2-Phenylbenzimidazoles I-VI with chlorine atom or methoxy group on the benzene ring were prepared by a modified method. Acylation of 2-aminobenzimidazole with substituted benzoyl chlorides afforded the 2-benzamidobenzimidazoles VII-XXXVI. All these compounds were tested for anthelmintic and coccidiostatic activity.
Glyoxylic acid 2-benzylsemicarbazone derivatives, chlorinated in the aromatic nucleus (Ia-Id) were prepared either by reaction of glyoxylic acid semicarbazone with the corresponding benzyl chlorides or by treatment of benzylidene semicarbazide with substituted benzyl chlorides and reaction of the formed semicarbazides IIIa-IIId with glyoxylic acid. The semicarbazones Ia-Id were cyclized by heating with sodium hydroxide in ethylene glycol to give the corresponding 1-benzyl-6-azauracils IIa-IId.
Die 2‐substituierten Benzimidazole (III) bzw. (V) werden durch Cyclisierung von o‐Phenylendiamin (I) mit der Benzoesäure (II) bzw. mit den Benzaldehyden (IV) hergestellt und die Benzamidobenzimidazole (VIII) durch N‐Acylierung von Aminobenzimidazol (VI) mit den Benzoylchloriden (VII).
Benzaldehydsemicarbazon (I) wird mit den Benzylchloriden (II) zu den N‐Benzylderivaten (III) kondensiert, die anschließend mit Glyoxylsäure (IV) in die Semicarbazone (V) übergeführt werden.
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