Water → 3-biphenyl-4-yl-4-(2-fluorophenyl)-5-methylsulfanyl-4H-1,2,4-triazole

HRID 6934ノート

反応式

HRID 6934 の反応式
[C:1]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=[CH:5][C:4]([C:7]2[N:8]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[F:19])[C:9]([SH:12])=[N:10][N:11]=2)=[CH:3][CH:2]=1.CI.[C:28](=O)([O-])[O-].[K+].[K+].O>C(#N)C>[C:1]1([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:6]=[CH:5][C:4]([C:7]2[N:8]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[F:19])[C:9]([S:12][CH3:28])=[N:10][N:11]=2)=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178419067HCID 178419067、化合物

生成物 1

HCID 220192353-biphenyl-4-yl-4-(2-fluorophenyl)-5-methylsulfanyl-4H-1,2,4-triazole収率 72.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

5-Biphenyl-4-yl-4-(2-fluorophenyl)-4H-1,2,4-triazole-3-thiol (2.7 g) was dissolved in acetonitrile (50 ml), followed by addition of methyl iodide (0.967 ml) and potassium carbonate (1.07 g), and stirred at ambient temperature for 3 hours. Water was added to the reaction solution, followed by extraction with chloroform. The organic layer was washed with saturated aqueous saline and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resulting solid was recrystallized from a mixture solvent of acetonitrile and ethyl acetate, to afford the entitled compound 3-biphenyl-4-yl-4-(2-fluorophenyl)-5-methylsulfanyl-4H-1,2,4-triazole as pale yellow crystal (2.03 g, 72%). The physico-chemical values are as follows.

後処理

  1. extractionfollowed by extraction with chloroform
  2. washThe organic layer was washed with saturated aqueous saline
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customAfter the solvent was evaporated under reduced pressure
  5. customthe resulting solid was recrystallized from a mixture solvent of acetonitrile and ethyl acetate

出典と根拠

ORDレコード
ord-ba454e8e73744cc58e8043ddd323cb9f
出典データセット
uspto-grants-2006_08
特許番号
US07084164B2

反応ノート

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