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Reactions of 4‐aminocycloheptimidazoles with alkyl iodides, acyl chlorides, and α‐haloketones
Author(s) -
Ishida Noritoshi,
Imafuku Kimiaki,
Kurihara Teruo
Publication year - 1992
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570290529
Subject(s) - chemistry , alkyl , phenacyl , medicinal chemistry , tricyclic , benzoyl chloride , halide , chloride , acylation , organic chemistry , catalysis
The reactions of 4‐amino‐2‐phenylcycloheptimidazole with alkyl iodides and α‐bromoketones gave respectively 1‐alkyl‐ and 1‐acetonyl‐ (or 1‐phenacyl)‐substituted cycloheptimidazol‐4(1 H )‐ones, while the reactions with acyl chlorides gave 4‐arylamino‐2‐phenylcycloheptimidazoles. On the other hand, 2,4‐diaminocycloheptimidazole were benzoylated with benzoyl chloride on the amino group at the 2‐ and/or 4‐position and reacted with α‐haloketones to give tricyclic 2‐substituted 9‐aminocyclohept[ d ]imidazo[1,2‐ a ]imidazoles.