Water → 1,2-Dimethylbenzimidazole

HRID 277695

Reaktionsgleichung

Reaktionsgleichung von HRID 277695
[CH3:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[OH-].[K+].[CH3:13]I.O>CC(C)=O>[CH3:13][N:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[CH3:1]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 119842-MethylbenzimidazoleHCID 14797Potassium Hydroxide

Produkt 1

HCID 3126931,2-DimethylbenzimidazoleAusbeute 54,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To 10 grams of 2-methyl benzimidazole (75 mM), crushed 25 grams of crushed KOH (450 mM) in 300 ml acetone, methyl iodide (15 grams, 105 mM) was added at a continuous drip for 0.5 hours, at room temperature. Following additional 0.5 hour, water was added, the reaction extracted with dichloromethane, evaporated and chromatographed on silica gel to yield 6 grams (54%) of 1,2-dimethyl benzimidazole as a white solid having a melting point of 102° C.

Aufarbeitung

  1. additionwas added at a continuous drip for 0.5 hours, at room temperature
  2. extractionthe reaction extracted with dichloromethane
  3. customevaporated
  4. customchromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-e1a98b1a47df4324be83e13f054dcad2
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06358954B1

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