W. Stadlbauer et G. Hojas, Synthesis of 4-azido-3-diazo-3H-pyrazolo[3,4-b]quinoline from 3-amino-4-hydrazino-1H-pyrazolo[3,4-b]quinoline, J CHEM S P1, (18), 2000, pp. 3085-3087
The reaction of 3-amino-4-hydrazino-1H-pyrazolo[3,4-b]quinoline 8 with nitr
ous acid did not give 2,4-diazidoquinoline-3-carbonitrile 5 as reported pre
viously, but afforded in 60% yield 4-azido-3-diazopyrazolo[3,4-b]quinoline
10, which gave by azo coupling with 2-naphthol 4-azido-3-(2-hydroxy-1-napht
hylazo)-1H-pyrazolo[3,4-b]quinoline 11.