Formic Acid → 5-Nitrobenzimidazole

HRID 26704

Reaktionsgleichung

Reaktionsgleichung von HRID 26704
[CH:1](O)=O.[N+:4]([C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[C:9]([NH2:14])[CH:8]=1)([O-:6])=[O:5].[OH-].[NH4+]>Cl>[CH:12]1[C:7]([N+:4]([O-:6])=[O:5])=[CH:8][C:9]2[NH:14][CH:1]=[N:13][C:10]=2[CH:11]=1

Komponenten

5

Edukt 3

HCID 284Formic AcidHCID 14923Ammonium HydroxideHCID 51117914-Nitro-1,2-phenylenediamine

Produkt 1

HCID 71955-NitrobenzimidazoleAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

15 ml of formic acid were added to a suspension of 15.3 g of 4-nitro-1,2-phenylenediamine in 150 ml of 10% hydrochloric acid and the mixture was stirred on a water bath at 80° C. for 3 hours and was cooled. The mixture was made alkaline with concentrated ammonium hydroxide solution and the mixture was filtered. The yellowish needles were washed with water and dried over P2O5 under reduced pressure to obtain 14.3 g (89% yield) of 5(6)-nitro-benzimidazole melting at 209°-211° C.

Aufarbeitung

  1. temperaturewas cooled
  2. filtrationthe mixture was filtered
  3. washThe yellowish needles were washed with water
  4. dry with materialdried over P2O5 under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ad13d81e56da485d8fb7cb2484db1443
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04151280

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