Methanol → 5-(4-(2-(trimethoxysilyl)ethyl)benzylthio)-1H-1,2,3-triazole

HRID 2103955ノート

反応式

HRID 2103955 の反応式
[SH:1][C:2]1[NH:6][N:5]=[N:4][CH:3]=1.ClC[CH:9]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:10][Si:11]([O:16][CH3:17])([O:14][CH3:15])[O:12][CH3:13].[CH3:24]O>>[CH3:17][O:16][Si:11]([O:12][CH3:13])([O:14][CH3:15])[CH2:10][CH2:9][C:18]1[CH:19]=[CH:20][C:21]([CH2:24][S:1][C:2]2[NH:6][N:5]=[N:4][CH:3]=2)=[CH:22][CH:23]=1

参加物

4

反応物 3

HCID 887MethanolHCID 53426825((Chloromethyl)phenylethyl)-trimethoxysilaneHCID 178527741HCID 178527741、化合物

生成物 1

HCID 1785030005-(4-(2-(trimethoxysilyl)ethyl)benzylthio)-1H-1,2,3-triazole収率 64.8%

実験手順

10 mmole of 5-mercapto-1H-1,2,3-triazole (sodium salt) was dissolved in 20 ml methanol and stirred for 5 minutes. 10 mmole of ((chloromethyl)phenylethyl)-trimethoxysilane was added to the solution, and stirred for 6 hours. The white precipitate was removed by filtration, the solvent in the filtrate was removed in vacuum. The filtrate was dissolved in small amount of methanol, and separated with a Si gel column (solvents: 5 ethylacetate/5 hexane in volume). 2.2 g product as liquid was obtained. Yield: 64.8%. 1H NMR (CDCl3) of Precursors 5: δ(ppm) 7.47 (1H, s), 7.12 (4H, m), 4.06 (2H, s), 3.55 (9H, s), 2.69 (2H, t, JH-H=8.50), 1.00 (2H, t, JH-H=8.50).

後処理

  1. stirringstirred for 6 hours
  2. customThe white precipitate was removed by filtration
  3. customthe solvent in the filtrate was removed in vacuum
  4. dissolutionThe filtrate was dissolved in small amount of methanol
  5. customseparated with a Si gel column (solvents: 5 ethylacetate/5 hexane in volume)

出典と根拠

ORDレコード
ord-dad333a9167343bd914c0280500a7950
出典データセット
uspto-grants-2009_08
特許番号
US07576165B2

反応ノート

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