Barbituric Acid → 5-(3,5-Dibromo-2-hydroxybenzylidene) perhydropyrimidine-2,4,6-trione

HRID 55769

Reaktionsgleichung

Reaktionsgleichung von HRID 55769
[NH:1]1[C:8](=[O:9])[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[O:3].[Br:10][C:11]1[C:12]([OH:20])=[C:13]([CH:16]=[C:17]([Br:19])[CH:18]=1)[CH:14]=O>C(O)(=O)C>[Br:10][C:11]1[C:12]([OH:20])=[C:13]([CH:16]=[C:17]([Br:19])[CH:18]=1)[CH:14]=[C:7]1[C:5](=[O:6])[NH:4][C:2](=[O:3])[NH:1][C:8]1=[O:9]

Komponenten

4

Edukt 2

HCID 6211Barbituric AcidHCID 70243,5-Dibromosalicylaldehyde

Produkt 1

HCID 733338665-(3,5-Dibromo-2-hydroxybenzylidene) perhydropyrimidine-2,4,6-trioneAusbeute 84,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. temperaturewhile heating
  2. customthe resulting reaction mixture
  3. filtrationThe produced crystal product was filtered
  4. washwashed with cold acetic acid
  5. washwashed with ether
  6. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-ff8c21361d14437684a0e5ae9d9179b4
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09433623B2

Verknüpfte Notizen

Wird geladen…