Chloroacetic Acid → Benzimidazole, 2-chloromethyl-5,6-dichloro-

HRID 986664

Reaktionsgleichung

Reaktionsgleichung von HRID 986664
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([NH2:9])=[C:4]([NH2:10])[CH:3]=1.[Cl:11][CH2:12][C:13](O)=O>Cl>[Cl:11][CH2:12][C:13]1[NH:10][C:4]2[CH:3]=[C:2]([Cl:1])[C:7]([Cl:8])=[CH:6][C:5]=2[N:9]=1

Komponenten

4

Edukt 2

HCID 300Chloroacetic AcidHCID 792974,5-Dichloro-1,2-phenylenediamine

Produkt 1

HCID 38349Benzimidazole, 2-chloromethyl-5,6-dichloro-Ausbeute 80,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of 1.77 g (10 m mol) of 4,5-dichloro-1,2-phenylenediamine in 15 ml of 4N aqueous hydrochloric acid was stored at room temperature overnight. To the solution was added 1.42 g (15 m mol) of monochloroacetic acid, and refluxed for 3 hours and filtered. The filterate was cooled to room temperature, stirred and rendered alkaline by addition of ammonium hydroxide. The separated precipitate was washed with water and dried to give 1.9 g (68%) of the title compound.

Aufarbeitung

  1. temperaturerefluxed for 3 hours
  2. filtrationfiltered
  3. additionby addition of ammonium hydroxide
  4. washThe separated precipitate was washed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6f3ea686ca0c44848b783cb11ef233c2
Quelldatensatz
uspto-grants-1987_12
Patentnummer
US04714764

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