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1,4-Dibromobutane → 1-Methyl-6,7,8,9-tetrahydropyrazolo[3',4':4,5]pyrimido[2,1-b]-[1,3]thiazepin-4(1H)-one

HRID 260523
ノート
印刷プレビュー

反応式

HRID 260523 の反応式
[SH:1][C:2]1[NH:3][C:4](=[O:12])[C:5]2[CH:10]=[N:9][N:8]([CH3:11])[C:6]=2[N:7]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:20][CH2:21][CH2:22][CH2:23]Br>CN(C)C=O>[CH3:11][N:8]1[C:6]2[N:7]=[C:2]3[N:3]([C:4](=[O:12])[C:5]=2[CH:10]=[N:9]1)[CH2:23][CH2:22][CH2:21][CH2:20][S:1]3
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 178481768HCID 178481768、化合物

生成物 1

HCID 224017091-Methyl-6,7,8,9-tetrahydropyrazolo[3',4':4,5]pyrimido[2,1-b]-[1,3]thiazepin-4(1H)-one収率 22%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

In 120 ml of dimethylformamide was dissolved 6.0 g (32.9 mmol) of 4,5-dihydro-6-mercapto-1-methylpyrazolo[3,4-d]pyrimidin-4(1H)-one [Helv. Chim. Acta, 42, 349 (1959)], and 13.7 g (98.8 mmol) of potassium carbonate and 5.90 ml (49.4 mmol) of 1,4-dibromobutane were added to the solution, followed by stirring at 80° C. for 6 hours. After evaporation of the solvent, the residue was subjected to partition between chloroform and water, and the chloroform layer was concentrated to dryness under reduced pressure. The residue was subjected to silica gel column chromatography and eluted with chloroform to give 1.71 g (22%) of Compound 45. The compound was recrystallized from ethanol for purification.

後処理

  1. additionwere added to the solution
  2. customAfter evaporation of the solvent
  3. customto partition between chloroform and water
  4. concentrationthe chloroform layer was concentrated to dryness under reduced pressure
  5. washeluted with chloroform

出典と根拠

ORDレコード
ord-14f49c318af843eaadb79bd83c555c11
出典データセット
uspto-grants-1996_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05527908

反応ノート

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