Potassium Carbonate → Benzimidazole

HRID 1033218

Reaktionsgleichung

Reaktionsgleichung von HRID 1033218
C([C:3]1[NH:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1)#N.C(=O)([O-])[O-].[K+].[K+].CN(C)S(Cl)(=O)=O>C(#N)C>[N:4]1[C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[NH:7][CH:3]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 83372Dimethylsulphamoyl chlorideHCID 8438581H-benzimidazole-2-carbonitrile

Produkt 1

HCID 5798Benzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

2.83 Grams of a 2-cyanobenzimidazole compound compound (i)]of the formula (II) in which X is H and Z is OCF2CFHO was dissolved in 50 ml of acetonitrile. 3.8 Grams of potassium carbonate was added thereto. The resulting mixture was heated under reflux for 15 minutes. Thereafter, 2.6 g of dimethylsulfamoyl chloride was added to the refluxed mixture. Refluxing was continued for additional 40 minutes with heating. The reaction solution was poured into ice water and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous sodium sulfate. A residue was obtained by removing the solvent from the dried layer by distillation. Column chromatographying the residue on silica gel with toluene as an eluent gave 1.53 g of a benzimidazole derivative present compound (1)] of the formula (I) in which X is H, Z is OCF2CFHO, R is CN and Q is N(CH3)2.

Aufarbeitung

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 15 minutes
  3. temperatureRefluxing
  4. temperaturewith heating
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. customA residue was obtained
  9. customby removing the solvent from the dried layer
  10. distillationby distillation

Quellen und Nachweise

ORD-Eintrag
ord-b9fb26b8969e44c1a605e15cab015ac1
Quelldatensatz
uspto-grants-1994_05
Patentnummer
US05310747

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