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Thiophenol → 6-(1-Pyrenebutyryl)-3,6,10,16-tetraazabicyclo[10.3.1]-hexadeca-1(16),12,14-triene

HRID 636317
ノート
印刷プレビュー

反応式

HRID 636317 の反応式
[C:1]1([CH2:17][CH2:18][CH2:19][C:20]([N:22]2[CH2:36][CH2:35][CH2:34][N:33](S(C3C=CC=CC=3[N+]([O-])=O)(=O)=O)[CH2:32][C:31]3[N:49]=[C:27]([CH:28]=[CH:29][CH:30]=3)[CH2:26][N:25](S(C3C=CC=CC=3[N+]([O-])=O)(=O)=O)[CH2:24][CH2:23]2)=[O:21])[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1.C1(S)C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[C:1]1([CH2:17][CH2:18][CH2:19][C:20]([N:22]2[CH2:36][CH2:35][CH2:34][NH:33][CH2:32][C:31]3[N:49]=[C:27]([CH:28]=[CH:29][CH:30]=3)[CH2:26][NH:25][CH2:24][CH2:23]2)=[O:21])[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=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 7969ThiophenolHCID 11430Potassium CarbonateHCID 107242806-(1-Pyrenebutyryl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene

生成物 1

HCID 105530946-(1-Pyrenebutyryl)-3,6,10,16-tetraazabicyclo[10.3.1]-hexadeca-1(16),12,14-triene収率 87.8%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

A mixture of 6-(1-Pyrenebutyryl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]-hexadeca-1(16),12,14-triene (2.26 g, 2.6 mmol), thiphenol (0.87 g, 7.8 mmol) and K2CO3 (3.22 g, 23.4 mmol) in 20 mL of DMF was stirred at rt overnight. The solvent was evaporated and the residue was dissolved in CHCl3—H2O. The organic phase was separated and the aqueous phase was extracted with CHCl3. The combined organic phase was dried (Na2SO4) and concentrated. The residue was purified by flash chromatography on a silica gel column using CH2Cl2 and then 3:1 CH2Cl2—MeOH as eluents to give 1.12 g (65%) of the title compound as a white foam.

後処理

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in CHCl3—H2O
  3. customThe organic phase was separated
  4. extractionthe aqueous phase was extracted with CHCl3
  5. dry with materialThe combined organic phase was dried (Na2SO4)
  6. concentrationconcentrated
  7. customThe residue was purified by flash chromatography on a silica gel column

出典と根拠

ORDレコード
ord-0bb5170e162e468dbffe3a5ccdbf1189
出典データセット
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06191273B1

反応ノート

読み込み中…

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