Ammonia → 5-Benzoyl-2-(2-pyridylthiomethyl)benzimidazole

HRID 414188

Reaktionsgleichung

Reaktionsgleichung von HRID 414188
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7][CH2:8][C:9](O)=O.[C:12]([C:20]1[CH:25]=[CH:24][C:23]([NH2:26])=[C:22]([NH2:27])[CH:21]=1)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.N>Cl>[C:12]([C:20]1[CH:25]=[CH:24][C:23]2[N:26]=[C:9]([CH2:8][S:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[NH:27][C:22]=2[CH:21]=1)(=[O:19])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 1355203,4-DiaminobenzophenoneHCID 654661(Pyridin-2-ylsulfanyl)-acetic acid

Produkt 1

HCID 139611675-Benzoyl-2-(2-pyridylthiomethyl)benzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

8.45 g of 2-(2-pyridylthio)acetic acid (0.05 mole) and 10.6 g of 4-benzoyl-1,2-phenylenediamine (0.05 mole) in 100 ml of 4N hydrochloric acid are heated under reflux for 2 days. The mixture is allowed to cool and is neutralized with ammonia solution. It is extracted with ethyl acetate (3×100 ml), and the extract dried (Na2SO4), filtered and concentrated to a volume of 125 ml. From this solution, 11.7 g (68%) of 5-benzoyl-2-(2-pyridylthiomethyl)benzimidazole crystallize. The product thereby obtained is identical to that obtained by Method A, and the data for the identification appeat in Tables 1 and 2.

Aufarbeitung

  1. temperatureunder reflux for 2 days
  2. temperatureto cool
  3. extractionIt is extracted with ethyl acetate (3×100 ml)
  4. dry with materialthe extract dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated to a volume of 125 ml
  7. customFrom this solution, 11.7 g (68%) of 5-benzoyl-2-(2-pyridylthiomethyl)benzimidazole crystallize
  8. customThe product thereby obtained
  9. customthat obtained by Method A

Quellen und Nachweise

ORD-Eintrag
ord-1c2f51d320b64a7a88d47327d4ad6fcf
Quelldatensatz
uspto-grants-1988_12
Patentnummer
US04791114

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