Uracil → Ethyl 2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetate

HRID 1416402ノート

反応式

HRID 1416402 の反応式
[NH:1]1[CH:8]=[CH:7][C:5](=[O:6])[NH:4][C:2]1=[O:3].Br[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>O.CS(C)=O>[O:3]=[C:2]1[NH:4][C:5](=[O:6])[CH:7]=[CH:8][N:1]1[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]

参加物

7

反応物 4

HCID 1174UracilHCID 5238Sodium IodideHCID 7748Ethyl bromoacetateHCID 11430Potassium Carbonate

生成物 1

HCID 293824Ethyl 2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetate

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

反応条件

温度
90 °C

実験手順

A dimethyl sulfoxide solution (150 mL) containing 10.02 g of uracil, 3.3 mL of ethyl bromoacetate, 13.85 g of potassium carbonate and 4.52 g of sodium iodide was stirred at 90° C. for six hours. The reaction mixture was poured over water and the mixture was extracted with chloroform. The extracts were combined, dried over sodium sulfate and concentrated in vacuo. The concentrate was poured over a saturated saline solution, the mixture was extracted with ethyl acetate and the extract was dried over sodium sulfate. After concentration, the resulting residue was recrystallized from ethyl acetate to give 2.30 g of ethyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-1-acetate.

後処理

  1. extractionthe mixture was extracted with chloroform
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuo
  4. additionThe concentrate was poured over a saturated saline solution
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialthe extract was dried over sodium sulfate
  7. concentrationAfter concentration
  8. customthe resulting residue was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-c94bbe17386441bf9047c526e886e22b
出典データセット
uspto-grants-1999_06
特許番号
US05912261

反応ノート

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