Pyridine → 1-benzoyl-1,4-dihydro-4-[(1-methyl-1H-benzimidazol-2-yl)methyl]pyridine

HRID 1904816

Reaktionsgleichung

Reaktionsgleichung von HRID 1904816
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH3:11].[C:12](Cl)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[N:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[C:12]([N:21]1[CH:26]=[CH:25][CH:24]([CH2:11][C:3]2[N:2]([CH3:1])[C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[N:4]=2)[CH:23]=[CH:22]1)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

4

Edukt 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 3126931,2-Dimethylbenzimidazole

Produkt 1

HCID 145180941-benzoyl-1,4-dihydro-4-[(1-methyl-1H-benzimidazol-2-yl)methyl]pyridine

Versuchsvorschrift

To a stirred solution of 6 parts of 1,2-dimethyl-1H-benzimidazole in 50 parts of dry pyridine were added dropwise 6.2 parts of benzoyl chloride at room temperature. Upon completion, stirring was continued for 2 hours at room temperature. The whole was evaporated. The residue was dissolved in 260 parts of dichloromethane. Water was added and the solution was treated with concentrate ammonium hydroxide. The dichloromethane layer was decanted, dried, filtered and evaporated. The residue was taken up twice in 45 parts of methylbenzene and the latter was evaporated each time, yielding 1-benzoyl-1,4-dihydro-4-[(1-methyl-1H-benzimidazol-2-yl)methyl]pyridine as an oily residue (63).

Aufarbeitung

  1. customThe whole was evaporated
  2. dissolutionThe residue was dissolved in 260 parts of dichloromethane
  3. additionWater was added
  4. additionthe solution was treated with concentrate ammonium hydroxide
  5. customThe dichloromethane layer was decanted
  6. customdried
  7. filtrationfiltered
  8. customevaporated
  9. customthe latter was evaporated each time

Quellen und Nachweise

ORD-Eintrag
ord-995ecf985de64d4a81ed68ef4956b01f
Quelldatensatz
uspto-grants-1989_06
Patentnummer
US04839374

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