Sodium hydride → 2-n-Butyl-3-n-propyl-3H-thieno[2,3-d]pyrimidin-4-one

HRID 650933ノート

反応式

HRID 650933 の反応式
[H-].[Na+].[CH2:3]([NH:6][C:7]([C:9]1[CH:13]=[CH:12][S:11][C:10]=1[N:14]=[C:15]([CH2:18][CH2:19][CH2:20][CH3:21])OC)=[O:8])[CH2:4][CH3:5]>C1COCC1>[CH2:18]([C:15]1[N:6]([CH2:3][CH2:4][CH3:5])[C:7](=[O:8])[C:9]2[CH:13]=[CH:12][S:11][C:10]=2[N:14]=1)[CH2:19][CH2:20][CH3:21]

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 539289552-(1-n-Butyl-1-methoxymethyleneamino)-thiophene-3-carboxylicacid propylamide

生成物 1

HCID 217104152-n-Butyl-3-n-propyl-3H-thieno[2,3-d]pyrimidin-4-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

In a sulfonation flask, 0.85 g of 2-(1-n-butyl-1-methoxymethyleneamino)-thiophene-3-carboxylicacid propylamide is dissolved in 20 ml of absolute THF and 0.15 g of a ca. 55% NaH dispersion is added in small portions. The mixture is stirred for 15 minutes at room temperature and 1 hour at reflux temperature. Then the solvent is removed in a water jet vacuum and the residue taken up in ethylacetate. The organic phase is washed twice with water and after drying of the organic phase with sodium sulfate, the solvent is removed in a water jet vacuum. The resulting crude product (yleld: 0.8 g of 2-n-butyl-3-n-propyl-3H-thieno[2,3-d]-pyrimidine-4-one in the form of a brown liquid) can be used without further purification for the halogenation step.

後処理

  1. temperatureat reflux temperature
  2. customThen the solvent is removed in a water jet vacuum
  3. washThe organic phase is washed twice with water
  4. dry with materialafter drying of the organic phase with sodium sulfate
  5. customthe solvent is removed in a water jet vacuum
  6. customThe resulting crude product (yleld: 0.8 g of 2-n-butyl-3-n-propyl-3H-thieno[2,3-d]-pyrimidine-4-one in the form of a brown liquid) can be used without further purification for the halogenation step

出典と根拠

ORDレコード
ord-a8d2352cfd75413d8ba312d5a592427b
出典データセット
uspto-grants-2001_08
特許番号
US06277858B1

反応ノート

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