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Water → HCID 18681088, Verbindung

HRID 276061
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 276061
C(N(CC)CC)C.[C:8]1([S:14](Cl)(=[O:16])=[O:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[NH2:18][C:19]1[CH:45]=[CH:44][C:22]([CH2:23][N:24]2[C:28]3[CH:29]=[C:30]([C:33](=[O:42])[NH:34][CH2:35][C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][N:37]=4)[CH:31]=[CH:32][C:27]=3[N:26]=[C:25]2[CH3:43])=[CH:21][CH:20]=1.O>C(Cl)(Cl)Cl>[C:8]1([S:14]([NH:18][C:19]2[CH:20]=[CH:21][C:22]([CH2:23][N:24]3[C:28]4[CH:29]=[C:30]([C:33](=[O:42])[NH:34][CH2:35][C:36]5[CH:41]=[CH:40][CH:39]=[CH:38][N:37]=5)[CH:31]=[CH:32][C:27]=4[N:26]=[C:25]3[CH3:43])=[CH:44][CH:45]=2)(=[O:16])=[O:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
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Komponenten

6

Edukt 4

HCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 18680884HCID 18680884, Verbindung

Produkt 1

HCID 18681088HCID 18681088, VerbindungAusbeute 64,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212
Chloroform
Lösungsmittel

Versuchsvorschrift

Triethylamine (0.185 g) and benzenesulfonyl chloride (0.210 g) were added to a solution of 0.340 g of 1-(4-aminobenzyl)-2-methyl-6-[(2-pyridylmethyl)carbamoyl]-benzimidazole in 10 ml of chloroform, and the mixture was stirred at room temperature for 8 hours. Water was added thereto to stop the reaction, and the reaction mixture was extracted with chloroform. The organic layer was washed three times with water, dried, and concentrated. The residue was then purified through silica-gel column chromatography (eluent: a mixture of ethyl acetate and methanol at a ratio of 100:1 to 4:1) to give 0.300 g of 1-[4-(benzenesulfonylamino)benzyl]-2-methyl-6-[(2-pyridylmethyl)carbamoyl]benzimidazole (263).

Aufarbeitung

  1. customthe reaction
  2. extractionthe reaction mixture was extracted with chloroform
  3. washThe organic layer was washed three times with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was then purified through silica-gel column chromatography (eluent
  7. additiona mixture of ethyl acetate and methanol at a ratio of 100:1 to 4:1)

Quellen und Nachweise

ORD-Eintrag
ord-a87df751f19d4c45bbf2c1d21aafcc1e
Quelldatensatz
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06352985B1

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