Reacción #84047

ord-ff8c21361d14437684a0e5ae9d9179b4

Ecuación de reacción

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
Rendimiento 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
Rendimiento 84.6%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawhile heating
  2. 2
    Otrothe resulting reaction mixture
  3. 3
    FiltraciónThe produced crystal product was filtered
  4. 4
    Lavadowashed with cold acetic acid
  5. 5
    Lavadowashed with ether
  6. 6
    Otroair-dried

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09433623B2uspto-grants-2016_09