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Bromine → 6-Amino-9-benzyl-8-bromo-2-(3-methylbutyl)thiopurine

HRID 2269096
ノート
印刷プレビュー

反応式

HRID 2269096 の反応式
[NH2:1][C:2]1[N:10]=[C:9]([S:11][CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[Br:24]Br.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)Cl>[NH2:1][C:2]1[N:10]=[C:9]([S:11][CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([Br:24])[N:6]2[CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1
参加物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 24408BromineHCID 24477Sodium ThiosulfateHCID 183327066-Amino-9-benzyl-2-(3-methylbutyl)thiopurine

生成物 1

HCID 183327496-Amino-9-benzyl-8-bromo-2-(3-methylbutyl)thiopurine収率 15%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

6-Amino-9-benzyl-2-(3-methylbutyl)thiopurine (260 mg, 0.79 mmol) and bromine (0.5 ml) were dissolved in 100 ml of methylene chloride and the solution was stirred at room temperature for 7 hours. Aqueous sodium thiosulfate was added to the reaction mixture. The organic layer was separated, dried on magnesium sulfate and filtered. The solvent in the filtrate was evaporated in vacuo. The residue was purified with silica gel chromatography (1% methanol/chloroform) to give the subject compound (49 mg, yield 15%).

後処理

  1. customThe organic layer was separated
  2. customdried on magnesium sulfate
  3. filtrationfiltered
  4. customThe solvent in the filtrate was evaporated in vacuo
  5. customThe residue was purified with silica gel chromatography (1% methanol/chloroform)

出典と根拠

ORDレコード
ord-8116232453734045a80d1301edb302a3
出典データセット
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06329381B1

反応ノート

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