A Novel Approach to the Synthesis of 6-Amino-7-hydroxy-flavone

Lijun Tang, Shufen Zhang, Jinzong Yang, Wentao Gao, Jian Cui, Tianyu Zhuang
2004 Molecules  
A novel approach to the synthesis of 6-amino-7-hydroxyflavone (1) is described. Reaction in acetone of 2′,4′-dihydroxy-5′-nitroacetophenone and benzoyl chloride in the presence of potassium carbonate affords 3-benzoyl-7-hydroxy-6-nitroflavone, which is cleaved in 5% ethanolic potassium hydroxide to give 1-(2,4-dihydroxy-5-nitrophenyl)-3phenyl-1,3-propanedione. The 1,3-diketone thus formed is then transformed into 7-hydroxy-6-nitroflavone, followed by reduction to afford the title compound.
doi:10.3390/91000842 pmid:18007484 fatcat:q5ji7cej6rc6bn3oly35txil4i