[Antiviral agents/4th communication: the aromatically substituted carbonic acid amide structure in potentically virustatic compounds (author's transl)].
After the conversion of nitrosubstituted aromatic carboxylic acids (3) into the corresponding carboxylic acid chlorides (2), the N-[1-adamantyl]-carboxylic acid amides 4a, 4b, and 4c may be obtained through interaction with 1-amino-adamantane (1). By the same reaction principle,1-adamantyl acetylchloride (6) obtained from 1-adamantyl acetic acid (7) reacts with 2-nitroaniline (5) to give 1-adamantyl-acetic acid-[2-nitroanilide] (8), which may be converted into 2-[1-adamantyl-methyl]-benzimidazole (10) via N-[1-adamantyl-acetyl-]-o-phenylenediamine (9).
D000218:Adamantane / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D000577:Amides / Q000138:chemical synthesis; D000814:Aniline Compounds / Q000138:chemical synthesis; D000998:Antiviral Agents / Q000138:chemical synthesis*; D001562:Benzimidazoles / Q000138:chemical synthesis; D001952:Bridged-Ring Compounds / Q000031:analogs & derivatives*; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D013055:Spectrophotometry, Infrared
D000577:Amides; D000814:Aniline Compounds; D000998:Antiviral Agents; D001562:Benzimidazoles; D001952:Bridged-Ring Compounds; D000218:Adamantane
Antivirale Wirkstoffe. 4. Mitteilung: Die aromatisch substituierte Carbonsäureamidgruppierung in potentiell virustatischen Verbindungen