Synthesis of 4-azido-3-diazo-3H-pyrazolo[3,4-b]quinoline from 3-amino-4-hydrazino-1H-pyrazolo[3,4-b]quinoline

Citation
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
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14704358 → ACNP
Issue
18
Year of publication
2000
Pages
3085 - 3087
Database
ISI
SICI code
1470-4358(2000):18<3085:SO4F3>2.0.ZU;2-S
Abstract
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.