反応 #84047

ord-ff8c21361d14437684a0e5ae9d9179b4

反応方程式

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
収率 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
収率 84.6%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度while heating
  2. 2
    その他the resulting reaction mixture
  3. 3
    ろ過The produced crystal product was filtered
  4. 4
    洗浄washed with cold acetic acid
  5. 5
    洗浄washed with ether
  6. 6
    その他air-dried

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09433623B2uspto-grants-2016_09