Synthesis and physical properties of the antimalarial agent 4-(2-bromo-4, 5-dimethoxyphenyl)-1,1,7, 7-tetraethyldiethylenetriamine (RC-12) (WR-27,653)

Several synthetic routes to the antimalarial agent 4-(2-bromo-4, 5-dimethoxyphenyl)-1,1,7, 7-tetraethyldiethylenetriamine (RC-12) (WR-27,653) were evaluated. The preferred scheme involved alkylation of 4-aminoveratrole with excess 2-chlorotriethylamine in dimethylformamide at 140–145° to give 4-(4,...

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Bibliographic Details
Published in:Journal of pharmaceutical sciences 1967-10, Vol.56 (10), p.1335-1337
Main Authors: Werbel, Leslie M., Elslager, Edward F., Hutt, Marland P., Vandenbelt, J.M.
Format: Article
Language:English
Subjects:
Alkylation
Antimalarials - chemical synthesis
Catecholamines - chemical synthesis
Spectrum Analysis
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Summary:Several synthetic routes to the antimalarial agent 4-(2-bromo-4, 5-dimethoxyphenyl)-1,1,7, 7-tetraethyldiethylenetriamine (RC-12) (WR-27,653) were evaluated. The preferred scheme involved alkylation of 4-aminoveratrole with excess 2-chlorotriethylamine in dimethylformamide at 140–145° to give 4-(4, 5-dimethoxyphenyl)-1,1,7, 7-tetraethyldiethylenetriamine, which was brominated in acetic acid to give the desired product. The physical and biological properties of the drug are summarized.
ISSN:0022-3549
1520-6017
DOI:10.1002/jps.2600561026