Реакция #84047

ord-ff8c21361d14437684a0e5ae9d9179b4

Уравнение реакции

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
Выход 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
Выход 84.6%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураwhile heating
  2. 2
    Другоеthe resulting reaction mixture
  3. 3
    ФильтрацияThe produced crystal product was filtered
  4. 4
    Промывкаwashed with cold acetic acid
  5. 5
    Промывкаwashed with ether
  6. 6
    Другоеair-dried

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09433623B2uspto-grants-2016_09