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

HRID 55769

반응식

HRID 55769 반응식
[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]

참가 물질

4

반응물 2

HCID 6211Barbituric AcidHCID 70243,5-Dibromosalicylaldehyde

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ff8c21361d14437684a0e5ae9d9179b4
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09433623B2

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