✍ Scribed by Liang-Fu Huang; Ludwig Bauer
No coin nor oath required. For personal study only.
An alternate synthesis of 1‐(2,4‐dichlorophenyl)‐4‐(2‐imidazolyl)‐1‐butanones 5d is presented after 1‐[(dimethylamino)methyl‐ and 1‐methyl]‐2‐lithioimidazole failed to be substituted satisfactorily by 2‐(2,4‐dichlorophenyl)‐2‐(3‐iodopropyl)‐1,3‐dioxolane (3b). The Pinner addition of ethanol to 2‐(2,4‐dichlorophenyl)‐2‐(3‐cyanopropyl)‐1,3‐dioxolane yielded the corresponding imidate which was reacted with 1‐amino‐2,2‐dimethoxyethane to form an amidine. Hot dilute hydrochloric acid converted this ami‐dine to the 2‐imidazolyl ketone 5b. Syntheses of homologous 1‐(4‐chloro‐ and 2,4‐dichlorophenyl)‐4‐(2‐imidazolyl)‐1‐pentanones 20 are described. Ketalizations of 5 and 20 with glycerol formed imidazolyl 1,3‐dioxolanyl alcohols. Selective N‐ and O‐alkylations of some of these imidazolyl alcohols are described.
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## Abstract The increasing clinical importance of drug‐resistant pathogens has lent additional urgency to antimicrobial research. Various 5‐(1‐methyl‐5‐nitro‐2‐imidazolyl)‐4__H__‐1, 2, 4‐triazoles (**4a—6f**) were synthesized and tested __in vitro__ for their antibacterial and antifungal activities