5-Fluorouracil → 3-Benzoyl-5-fluoropyrimidine-2,4(1H,3H)-dione

HRID 371913ノート

反応式

HRID 371913 の反応式
[F:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=1.[C:10](Cl)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>N1C=CC=CC=1.O1CCOCC1>[C:10]([N:4]1[C:3](=[O:9])[C:2]([F:1])=[CH:7][NH:6][C:5]1=[O:8])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

5

反応物 2

HCID 33855-FluorouracilHCID 7412Benzoyl chloride

生成物 1

HCID 126908273-Benzoyl-5-fluoropyrimidine-2,4(1H,3H)-dione収率 32%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 312751,4-Dioxane溶媒

実験手順

2.6 g (0.02 mole) of 5-fluorouracil was suspended in 10 ml of absolute pyridine and 10 ml of absolute dioxane, and the suspension was warmed to 80° C and stirred. 5.6 g (0.04 mole) of benzoyl chloride was then added dropwise thereto followed by stirring at 80° C for 1.5 hours to allow the mixture to react. After completion of the reaction, the reaction mixture was poured into ice-water followed by stirring, and the thus precipitated solid was filtered, washed with water and then dissolved in benzene while hot (80° C). Any insoluble matter was removed by filtration, and the filtrate allowed to cool to precipitate crystals, which were recovered by filtration to obtain 1.5 g of 3-N-benzoyl-5-fluorouracil in a yield of 32% (the filtrate was set aside). Melting Point: 170° C.

後処理

  1. stirringby stirring at 80° C for 1.5 hours
  2. customto react
  3. customAfter completion of the reaction
  4. stirringby stirring
  5. filtrationthe thus precipitated solid was filtered
  6. washwashed with water
  7. dissolutiondissolved in benzene while hot (80° C)
  8. customAny insoluble matter was removed by filtration
  9. temperatureto cool
  10. customto precipitate crystals, which
  11. filtrationwere recovered by filtration

出典と根拠

ORDレコード
ord-9197ed243b7b4729b6952044f0c2c95e
出典データセット
uspto-grants-1978_05
特許番号
US04088646

反応ノート

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