Synthesis of Antimalarial Agents from 2,3-Dihydro-1,6-diazaphenalene Derivatives.
Annual rept. Oct 77-Dec 78,
WISCONSIN UNIV-MILWAUKEE DEPT OF CHEMISTRY
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The investigation to date has centered on construction of the 9H-1,6-diazaphenalene system and the more important 9-methoxy derivatives. By use of the oxime and Semmler Wolff approach outlined in our original proposal, the 1,6-diazaphenalone has been prepared, as well as the 5-amino quinoline derivative. In addition, work toward the 9-methoxy analogs has progressed quite well. Moreover, a two-step synthesis of dihydro-2,5-dihydroxy-1,6-diazaphenalene-1,6-dioxide has been developed. The Semmler Wolff product and the mono N-Oxide derivative of 26 have both been converted to 2,5-dichloro-1,6-diazaphenalene. Five systems will be converted to the diazaphenalene target compounds by standard methods during the second year.
- Organic Chemistry