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4-Toluenesulfonyl chloride → 4-({bis[1-(toluene-4-sulfonyl)-1H-imidazol-2-ylmethyl]-amino}-methyl)-N-(4-dipropylaminomethylphenyl)-benzamide

HRID 348663
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 348663
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][N:7]([CH2:14][C:15]1[CH:37]=[CH:36][C:18]([C:19]([NH:21][C:22]2[CH:27]=[CH:26][C:25]([CH2:28][N:29]([CH2:33][CH2:34][CH3:35])[CH2:30][CH2:31][CH3:32])=[CH:24][CH:23]=2)=[O:20])=[CH:17][CH:16]=1)[CH2:8][C:9]1[NH:10][CH:11]=[CH:12][N:13]=1.C(N([CH2:43][CH3:44])CC)C.[C:45]1([CH3:55])[CH:50]=[CH:49][C:48]([S:51](Cl)(=[O:53])=[O:52])=[CH:47][CH:46]=1>C(Cl)(Cl)Cl>[C:43]1([CH3:44])[CH:50]=[CH:49][C:48]([S:51]([N:1]2[CH:5]=[CH:4][N:3]=[C:2]2[CH2:6][N:7]([CH2:14][C:15]2[CH:37]=[CH:36][C:18]([C:19]([NH:21][C:22]3[CH:23]=[CH:24][C:25]([CH2:28][N:29]([CH2:33][CH2:34][CH3:35])[CH2:30][CH2:31][CH3:32])=[CH:26][CH:27]=3)=[O:20])=[CH:17][CH:16]=2)[CH2:8][C:9]2[N:13]([S:51]([C:48]3[CH:49]=[CH:50][C:45]([CH3:55])=[CH:46][CH:47]=3)(=[O:53])=[O:52])[CH:12]=[CH:11][N:10]=2)(=[O:53])=[O:52])=[CH:47][CH:46]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 99834204-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-dipropylaminomethylphenyl)-benzamide

Produkt 1

HCID 588018944-({bis[1-(toluene-4-sulfonyl)-1H-imidazol-2-ylmethyl]-amino}-methyl)-N-(4-dipropylaminomethylphenyl)-benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212
Chloroform
Lösungsmittel
2×

Versuchsvorschrift

The compound (50.8 mg) obtained in Example 19-3 was dissolved in anhydrous chloroform (2.0 ml). The solution was added with triethylamine (0.049 ml) and then added with p-toluenesulfonyl chloride (manufactured by Kanto Kagaku) (57.2 mg), followed by stirring at room temperature for 16 hours. After completion of the reaction, chloroform (3.0 ml) was added to the solution, and the whole was washed with water. The organic layer was dried with anhydrous magnesium sulfate. Subsequently, the solvent was distilled off and the residue was then purified through silica gel column chromatography (manufactured by Fuji Silysia Chemical Ltd.) (hexane/ethyl acetate), thereby obtaining the subject compound (15.2 mg) as a white solid.

Aufarbeitung

  1. additionwas added to the solution
  2. washthe whole was washed with water
  3. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  4. distillationSubsequently, the solvent was distilled off
  5. customthe residue was then purified through silica gel column chromatography (manufactured by Fuji Silysia Chemical Ltd.) (hexane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-297cfc6efa0c4f58a6f02d6001fd5a6b
Quelldatensatz
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07176227B2

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