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Some N ‐substituted 2‐amino‐ and 2‐methylquinoline‐3,4‐dicarboximides
Author(s) -
Campaigne E.,
Hutchinson J. H.
Publication year - 1970
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.5570070329
Subject(s) - chemistry , imide , methyl iodide , carboxylate , alkylation , iodide , carboxylic acid , medicinal chemistry , stereochemistry , organic chemistry , catalysis
Abstract The reaction of sodium 2‐amino‐3‐cyanoquinoline‐4‐carboxylate and 2‐methyl‐3‐cyanoquino‐line‐4‐carboxylic acid in polyphosphoric acid led to 2‐amino‐ and 2‐methylquinoline‐3,4‐dicar‐boximide, respectively. Both of these compounds undergo imide N ‐alkylation reactions with methyl iodide and various chloroalkylaminodialkyl amines, while the latter also condenses with 3,4‐dichlorobenzaldehyde to form styryl derivatives. Although some of these compounds may be considered structural analogs of the antimalarial 4‐quinolinemethanols, none exhibited antimalarial activity.