1NC(=O)C(=Cc2cc(Br)cc(Br)c2O)C(=O)N1
product 1a
Ausbeute 84.6%
O=C1NC(=O)C(=Cc2cc(Br)cc(Br)c2O)C(=O)N1
5-(3,5-dibromo-2-hydroxybenzylidene) perhydropyrimidine-2,4,6-trione
Ausbeute 84.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwhile heating
  2. 2
    Sonstigethe resulting reaction mixture
  3. 3
    FiltrationThe produced crystal product was filtered
  4. 4
    Waschenwashed with cold acetic acid
  5. 5
    Waschenwashed with ether
  6. 6
    Sonstigeair-dried

Vorschrift

0.01 mol (1.28 g) of barbituric acid (5a) were dissolved in 25 ml of glacial acetic acid while heating. Then 0.011 mol (3.08 g) of 3,5-dibromo-2-hydroxybenzaldehyde (6a) were added to the obtained solution while stirring and the resulting reaction mixture was left at room temperature during 36 hours. The produced crystal product was filtered, washed with cold acetic acid, then washed with ether and air-dried. Thereby 3.3 g of product 1a were obtained in the form of yellow needle crystals with melting temperature of 255-260° C. (with decomposition). Output amounted to 77% of the theoretical value.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09433623B2uspto-grants-2016_09