Réaction #84047

ord-ff8c21361d14437684a0e5ae9d9179b4

Équation de réaction

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
Rendement 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
Rendement 84.6%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewhile heating
  2. 2
    Autrethe resulting reaction mixture
  3. 3
    FiltrationThe produced crystal product was filtered
  4. 4
    Lavagewashed with cold acetic acid
  5. 5
    Lavagewashed with ether
  6. 6
    Autreair-dried

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09433623B2uspto-grants-2016_09