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Synthesis of some [1,2,4]triazino[5,6-b]quinoline derivatives

✍ Scribed by Jakub Stýskala; Jan Slouka; Antonín Lycka

Publisher: Journal of Heterocyclic Chemistry
Year: 2002
Tongue: English
Weight: 38 KB
Volume: 39
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570390630

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✦ Synopsis

Abstract

By coupling of diazonium salts with ethyl N‐(4‐oxo‐1,4‐dihydroquinolin‐2‐yl)carbamate 4, the corresponding 3‐arylazocompounds 5 were obtained. These ones were cyclized thermally or in alkaline medium to the corresponding 2‐aryl‐2,3,5,10‐tetrahydro‐[1,2,4]triazino[5,6‐b]quinolin‐3,10‐diones 6. Compounds 6 were transformed by alkaline hydrolytic splitting to the corresponding 2‐amino‐3‐arylazo‐1,4‐dihydroquino‐lin‐4‐ones 7. Starting carbamate 4 was prepared by a two‐step synthesis from 2‐amino‐1,4‐dihydroquinolin‐4‐one 1.

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