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

HRID 55769

反応式

HRID 55769 の反応式
[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]

参加物

4

反応物 2

HCID 6211Barbituric AcidHCID 70243,5-Dibromosalicylaldehyde

生成物 1

HCID 733338665-(3,5-Dibromo-2-hydroxybenzylidene) perhydropyrimidine-2,4,6-trione収率 84.6%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

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.

後処理

  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

出典と根拠

ORDレコード
ord-ff8c21361d14437684a0e5ae9d9179b4
出典データセット
uspto-grants-2016_09
特許番号
US09433623B2

関連ノート

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