Methane → 5-chloro-2-ethyl-1H-benzimidazole-1-propanol

HRID 354933Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 354933
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[NH:9][CH2:10][CH2:11][CH2:12][OH:13].[C:14](O)(=O)[CH2:15][CH3:16].Cl.C>O>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]2[N:9]([CH2:10][CH2:11][CH2:12][OH:13])[C:14]([CH2:15][CH3:16])=[N:1][C:2]=2[CH:7]=1

Komponenten

6

Edukt 4

HCID 297MethaneHCID 313Hydrochloric AcidHCID 1032Propionic AcidHCID 30173573-((2-Amino-4-chlorophenyl)amino)propan-1-ol

Produkt 1

HCID 205063725-chloro-2-ethyl-1H-benzimidazole-1-propanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 30 parts of 3-[(2-amino-4-chlorophenyl)amino]-1-propanol, 20 parts of propanoic acid and 200 parts of a hydrochloric acid solution 4 N is stirred and refluxed for 3 hours. The reaction mixture is cooled, water and crushed ice are added and the whole is treated with activated charcoal. The latter is filtered off and the filtrate is alkalized with ammonium hydroxide. The product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The residue is crystallized from 4-methyl-2-pentanone. The product is filtered off and dried, yielding 5-chloro-2-ethyl-1H-benzimidazole-1-propanol.

Aufarbeitung

  1. temperaturerefluxed for 3 hours
  2. temperatureThe reaction mixture is cooled
  3. additionare added
  4. filtrationThe latter is filtered off
  5. extractionThe product is extracted with methylbenzene
  6. customThe extract is dried
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue is crystallized from 4-methyl-2-pentanone
  10. filtrationThe product is filtered off
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-46b44c1bc6174a98bb135e0cf80e94c9
Quelldatensatz
uspto-grants-1983_03
Patentnummer
US04377578

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