2-(Methylthio)benzimidazole → 1-(4,6-Dimethoxypyrimidin-2-yl)-2-methylthiobenzimidazole

HRID 985446ノート

反応式

HRID 985446 の反応式
[CH3:1][S:2][C:3]1[NH:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[H-].[Na+].CS([C:18]1[N:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[N:19]=1)(=O)=O>CN(C)C=O>[CH3:27][O:26][C:20]1[CH:21]=[C:22]([O:24][CH3:25])[N:23]=[C:18]([N:7]2[C:6]3[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=3[N:4]=[C:3]2[S:2][CH3:1])[N:19]=1

参加物

5

反応物 3

HCID 235392-(Methylthio)benzimidazoleHCID 24758Sodium hydrideHCID 8383634,6-Dimethoxy-2-(methylsulfonyl)pyrimidine

生成物 1

HCID 120569281-(4,6-Dimethoxypyrimidin-2-yl)-2-methylthiobenzimidazole収率 86.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-Methylthiobenzimidazole (0.50 g) was dissolved in dimethylformamide (10 ml), and sodium hydride (60% purity, oily) (0.13 g) was added thereto at room temperature. After stirring for 1 hour, 2-methylsulfonyl-4,6-dimethoxypyrimidine (0.67 g) was added at room temperature, followed by stirring for 8 hours. Ice water was added, followed by extraction with ethyl acetate, washing with a saturated sodium chloride aqueous solution and drying over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography to obtain 0.80 g of the desired product as a white powder (m.p. 135-137° C.).

後処理

  1. customat room temperature
  2. stirringby stirring for 8 hours
  3. extractionfollowed by extraction with ethyl acetate
  4. washwashing with a saturated sodium chloride aqueous solution
  5. dry with materialdrying over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off
  7. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-37bb7a63f4864f6d82b49b13368259a3
出典データセット
uspto-grants-2005_03
特許番号
US06872729B2

反応ノート

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