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

HRID 6934노트

반응식

HRID 6934 반응식
[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

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178419067HCID 178419067, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ba454e8e73744cc58e8043ddd323cb9f
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084164B2

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