Phosphorus oxychloride → 6-Chloro-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione

HRID 648885ノート

反応式

HRID 648885 の反応式
[CH3:1][N:2]1[C:9](=O)[CH2:8][C:6](=[O:7])[N:5]([CH3:11])[C:3]1=[O:4].P(Cl)(Cl)([Cl:14])=O>O>[Cl:14][C:9]1[N:2]([CH3:1])[C:3](=[O:4])[N:5]([CH3:11])[C:6](=[O:7])[CH:8]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 69860Dimethylbarbituric acid

生成物 1

HCID 814426-Chloro-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione収率 64%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 110 g of the resulting 1,3-dimethylbarbituric acid was added 32 ml of water, and 800 ml of phosphorus oxychloride was slowly added dropwise thereto. After heating at reflux for 1.5 hours, the phosphorus oxychloride was removed by distillation at normal pressure. The residue, while hot, was poured onto ice, and the thus formed crystals were collected by filtration. The filtrate was extracted three times with chloroform and dried over anhydrous sodium sulfate, followed by distillation to remove chloroform. The residue was combined with the above obtained crystals. Recrystallization from water gave 80 g (64%) of 6-chloro-1,3-dimethyluracil having a melting point of 113° to 115° C.

後処理

  1. additionwas slowly added dropwise
  2. temperatureAfter heating
  3. temperatureat reflux for 1.5 hours
  4. customthe phosphorus oxychloride was removed by distillation at normal pressure
  5. additionThe residue, while hot, was poured onto ice
  6. filtrationthe thus formed crystals were collected by filtration
  7. extractionThe filtrate was extracted three times with chloroform
  8. dry with materialdried over anhydrous sodium sulfate
  9. distillationfollowed by distillation
  10. customto remove chloroform
  11. customabove obtained crystals
  12. customRecrystallization from water

出典と根拠

ORDレコード
ord-537066e31d2d4eab9bf40d6dfa5f2e30
出典データセット
uspto-grants-1988_04
特許番号
US04737442

反応ノート

読み込み中…