Synthesis of New Antimalerial Drugs (9-Anthracenemethanols).
Rept. no. 3 (Annual), 1 Apr 70-30 May 71,
INTERNATIONAL MINERALS AND CHEMICAL CORP LIBERTYVILLE ILL
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The syntheses of three O-2-di-n-alkylamino-1-hydroxyethyl-10- haloanthracene hydrochlorides are described. Unsuccessful attempts were made to prepare the corresponding 3,6-dibromo-10-chloro-, 3,6-dibromo-, 3-trifluoromethyl-10-chloro-, 3,10-ditrifluoromethyl, and 3,10-dichloro- analogs. It was expected that all the substituted 9-anthraldehydes would react with dimethyl sulfonium methylide to form the desired substituted 9-anthrylethylene oxide intermediates. Unfortunately this reaction was only successful where the 9-anthraldehyde contained a 10 H, Br, or Cl. Data on the 10-chloro-dibutylamine derivative show this compound to be more active than either the corresponding unsubstituted compound or the halogenated 1- or 4-phenanthrene aminoalcohols synthesized previously. Author
- Organic Chemistry