1-Bromo-3-chloropropane → 1-(3-chloropropyl)-2-phenyl-1H-benzimidazole

HRID 354928

Reaktionsgleichung

Reaktionsgleichung von HRID 354928
[C:1]1([C:7]2[NH:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[O-].[Na+].Br[CH2:20][CH2:21][CH2:22][Cl:23]>CC(O)C>[Cl:23][CH2:22][CH2:21][CH2:20][N:11]1[C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[N:8]=[C:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 80061-Bromo-3-chloropropaneHCID 128552-PhenylbenzimidazoleHCID 10942334Sodium Methoxide

Produkt 1

HCID 205062561-(3-chloropropyl)-2-phenyl-1H-benzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of 38.8 parts of 2-phenyl-1H-benzimidazole, 44 parts of a sodium methoxide solution 30% and 320 parts of 2-propanol is stirred and heated for 15 minutes at 50° C. After cooling, there are added 47.25 parts of 1-bromo-3-chloropropane. The whole is stirred and refluxed for 3 hours. The reaction mixture is evaporated. The residue is diluted with water and the product is extracted with methylbenzene. The extract is dried, filtered and evaporated, yielding 1-(3-chloropropyl)-2-phenyl-1H-benzimidazole as a residue.

Aufarbeitung

  1. temperatureAfter cooling
  2. stirringThe whole is stirred
  3. temperaturerefluxed for 3 hours
  4. customThe reaction mixture is evaporated
  5. additionThe residue is diluted with water
  6. extractionthe product is extracted with methylbenzene
  7. customThe extract is dried
  8. filtrationfiltered
  9. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-839dba5ff7384a6fa41039c5aee44343
Quelldatensatz
uspto-grants-1983_03
Patentnummer
US04377578

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