Affiliation:
1. Department of Chemistry, Faculty of Science, El-Minia University, El-Minia 61519, Egypt
2. Department of Chemistry (FIST DST Funded & UGC SAP Sponsored), Saurashtra University, Rajkot-360 005, India
Abstract
4-Alkylamino-2-chloroquinoline-3-carbonitriles 4a - c react with NaN3 to give the corresponding tetrazolo[1,5-a]quinoline-4-carbonitriles 5a - c which are converted into 2-amino-quinoline-3-carbonitriles 8a - c by reaction with PPh3 via an iminophosphorane and subsequent hydrolysis. On the other hand, the new 3,4-diamino-1H-pyrazolo[4,3-c]quinoline (11) was prepared by fusion of the aminoquinolines 8a - c with hydrazine hydrate. Diazotization of 11 followed by reaction with NaN3 yielded the novel tetracyclic ring system 3-azido-1H-1,2,4,5,6,6a-hexaazabenzo[a]indacene (13)
Cited by
7 articles.
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1. Discovery of new pyrimido[5,4-c]quinolines as potential antiproliferative agents with multitarget actions: Rapid synthesis, docking, and ADME studies;Bioorganic Chemistry;2022-04
2. Recent Advances on Diversity Oriented Heterocycle Synthesis of Fused Quinolines and Its Biological Evaluation;Polycyclic Aromatic Compounds;2020-01-25
3. Unexpected Reactions of Azido-p-Benzoquinone Derivatives towards Lawesson’s Reagent & Molecular Docking Study as a promising anticancer agent;Egyptian Journal of Chemistry;2019-11-21
4. Fused quinoline heterocycles X. First synthesis of new four heterocyclic ring systems 10-amino-6,9-disubstituted-[1,2,4]triazino[4′,3′:1,5]pyrazolo[4,3-c]quinoline derivatives;Synthetic Communications;2017-04-28
5. A Novel Synthesis of 1-Aryl-6-bromo-3-(5-ethylthio-4-phenyl-4H-1,2,4-triazol-3-yl)-1H-pyrazolo[4,3-b]quinolin-9(4H)-onesviaThermal Cyclization of 4-Azidopyrazoles;Journal of Heterocyclic Chemistry;2015-07-14