Formic Acid → HCID 21468861, Verbindung

HRID 743865Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 743865
[NH2:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=2[C:11]#[N:12])[CH:5]=[CH:6][C:7]=1[NH2:8].[CH:17](O)=O>>[C:11]([C:10]1[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=1[C:4]1[CH:5]=[CH:6][C:7]2[N:8]=[CH:17][NH:1][C:2]=2[CH:3]=1)#[N:12]

Komponenten

3

Edukt 2

HCID 284Formic AcidHCID 21468845HCID 21468845, Verbindung

Produkt 1

HCID 21468861HCID 21468861, Verbindung

Versuchsvorschrift

2-(3,4-Diaminophenyl)benzonitrile (0.04 moles, 8.3 g) was refluxed in 100 ml formic acid for 3 hours. The solution was concentrated in vacuo, triturated with toluene, and dissolved in water. The pH of the solution was adjusted to 7.5 with 2N sodium hydroxide. The intermediate was extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated in vacuo. The solid was triturated with 25% ethyl acetate/75% hexane, filtered and purified by HPLC on silica gel eluted with a gradient of 50-75% ethyl acetate in hexane. The reaction yielded 7.3 g of 5-(2-Cyanophenyl)benzimidazole. (MS)

Aufarbeitung

  1. concentrationThe solution was concentrated in vacuo
  2. customtriturated with toluene
  3. dissolutiondissolved in water
  4. extractionThe intermediate was extracted with ethyl acetate
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe solid was triturated with 25% ethyl acetate/75% hexane
  8. filtrationfiltered
  9. custompurified by HPLC on silica gel
  10. washeluted with a gradient of 50-75% ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-45a51d30f21941f197883106d6b8f229
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05556981

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