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O-Xylene → HCID 23094081, Verbindung

HRID 420457
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 420457
N1C=CC=CC=1NC1C=CC=CC=1C(N[C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=1)=O.[N+:24]([C:27]1[CH:39]=[CH:38][CH:37]=[CH:36][C:28]=1[NH:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=1)([O-])=O.[C:40]1(C)C(C)=CC=CC=1>>[N:31]1[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=1[N:29]1[C:28]2[CH:36]=[CH:37][CH:38]=[CH:39][C:27]=2[N:24]=[C:40]1[C:13]1[CH:14]=[CH:15][C:16]([Br:19])=[CH:17][CH:18]=1
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Komponenten

4

Edukt 3

HCID 7237O-XyleneHCID 23094082HCID 23094082, VerbindungHCID 59785875N-(2-Nitrophenyl)pyridin-2-amine

Produkt 1

HCID 23094081HCID 23094081, VerbindungAusbeute 67 %

Versuchsvorschrift

Suspending 5.5 g (15.0 mmol) of 2-(2-pyridylamino)-4′-bromobenzanilide obtained in the above step (2) into 60 milliliter of xylene, and adding 0.86 g (4.5 mmol) of p-toluenesulfonic acid 1 hydrate, the resultant solution was azeotropically dehydrated while refluxing with heating for 8 hours. The reacted solution was cooled down to room temperature, and the solvent was removed by distillation. Dissolving the resultant solid into ethyl acetate, and after sequentially washing with water, with 10% potassium carbonate aqueous solution and with saturated solution of sodium chloride, it was dried with sulfuric anhydride magnesium, followed by removing the solvent by distillation under reduced pressure, 3.5 g of 1-(2-pyridyl)-2-(4-bromophenyl)-1H-benzimidazole was obtained (yield: 67%).

Aufarbeitung

  1. temperaturewhile refluxing
  2. temperaturewith heating for 8 hours
  3. customthe solvent was removed by distillation
  4. dissolutionDissolving the resultant solid into ethyl acetate
  5. washafter sequentially washing with water, with 10% potassium carbonate aqueous solution and with saturated solution of sodium chloride, it
  6. dry with materialwas dried with sulfuric anhydride magnesium
  7. customby removing the solvent
  8. distillationby distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6d4d4d00fc854a2995ae8383b458c7fa
Quelldatensatz
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08097349B2

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